This beautiful family home is everything you are looking for in a Cape Cod escape. There are two immaculate houses on the same property with 5 bedrooms, each with their own bathroom. Located on a quiet, secluded private road, walking distance to Jackknife Beach and only a 7 minute drive to downtown Chatham. Spend time together in the sunroom, or take advantage of the spacious, fenced-in backyard, two outdoor decks, 2 grills for outdoor cooking and two outdoor showers. A/C in both houses. The space The half acre property features two houses, perfect for multiple families. The yard is large, well landscaped and surrounded by large hedges for privacy. Additionally, the driveway has lots of space for cars and activities. There are 4 bedrooms, each its with own bathroom. The main house is 3 bed / 3 bath: 1. Primary King bedroom with ensuite bathroom 2. Queen bedroom with ensuite bathroom 3. Twin bedroom (2 beds) and adjacent full bathroom The carriage house 2 bed / 2 bath: 1. Upstairs - Primary King bedroom, large living room, kitchen and bathroom 2. Downstairs - Queen bedroom, with an ensuite bathroom. Finally, in the two garage bays you'll find a game room with ping pong + foosball + fridge and a huge selection of lawn games such as badminton, bocce, croquet, lawn jenga, corn hole and much more. Both houses are fully self-contained with fast mesh WiFi and large TV's with Netflix and YouTubeTV subscriptions. Both houses have A/C and their own washer/dryer systems. Central A/C in the front house many window AC units in the carriage house. Finally, guest can access the neighborhood Kayak launch which is a 3 minute walk from the house. Paddles, life jackets and kayaks are all provided. Additional Key Details - 1. The driveway fits 6+ cars comfortably 2. In the summer, the hydrangeas, dogwood and azalea's are at full bloom. 3. Linens provided on all beds, towels in all bathrooms 4. Air-mattress(es) provided upon request only, please ask for details 5. 220V Electric car charging plug available (bring your own cord for the 220V plug). 6. Brand New Central air conditioning in main house. Multiple window air conditioning units in the carriage house (in all bedrooms and living room). 7. A handful of beach chairs and beach toys are provided. Large groups will want to bring more beach chairs and their own beach towels. Guest access Guests have access to the entire property: 1. Half acre lot with a large yard & driveway 2. Front house & Carriage House 3. Fully fenced in back yard 4. Access to kayak launch in the neighborhood Other things to note Dogs are allowed, at a fee of $75 per dog. We love pets but we ask that you please clean up after you dog and keep them off the furniture as dog hair can be difficult to remove. The yard is fully fenced in for dogs No parties or events allowed. This is a quiet neighborhood. We enforce Airbnb, Town and State Rules regarding parties, noise complaints and more. We have a zero tolerance policy.

2 House Compound, Huge Yard, Game Room, Kayaks

15555 - Heron House: Pond-Front Home w/ Water Views! The space Overlooking Shoal Pond in a private Orleans neighborhood sits Heron House—a beautiful home with an expansive floor plan just waiting to host your next vacation. From the large picture windows providing plenty of light and fantastic water views to the well landscaped grounds of the oversized lot we’re sure you’ll fall for Heron House. When you enter this home you pass through one of the multiple living room areas and dining room to find the heart of the home: a gorgeous and well-planned kitchen with a separate pantry area. Making a quick pasta dinner is a breeze with the over the stove pot filler. After a great meal, the family can gather in one of three sitting rooms. The blue walled sitting room is the perfect place to get lost in the pages of a good book--especially if it takes place on the high seas as the tasteful ship decor around you will transport you from the pages to the waves. Otherwise, you can enjoy a movie in the comfortable TV room. Throughout the house is a well executed Nautical decor theme giving it a unique Cape Cod charm. There are five comfortable bedrooms in this home. The master bedroom with a king bed and ensuite bathroom is on the first floor. Upstairs are 4 additional bedrooms–three with Queen Beds and one with two Twin beds–as well as two bathrooms and a washer dryer. Outside the yard is as spacious, well-kept and inviting as the rest of the house. The yard has custom stone walkways, and a large back patio with dining area and grill. Even if it's chilly outside, you can enjoy the outdoors around the fire pit, where you can share scary stories, gooey s'mores, and create lifelong memories with your family. Orleans is an amazing choice for your next Cape Cod vacation with plenty of options to choose from. Whether you decide to spend your days on Cape Cod Bay at Skaket Beach which is a quick 12 minute drive away, at the Atlantic Ocean on world famous Nauset Beach (a 13 minute drive), or at Jacknife Beach on Pleasant Bay, just 5 a five minute drive away, there is no shortage of places to enjoy the sun, sand and water. Orleans has a charming and walkable downtown area with a variety of excellent options for dining and shopping. Look no further than Heron House for your next escape to Cape Cod, a beautiful home with room for the whole family! Home Details: -Dogs Welcomed (w/fee of $40/night per dog) -Sleeps 10 -2 Floors Bedrooms -Total 5 -1st Floor Master Bedroom: 1 King Bed -2nd Floor Bedroom #2: 1 King Bed w/ en suite Full Bathroom -2nd Floor Bedroom #3: 1 Queen Bed -2nd Floor Bedroom #4: 1 Queen Bed -2nd Floor Bedroom #5: 2 Twin Beds Bathrooms -Total 3.5 -1st Floor: Full bath w/ Shower -1st Floor: Half Bath -2nd Floor: Full Bath w/ Tub/Shower -2nd Floor: Full bath w/ Shower (Ensuite) -Central A/C -WiFi -Smart TV/Streaming -Washer/Dryer -Gas Grill -Fire pit -Patio with Furniture -Outdoor Shower -Sheets and Bath Towels Provided with Beds made Upon Arrival -Cleaned with Hospital Grade Disinfectant C0336422240

Pond-Front Home w/ Water Views!

16693 - Chatham Homecoming: Luxury Waterfront with Game Room! The space Perched above the shimmering waters of Crows Pond and Ryder Cove, this stunning Chatham vacation home invites you to experience Cape Cod living at its finest. With water views, direct access to a private association beach, and a location just a mile from Jacknife Beach, this is your gateway to coastal bliss. Whether you’re lounging on the sand, kayaking across tranquil waters, or enjoying a round of golf at Eastward Ho, every moment promises the possibility of adventure and relaxation. Inside, this spacious five-bedroom retreat offers a seamless blend of classic Cape Cod charm and modern sophistication. Sunlight pours through expansive windows, illuminating the nautically inspired décor. The updated kitchen, equipped with state-of-the-art appliances and multiple wet bars, is perfect for entertaining. A game room with a full bar, foosball table, and smart TV sets the stage for unforgettable evenings with family and friends. Step outside to the private patio, where your morning coffee pairs perfectly with the serene views of the pond. After a day of exploring Chatham’s vibrant Main Street or savoring local favorites like Mom and Pops Burgers, return home and rinse off in the outdoor shower under the evening sky. With central AC, luxurious accommodations for up to 12 guests, and proximity to delectable dining and family friendly activities, this is more than just a vacation—it’s the escape you’ve been dreaming of. Don’t wait to create memories that will last a lifetime. Book your Chatham getaway today, and experience the magic of Cape Cod. Home Details: -No Pets (Fines Remitted) -Sleeps 12 Bedrooms -Total 5 -1st Floor Bedroom: 1 King Bed w/ Ensuite -1st Floor Bedroom: 1 King Bed -2nd Floor Bedroom: 2 Queen Beds -2nd Floor Bedroom: 1 King Bed -2nd Floor Bedroom: 2 Twin Beds Bathrooms -Total 3.5 -1st Floor: ½ Bath -1st Floor: Full Bath; Ensuite w/ Shower -1st Floor: Full Bath w/ Shower -2nd Floor: Full Bath w/ Tub/Shower Combo Other Amenities -Central AC -WiFi -Smart TV -Cable TV -Washer/Dryer -Natural Gas Grill -Outdoor Shower -fireplaces are not for guest use (fines remitted) -Please note outdoor amenities are available seasonally -Sheets and Bath Towels Provided with Beds made Upon Arrival -Cleaned with Hospital Grade Disinfectant -Parking for 3 cars maximum -C0056220550

Luxury Waterfront with Game Room!

16694 - Oceanside Delight: Sweeping Views, 150 Yards to Private Beach! The space Escape to Oceanside Delight, a five-bedroom haven in the charming town of Chatham, Massachusetts. This seaside retreat located on an acre of private land, accommodating up to 12 guests, offers breathtaking views of Pleasant Bay from its multiple decks, promising a serene getaway with the perfect blend of privacy and proximity. Indulge in the sweeping water views that welcome you from the main living area, adorned with stylish furniture and a smart TV. With three floors, this home provides abundant space for relaxation and rejuvenation. The ground floor features two cozy bedrooms, and a bath, while the first floor boasts a family room with a gas fireplace, two bedrooms, and a large deck for soaking in the ocean breeze. Ascend to the second floor to find one bedroom and a family room complete with a bar and balcony. Take time at the end of the day to enjoy the gaming area in the garage with ping pong, foosball, seating, TV, and bar. Step outside to explore the private beach, about a 10 minute stroll down the private road, or take a quick drive to the town landing beach 1.3 miles from your door. Embrace the outdoors by birdwatching at the nearby pond or simply enjoy the peaceful landscape from your secluded spot on the marshland. Venture out to explore local attractions and dining, with favorites like Chatham Perk and Elwoods Raw Bar just minutes away. Discover the charm of downtown Chatham, where delightful eateries and shopping await. Oceanside Delight is not just a place to stay; it's an experience to savor. Whether you seek solitude or adventure, this captivating retreat will fulfill every desire. Book your escape to Oceanside Delight today and create memories that will last a lifetime. Home Details: -Dogs Welcomed (w/fee of $40/night per dog) -Sleeps 12 Bedrooms -Total 5 -Ground Floor Bedroom: 2 Twins -Ground Floor Bedroom: 1 Full Day Bed with Twin Trundle -1st Floor Bedroom: 1 King Bed + 1 Twin Bed -1st Floor Bedroom: 1 King Bed -2nd Floor Bedroom: 1 King Bed Bathrooms -Total 3.5 -1st Floor: ½ Bath -1st Floor: Tub and Shower -2nd Floor: Full Bath w/ Shower -Ground Floor: Tub and Shower Other Amenities -Central AC via Mini-Split -Smart TV -Streaming Service -Washer/Dryer -Propane Grill -Gas Fireplace -Please note outdoor amenities are available seasonally -Sheets and Bath Towels Provided with Beds made Upon Arrival -Cleaned with Hospital Grade Disinfectant -Parking for 4 cars maximum -C0526230550

Sweeping Views, 150 Yards to Private Beach!

Five-bedroom and three-bath Cape style home with large fenced backyard and an inground pool. Various yard games are available - outdoor ping pong table and corn toss. Short distance to Pleasant Bay, freshwater ponds, and the ocean. Approximately five miles from downtown Chatham and Orleans Center. A variety of local shops, and restaurants, and catch the Cape Cod Baseball under the lights just minutes away. (Our pool is not heated - the opening and closing is weather dependent). The space Three rooms on the first floor adjacent to the living room, kitchen, and dining room. The master bedroom has an attached private bathroom. The two smaller rooms share a bathroom in the main hall. The second floor has two larger bedrooms with recently renovated bathroom. Spacious living room with 70” TV, a couch and loveseat. Kitchen has all stainless steal appliances - 36” French door fridge, large OTR microwave, and electric glass top stove and oven. A toaster, coffee maker, and air fryer are available. Ductless mini-splits heat and cool each bedroom, which are individually regulated. The backyard is spacious, approximately 10,000 square feet, and has an inground pool and various yard games. Guest access The front door has a keyless entry. The code will be sent to you the day of your check-in. Other things to note There is one bath towel per guest available. We do not provide pool or beach towels. Our home is NOT part of the Quanset Harbor Club (home association). You have access to the street and conservation land trails for walking but our guests do not have rights to the beach and landing at the end of Lake Drive. There is, however, a town landing at the end of Quanset Road, Portanimicut Road, and on route 28 (~1/4 mile from the house).

5-bedroom Cape with a pool and yard games.

17759 - Blue Lagoon: Pool, Half Mile to Beach! The space Perched atop a hill, this Harwich home is your gateway to Cape Cod charm. Just 0.5 miles to Jackknife Beach and 0.4 miles to the renowned Wequassett Resort, you’re perfectly positioned for sun-soaked days on the sand and evenings of waterfront dining. The vibrant shops and restaurants of downtown Chatham are just a short 3-mile drive away. Inside, this home is thoughtfully designed for relaxation and fun. Central air conditioning ensures comfort year-round, while the inviting living room offer plenty of space to unwind. With five thoughtfully appointed bedrooms and 3.5 bathrooms, the home comfortably sleeps ten guests. The first floor has three bedrooms, while the second floor offers two queen bedrooms with private en suites. The open-concept kitchen and dining area make meals a breeze, leading out to a spacious deck where your private unheated pool awaits—perfect for refreshing dips under sunny skies. This pet-friendly gem welcomes your furry friends so no one gets left behind. The only thing missing from this perfect escape is you. Don’t wait—book your unforgettable vacation today! Home Details: -Dogs Welcomed (w/fee of $40/night per dog) -Sleeps 10 Bedrooms -Total 5 -1st Floor Bedroom: 1 Queen Bed -1st Floor Bedroom: 2 Twin Beds -1st Floor Bedroom: 2 Twin Beds (Twin w/ Trundle) -2nd Floor Bedroom: 1 Queen Bed w/ ensuite -2nd Floor Bedroom: 1 Queen Bed w/ ensuite Bathrooms -Total 3.5 -1st Floor: Tub -1st Floor: Half Bathroom -2nd Floor: Full Bathroom w/ Shower (en suite Queen Bedroom) -2nd Floor: Full Bathroom w/ Shower (en suite Queen Bedroom) Other Amenities -Central AC via Split System -WiFi -Smart TV w/ Streaming Service -Air hockey table -Ping Pong table -Washer/Dryer -Propane Grill -Pool (unheated, available Memorial Day-Labor Day) -Indoor Fireplaces are not for guest use(fines remitted) -Please note outdoor amenities are available seasonally -Sheets and Bath Towels Provided with Beds made Upon Arrival -Cleaned with Hospital Grade Disinfectant -Parking for 3 cars maximum -C2047186802

Pool, Half Mile to Beach!

Perfect Vacation Home!!! Minutes to Chatham Bars Inn and Town! Gorgeous Expanded Cape, Recently Renovated, with open floor plan, all new furniture and mattresses, water views, in the perfect location, with an amazing new pool/patio/party deck, and lots of room for kids to play on open yard! The space Truly a spectacular home for your Chatham vacation, and especially well suited for a large family or multiple families, with two/three Master Suites (one upstairs and one/two downstairs). Just a mile from town and the beach, the house is located in a quiet neighborhood filled with beautiful homes, perfect for catching water views while walking /running/biking and featuring its own quiet beach. Guest access You will have access to the entire house. Other things to note House is not suitable for non swimmers.

Amazing Chatham Pool/patio/deck, 5 BR 4 1/2 Bath

Welcome to 10 Granny's Lane, a lovely expanded Cape situated minutes away from Nauset, Skaket and Pleasant Bay not to mention golf courses and wedding venues. This home sits on a private lot and boasts five bedrooms, open kitchen/dining area and oversized family room perfect for family vacations or long weekends. Spacious deck with gas grill, pretty backyard with firepit, hammocks and outdoor shower great after a day at the beach. Guest access Access information will be provided to guest prior to arrival.

SPACIOUS 5 BR SOUTH ORLEANS HOME NEAR BEACHES

This spacious, modern, beautifully decorated Chatham home is the place to bring your whole family, multiple families or friends with lots of room for fun, both indoors and out. Linens, bath and beach towels and beach chairs included. Sleeps 13 plus a crib. Central AC, WiFi, Smart TVs, washer/dryer, fully stocked kitchen. Pets considered. Large, private yard on a dead end, quiet street with only a 3 minute walk to a beautiful ocean beach with a tide pool, snack bar and kayak rentals. The space Ground floor has an open kitchen/dining area, living room, full bath and small den area with sleeper sofa. Second floor has primary king bedroom with ensuite bath, queen bedroom with ensuite bath, bedroom with bunked twin beds and crib, second queen bedroom, bedroom with daybed and trundle and walkthrough bedroom with one twin daybed. Central AC, washer, dryer, dishwasher, 3 smart TVs, Wi-Fi, deck with privacy and a outdoor shower.

3 minute walk to beautiful, family friendly beach!

Our spacious lakefront family home accommodates large groups with 2 prime suites, 4 other bedrooms and 11 beds in all providing several sleeping configurations. Ideal for remote work with AC, fast WiFi, and office setups in 3 bedrooms. Enjoy lake views, your own dock and sandy beach, fishing, and a gourmet kitchen. Lower level offers ping pong, board games, foosball, and a treadmill. Close to bike trails, beaches, Chatham Main St. The space Large home with everything you need for a relaxing vacation. Well equipped kitchen and grill, open floor plan with lake views throughout, assortment of lawn games, and a waterfront with rafts to enjoy lazy sunny days. And an outdoor shower! Note- Guests bring their own towels and sheets for this rental. Guest access Entire home and property. Other things to note Offering 10% discount for 14 day or longer rentals. Airbnb is set to 5 day minumum but sometimes willing to book for long weekends and short trips, message us for availability.

Lover's Lake Chatham Waterfront Home

Five-bedroom Cape Cod home with a private 800 sq ft heated pool, fenced for little ones, steps from Pochet Inlet. Two separate upstairs wings make this ideal for two families sharing a week — plenty of togetherness, plenty of space. Nauset Beach is minutes away; Skaket's calm, warm water and sunsets are just across town. The space Summer Song is built for two families to share the perfect Cape Cod week — together when you want to be, separate when you don't. The home's layout gives each family its own upstairs wing with bedrooms and a full bath, so kids can go down for the night while the adults are still on the patio. Downstairs, two living areas with new furniture mean there's always somewhere to spread out — or pile in together for a movie night. Outside is where Summer Song really shines. The private 800-square-foot saltwater pool is fully fenced, so little ones play safely while you actually relax. Add the fire pit, gas grill, and a big open lawn and you have everything for the kind of unhurried summer days that are hard to find anymore. The house sits steps from Pochet Inlet and minutes from Nauset Beach — one of the Cape's best. When the kids need calmer water, Skaket Beach on Cape Cod Bay has warm, gentle waves and sunsets that stop you mid-sentence. Bike the Rail Trail, catch an Orleans Firebirds game at Eldredge Park, or explore Nickerson State Park in Brewster. The garage is stocked with beach chairs, towels, boogie boards, sand toys, umbrellas, and four adult bikes — so you can leave the packing stress at home. Guest access Full access to the entire home, yard, and pool. The garage is your base camp — beach chairs, towels, boogie boards, sand toys, umbrellas, skim boards, and four adult bikes are all there and ready to go. Inside, you'll find games, puzzles, and kids' books for rainy afternoons or wind-down evenings. There's also a second fridge in the garage for the inevitable overflow of lobster rolls and rosé. Other things to note We keep Summer Song stocked and guest-ready all summer, and just ask for a little help keeping it that way. Please toss beach towels in the wash before you head out on your last day, and keep household items (bath towels, kitchen supplies, blankets, etc.) at the house so the next family arrives to the same great setup you did.

Orleans 5BR · Saltwater Pool · Walk to Inlet

14478 - Marine Dream: Quintessential Captain's House w/ Water Views! The space **Note: Pictured Dock will not be available for the 2026 season - new dock will be available in 2027** Immerse yourself in the quintessential Cape Cod experience at Marine Dream, nestled in the heart of Eastham, the Gateway to the National Seashore. This majestic retreat beckons families and friends alike to savor the charm and allure of Cape Cod. Upon entering, you're greeted by a sprawling open-concept layout seamlessly merging kitchen, dining, and living spaces, ideal for hosting gatherings. Adorned with expansive windows framing picturesque ocean vistas, this home exudes serenity and tranquility. Step outside onto the grand patio, complete with a gas grill, overlooking a lush lawn leading to the azure cove—a haven for summer BBQs and al fresco dining. Entertainment abounds within the sunlit second living area, offering a haven for relaxation or spirited board game nights. The vast manicured lawn invites outdoor adventures, while nearby attractions like Nauset Light Beach and Skaket Beach promise endless seaside delights. With five bedrooms and four full bathrooms, Marie Dream comfortably sleeps 11 across two floors. The first floor features a king primary suite with an en suite bathroom and jetted tub, a queen bedroom, and a second full bathroom. Upstairs, you'll find another king bed with an en suite bathroom, a queen Murphy bed, a bedroom with three twin beds, and an additional full bathroom. Please note that the stairs leading to the second floor are steep. Though the property shares its expansive lawn with neighboring cottages, there's no shortage of space for recreation and enjoyment. Revel in the proximity to Cape Cod's natural wonders, from the National Seashore to the scenic Cape Cod Rail Trail, perfect for biking and hiking enthusiasts. Grab a delectable burger and milkshake at the nearby Knack, or enjoy an elevated brunch at Brine. Marine Dream epitomizes luxury, comfort, and entertainment, promising an unforgettable Cape Cod getaway. Embrace the allure of Eastham and reserve your slice of paradise today at the Marine Dream! Home Details: -Dogs Welcomed (w/fee of $40/night per dog) -Sleeps 11 Bedrooms -Total 5 -1st Floor: 1 King Bed with En Suite Full Bathroom -1st Floor: 1 Queen Bed -2nd Floor: 1 King Bed with En Suite Full Bathroom -2nd Floor: 1 Queen Murphy Bed -2nd Floor: 3 Twin Beds Bathrooms -Total 4 -1st Floor: Full Bathroom w/ Jetted Tub and Shower (en suite King Bedroom) -1st Floor: Full Bathroom w/ Shower -2nd Floor: Full Bathroom w/ Tub/Shower Combo (en suite King Bedroom) -2nd Floor: Full Bathroom w/ Shower Other Amenities -Central A/C -Smart Lock/Self Check-In -WiFi -TV -Washer and Dryer (1st Floor) -Gas Grill *please note outdoor amenities are seasonal* -Patio with Outdoor Dining -4 SUPs -1 Canoe -1 Kayak -6 Life Vests -Outdoor Ping Pong -Corn Hole & other lawn games -Paddle boards, canoes, kayaks, ping pong, corn hole, and other lawn games are shared between all four cottages on the compound -Please note there are steep steps leading to the 2nd Floor -Views of Town Cove -Sheets and Bath Towels Provided -Cleaned with Hospital Grade Disinfectant -Parking for 3 cars maximum -C0411990860

Quintessential Captain's House w/ Water Views!

"Tranquil Haven" is your ideal short-term stay on Cape Cod, offering a perfect blend of comfort, style, and convenience. Wellness room retreat: sauna, salt room and exercise equipment. Enjoy enchanting bedrooms with plush bedding, for a restful stay. The gourmet kitchen is well-equipped and has modern appliances. Office space, ensuring a productive and comfortable environment. Explore scenic trails, savor local cuisine, and shop at unique stores. Beach access at First Light Beach. The space Five bedrooms. Three with a king beds. One can be split for two twin beds. Two bedrooms with queen beds. Other things to note Must be 21 to book. This property does not rent during summer months.

Rare Updated Cape Cod Find!

Soak up the ☀️ while enjoying the lush outdoor space at our waterfront home, Queen’s Quarters. Bring or rent a kayak or paddleboard as you have direct water access or unwind on the deck looking out for swans or our friend, the Great Blue Heron. From your morning coffee to evening cocktails, the alfresco dining space is suited for anyone at any time of day. Queen’s Quarters is multi-level with a finished basement providing ample space. Since dogs are part of the family, we consider pets. The space Why we love this property: When we first visited this property, we knew it was the one! Even before we entered the home, we were greeted with sparkling water views of the pond. We also really appreciated how many windows the backside of the house has to make ensure these spectacular views from multiple rooms - the master bedroom, living room, dining room, kitchen, and even one of the guest bedrooms (that has direct access to the porch!). Our favorite thing to do is to wake up early, watch the sun come up, enjoy a nice cup of coffee on the porch, and watch and listen for waterfowl that enjoy our pond as much as we do. Since family is very important to us, we are happy that this home has many bedrooms, bathrooms, and a finished basement making it perfect for us to all be together, but also have plenty of space to spread out and enjoy our own time. Additionally, since we love to be outside, we can get into town and visit the beaches easily, plus the bike trail and other walking trails are less than a mile from our home. And if we don't feel like going anywhere and want to take it easy, we know we have our own slice of heaven right in our backyard with ample outdoor space, furniture, and lawn games. It is also really fun to watch the little planes fly overhead! Guest access Guests have access to the entire home and yard. Other things to note Amenities you’ll love: - Unobstructed views of the water🌅 - Direct access to water 🛶🎣 - Southward-facing yard for ample sunlight ☀️ (and beautiful sunsets!) - Bedroom 1, queen bed, has a private balcony and is attached to bathroom 1 - Bedroom 2, queen bed, is water facing and walks out to deck - Bedroom 3, queen bed, is garden facing - Bonus Room 4, twin beds and accessible through bedroom 1. It is ideal for parents that want to be close to children. - Bedroom 5, twin beds, and has a private half bath and added bonus - 3 full bathrooms and 1 half bath Note: -Bathroom 1 is on 2nd floor in between bedroom 1 and 4 -Bathroom 2 is on the first floor - Bathroom 3 is on lower level between bedrooms 2 and 3 -Half Bathroom is attached to bedroom 5 and has a curtain for privacy - Finished basement with direct access to the backyard (plus games!) - Fenced-in yard making it safe for kids and dogs 🐕 - Pack 'n play provided - Multiple bedrooms face southward with pond views - Expansive deck space (master has own private porch) and main deck also has retractable shade - Smart TVs 📺 equipped with streaming services so guests can login to their own accounts - New furnishings & elegant, coastal artwork - Large indoor dining space - Large alfresco dining space - Chef’s kitchen with all cookware (and essentials for your morning coffee!) - Washer & dryer🫧 - Gas grill 🔥 - Outdoor shower🚿 - AC ❄️ - Four parking spaces in driveway- note there is no overnight street parking allowed in Chatham. - Proximity to the town center, bike path, and beaches

No Pet Fee, Waterfront, Fenced Yard, Close to Town

15560 - Beachin Awesome: 100 Ft to Skaket Beach! The space The sands from Skaket Beach spill into your driveway, you can smell the salt in the air, and the bay breeze can be felt from your front door. All this and more is sure to make your vacation Beachin’ Awesome. Opening the ocean-blue front door, this lovely home welcomes you in with over 2,100 sq. feet packed with amenities to make your vacation incredible. To the left of the front door, step down into the large kitchen, with center island and plenty of counter space for cooking up a vacation feast. There are two separate seating areas in the kitchen, as well, whether you’re looking to have a quick bite or sit down for a more formal meal. Back up the small set of stairs and past the front door, you are greeted by a gorgeous dining room and beautiful table, ready for your true dining needs. Past the dining room, you will find the home’s great entertainment space, the living room. Standing in the living room, the waters off Skaket Beach are visible in the close distance, beckoning you to leave your incredible vacation home and jump in the salt water of Cape Cod Bay. If you decide to stay in, you can relax on the expansive sectional, or pick from an endless supply of board games on the shelf towering to the left of the huge TV. Exiting the living room and heading down the hallway, the sleeping quarters of the home are ready for you to retire to after a long day of Cape fun. The first bedroom you stumble upon has a nice queen bed and close access to one of the home’s 3.5 bathrooms. Continuing down the hall, you’ll find the home’s second bedroom, complete with queen bed. This home seemingly never ends, as you step further into this home, with access to back porch outdoors, another bathroom, and a bedroom with two sets of twin bunk beds, totaling four twin beds. Last but certainly not least, an incredible primary bedroom anchors this home, with reading chair, wall-mounted TV, king bed, and a full en suite bathroom. Surrounding the home, a private yard makes you feel like you’re the only person on the Cape. WIth a fence separating the front of the house from the road, and an expansive backyard, this home’s private plot is a fantastic spot to relax. And with outdoor options including a fire pit, numerous outdoor seating areas, and privacy from the greenery around you, you’ll find everything you need at this awesome vacation destination. Other amenities include a washer and dryer, The allure of Orleans is ready for your vacation, whether you want to go deep sea fishing out of Rock Harbor, catch a Firebirds’ Cape League Baseball game at Eldridge Park, or use this central location as your home base for all your Cape Cod fun. Get ready for your vacation to be Beachin’ Awesome. Home Details: -Dogs Welcomed (w/fee of $40/night per dog) -Sleeps 12 -Single Floor -2,188 Sq Ft -5 Bedrooms -Bedroom #1: 1 King Bed -Bedroom #2: 1 Queen Bed -Bedroom #3: 1 Queen Bed -Bedroom #4: 1 Queen Bed -Bedroom #5: 2 Twin/Twin Bunk Beds (4 twins total) -3.5 Bathrooms -Bathroom #1: Full Bath w/ Tub/Shower Combo -Bathroom #2: Full Bath w/ Tub/Shower Combo -Bathroom #3: Full Bath w/ Shower -Bathroom #4: Half Bath -Fully Equipped Kitchen -Mini-Split A/C + Window A/C Units in Bedrooms -Fireplace NOT for guest use -Smart Lock/Self Check-In -WiFi -Smart TV -Stacked Washer/Dryer -Board Games -Ping Pong Table -Beach Toys & Beach Chairs -Deck w/ Outdoor Dining -Patio w/ Outdoor Dining -Propane Grill -Outdoor Shower -Private Yard -100 Ft from Skaket Beach -Easy Access to Bike Trail (1 mile) -Sheets and Bath Towels Provided with Beds Made Upon Arrival -Cleaned with Hospital Grade Disinfectant C0312142240

100 Ft to Skaket Beach!

18820 - Poolside Pause: Private In-Ground Pool and Central AC! The space Located in Brewster is Poolside Pause, featuring a spacious layout and heated in ground pool. This home is beautifully updated with plenty of space for the whole family! Entering through the side entrance you will immediately notice the large kitchen with center island and separate sidebar area. Whether you are artfully preparing the perfect vacation dinner or crafting the ideal cocktail to enjoy on the back deck you will have plenty of room to do either (or both!). A king bedroom with an en suite full bathroom is located off the kitchen. Also on the main floor is the dining area, a family room with TV and half bathroom and a separate front living room with a sitting area. A washer and dryer are located in a closet directly off the kitchen. At the top of the stairs you will find two side by side full bathrooms with shower/tub combos which will certainly make getting ready to go vacation adventuring easier (and quicker!). There are four bedrooms upstairs–two with king beds, one with two twin beds and one with a twin bed/full bed bunk bed which the kids will love! In the back of the house is the full, heated, in-ground pool which is certain to be a favorite of the children and adults. Relax in the sun on the stone patio next to the pool or jump right in to cool down. What is better than a quick dip in the pool after a long hot day spent on the beach? Whatever your vacation plans include Brewster is an amazing vacation destination because it truly offers the opportunity to create your own adventure. Spend your day playing a round of Golf at nearby Captains Golf Course, soak up the sun and go for a swim at one of Brewster’s many Cape Cod Bay beaches or several ponds, go shopping along Route 6A or go exploring in nature at Nickerson State Park. Whether you decide to go out and explore all the town has to offer or choose to relax in the sun next to the pool all week, we know you will be pleased when you decided to book Poolside Pause for your next vacation! Home Details: -Dogs Welcomed (w/fee of $40/night per dog) -Sleeps 10 -2 Floors Bedrooms -Total 5 -1st Floor Master Bedroom: 1 King Bed w/ en suite full bathroom -2nd Floor Bedroom: 1 King Bed -2nd Floor Bedroom: 1 King Bed -2nd Floor Bedroom: 2 Twin Beds -2nd Floor Bedroom: 1 Twin Bed & 1 Full Bed (Bunk Bed Twin over Full) Bathrooms -1st Floor: Half Bathroom -1st Floor: Full Bathroom w/ Shower (en suite King Bedroom) -2nd Floor: Full Bathroom w/ Shower/Tub combo -2nd Floor: Full Bathroom w/ Shower/Tub combo Other Amenities -Central AC (new for summer 2026) -WiFi -Smart TV -Washer/Dryer -Gas Grill -Deck with Furniture -Private Yard -Heated Private Pool (Pool Open from Memorial Day to Labor Day - may be longer but not guaranteed) -Sheets and Bath Towels Provided with Beds made Upon Arrival -Cleaned with Hospital Grade Disinfectant C0587770410

Heated In-Ground Pool and New Central AC!

15570 - Barley Neck Beach House: Close to Barley Neck Landing! The space Escape to the Cape, and enjoy the peace and natural beauty of the Barley Neck peninsula, where sea birds soar and salt waters laps up against the shore. Welcome to the Barley Neck Beach House! Entering into this beautiful, two story home, you will be excited to explore the over 2,000 square feet of space. A lovely kitchen, complete with center island with breakfast bar, has more than enough counter space to whip up your favorite vacation meals. Head over to the dining table to enjoy your meal, while natural light floods in. Step over to the living room, where vaulted ceilings tower overhead as you watch your favorite vacation movie. If the kids get restless during the film, a side room with seating, just off of the kitchen, is a great spot for them to separate and enjoy their own fun. When it’s time to call it a night, the home comfortably sleeps 10 across five bedrooms and three full bathrooms. The first floor features a queen bedroom and a full bathroom with a tub/shower combination. Upstairs, the king primary bedroom has its own en suite full bathroom with a separate shower and tub. Three additional bedrooms offer a queen and twin bed, a full bed, and a twin-over-twin bunk bed. A third full bathroom with a tub/shower combination is also located upstairs, giving everyone plenty of space to get ready for another day on the Cape. Access the back porch through the living room, where a sprawling deck with outdoor lounging and dining options awaits your meals under the summer sun and starry nights. You’ll enjoy the large backyard while the kiddos have plenty of space to run, play, and let their imaginations go wild. You can also walk down the road to Barley Neck Landing, where it’s easy to launch kayaks into Pleasant Bay. Other amenities include a washer and dryer, patio with picnic table, and an outdoor shower. Orleans has no shortage of natural beauty, delicious restaurants, and quintessential Cape Cod activities to enjoy all vacation long. Your next vacation awaits, at the Barley Neck Beach House! Home Details: -No Pets( Fines Remitted) -Sleeps 10 -2 Floors (1st Floor + 2nd Floor) -2,704 Sq. Ft. Bedrooms -Total 5 -1st Floor Bedroom: 1 Queen Bed -2nd Floor Bedroom: 1 King Bed w/ En Suite Full Bathroom -2nd Floor Bedroom:: 1 Queen Bed + 1 Twin Bed -2nd Floor Bedroom: 1 Full Bed -2nd Floor Bedroom: 1 Twin over Twin Bunk Bed Bathrooms -Total 3 -1st Floor: Full Bathroom w/ Tub/Shower Combo -2nd Floor: Full Bathroom with Tub/Shower Combo -2nd Floor: Full Bathroom w/ Shower and Tub (en suite King Bedroom) Other Amenities -Fully Equipped Kitchen -Window A/C Units -WiFi -Smart Lock -Smart TV -Washer & Dryer (1st Floor) -Deck with Outdoor Dining -Outdoor Shower -Propane Grill -Fire Pit -NO PETS (fines remitted) -0.2 Miles to Barley Neck Landing -Sheets and Bath Towels Provided with Beds Made Upon Arrival -Cleaned with Hospital Grade Disinfectant C0295842240

Close to Barley Neck Landing!

Overlooking Chatham's beautiful Oyster Pond, this home is the perfect location for your vacation. Take advantage of the beach just outside your door or wander down the street into Chatham center!  Enjoy so much of Chatham - without getting in your car! This Sea Captain's house includes five bedrooms (sleeps three on first flr and six on second flr), four and a half bathrooms, full kitchen and dining area, two living room areas with two TVs, laundry room, water view porch and patio w/ BBQ grill.

LOCATION! Sea Captain's House, Walk to Beach/Town

5 BED / 3 BATH / SLEEPS 10 / WITH BEACH ACCESS NEWLY RENOVATED KITCHEN AND MASTER BATHROOM! Located in Highly Desirable North Chatham, just .9 miles from the Chatham Bars Inn and 1.3 miles from Main Street, this Charming Greek Revival offers 5 Bedrooms, 3 baths, a huge yard, and gorgeous 5 min walk down the hill to the beach! The space Built in 1852, this classic Cape treasure has been loving renovated and accommodates 9-10 guests comfortably. Perched at the top of the hill, catch a sea breeze and a stunning view as you immerse yourself in Cape Cod culture. A short stroll down the hill is the neighborhood beach, with its breathtaking views of Chatham Harbor and Tern Island. FIRST FLOOR As you enter the home you walk up a set of stairs and into the gourmet kitchen with an island, which then leads to the dining room with a table that sits 10, access to the decks with outdoor dining table and gas grill. Also on the first floor is a living room with smart tv, a workspace/sunroom lounge area. There are two bedrooms on the first floor, as well as a full bath located off the dining room. The primary bedroom on the first floor has a king bed and freshly renovated ensuite bathroom. The second bedroom is off the living room and features queen sized bed. SECOND FLOOR Upstairs you will find a king bedroom, a second cozy room with a single bed, and last but not least, the playful bunk room featuring two single beds. There is a full bathroom off of the hall for people sleeping upstairs to use. OUTSIDE There are two back decks; one off the living room, and one off the kitchen. Both have dining areas, and the deck off the living room has a lounge area which leads down to the patio with a fire pit and Adirondack chairs. The massive back yard is the perfect space for classic Cape lawn games- Badminton, Croquet & Bocce Ball, all available in the garage for tenant use! The home is available for year round bookings. Please see below for minimum stay requirements based on the time of year. Subject to applicable taxes and fees. All linens and towels are provided. Upon receipt of a booking request, an agent from Pine Acres Realty will reach out to assist with your booking. STAY REQUIREMENTS: 5/1/25 - 6/20/25- 4 night minimum stays 6/21/25 - 8/29/25- 7 night minimum stays 8/30/25- 10/10/25- 4 night minimum stays 10/11/25 to 12/31/25 - 3 night minimum stays BEDROOM CONFIGURATION: First Floor- Bedroom 1- 1 king bed w/ ensuite bathroom Bedroom 2- 1 queen bed (bathroom in hallway) Second Floor- Bedroom 3- 1 King bed (bathroom in hallway) Bedroom 4- 1 twin bed (bathroom in hallway) Bedroom 5- 2 twin beds (bathroom in hallway) Guest access Guests have use of the entire property

Old Harbor Beach Heaven

Crowell 700 The space Escape to Chatham for an unforgettable experience at this spacious 5-bedroom, 2-bath home, just perfect for an extended family vacation as it comfortably sleeps 11 guests with two queen beds, a bunk bed, four twin beds, and a trundle. One large family room boasts plenty of seating for a game or movie night, while another living room offers more space to spread out and relax in. The expansive backyard is ideal for outdoor fun, offering plenty of space for lawn games and for your dog to play. After a day in the surf and sand, rinse off in the outdoor shower before relaxing on the patio with a cold drink. Enjoy easy access to Chatham's vibrant town center for shopping, dining, and entertainment. Visit the local playground or catch a baseball game at Veteran's Field! Stay comfortable with air conditioning in every room and connected with complimentary Wi-Fi. This prime location offers a short drive to Pleasant Bay, Oyster Pond Beach, or Nantucket Sound, and a brief walk to Ryder's Cove Marina. A nearby bike path is also easily accessible, so don't forget your bikes! We welcome up to 2 dogs to join your family vacation! As a special welcome, the owner provides a reusable tote filled with paper and cleaning products. Contact Chatham Rentals today to start planning your perfect getaway! Other things to note .

Pet friendly home with large backyard!

Families only please, if you are a group of friends, please reach out to us before booking. AC is new for 2023! Read more below. Lovely 4 bedroom home plus sleeping loft in Harwich! Bring all your family and experience all that Cape Cod has to offer. Gorgeous architecturally designed home, easy flow for ideal indoor/outdoor living. This beautiful home is truly meant to be your Cape Cod sanctuary. The pool, the hot tub, and walking distance to the beach make this a true Gem! The space Everything you need for your family to enjoy this Cape Cod Gem. Recently updated kitchen, 8 seats at the dining table and 4 at the counter for enjoying home cooked meals. TV with cable and wifi throughout the property included. Outdoor: In ground pool (seasonal), hot tub (open year round), swing set for the kids, BBQ, and outdoor shower. Parking: Parking for up to 6 cars! 3 full bathrooms, 2 full on the main level and 1 on the lower level. For help with sleeping arrangements: Bedroom 1: Main level with queen size bed and en-suite bathroom, this bedroom is pool side. Bedroom 2: 2 full size beds Bedroom 3: on lower level and has one full size bed Bedroom 4: on lower level and has 2 full size beds Sleeping space: bunk w full on bottom and twin on top. This area has a partition to separate the space LOFT - Twin size bed Main level living room has one pull out couch 5 mini split ac units: One in each of the top floor bedrooms, one in the main living room on the first floor, and one in the lower level that helps keep the 2+ bedrooms downstairs cool! Please keep in mind: -The booking guest must be at least 25 years old and must remain present at the property for the entire duration of the stay. Guest access Fully furnished and ready for you, including high quality linens and towels. Other things to note All guests to agree to our rental agreement within 24 hours of booking. EXTRA GUEST FEE: We can sleep up to 18 guests. We charge $25 per GUEST per NIGHT for each guest after 16. We will send you a special offer for this new amount. PET FEE: $50 additional cleaning fee for each pet due at time of booking, up to 2 dogs. Dogs must be at least 1 year old. Sorry no puppies! Dogs are not allowed in the pool or within 10 feet of the edge! POOL: You must sign the pool waiver form in order for us to provide keys to the pool area. If your reservation is not in the peak summer we make no assumptions that the pool will be open during your stay. Please ask us before reserving to clarify this. Hot-tub: You must agree to the hot tub disclosure after booking for us to have it ready for you. The house appears to be completely isolated but actually directly abuts some elderly neighbors, specially the pool is by their back porch. In respect to our neighbors: No parties, partying, or general rowdiness. Music played outside cannot be above conversation level and must be turned off by 8PM. No large speakers or DJs of any kind allowed. Pool/hot tub closes at dark. Quiet hours begin at 9PM and nobody should be on exterior spaces including the outdoor dining area past 9PM. RENTAL AGREEMENT: We will send you a rental agreement within 6 hours of booking. This is due within 24 hours or we have the right to cancel this booking with a 15% cancellation fee! Part of the agreement: In respect to our home and our neighbors please review and accept our rental agreement. Fines will be assessed, sometimes over your security, if you do not abide by the following rules: -No additional guests without host approval -No parties. Fines assessed for additional cleaning, trash removal and property damage. A party is grounds for termination of stay and immediate removal with no refund. We have noise monitoring device that registers decibel levels. It will alert us if you are too loud. It does NOT record sound. -Smoking is strictly prohibited both inside, within 50ft of the outside or near window. -Pets allowed with approval before arrival and subject to a pet fee of $50 per dog, up to two dogs allowed. -No sublet and no packages may be sent to the house without host approval. -The Pool Area and the Property have outside security cameras, which are only used to view the Pool Area and outside of the Property; such security cameras are capable of recording video and audio and may have such features activated during the Term. Occupant shall not remove, alter, or otherwise utilize the security cameras. -No refunds to be given for shortened stays and for any cable, internet, WI-FI, heating, cooling, or power outages The cleaning fee is to help the cost in cleaning the house for your arrival. At the end of your stay, all beds must be stripped of their linens and towels placed in one neat pile in the laundry area, all trash put into closed sealed trash bags and left in the garbage bins, and all dishes must be washed. Additionally, all furniture needs to be returned to where it was found. We will charge an additional fee, if the house is found to be left dirty, furniture is not in the same place as when you arrived and if there is excessive trash. If you are booking through VRBO: You agree that The Host will charge your card for the full payment of the stay 24 hours after booking. Any payments by VRBO (service fees) will be charged separately. No sweat on accidental & reported damage! Your rental includes an accidental reported damage waiver fee up to a maximum of $800. The cost to repair any accidental and reported damage to the rented property including any missing or broken items up to a maximum of $800 will be covered at no charge to you as long the damage is reported to your Host before you depart.

Families: Enjoy Harwich, Pool, Large Hot Tub & AC!

6 BED / 6 BATH / SLEEPS 14 / WITH BEACH ACCESS / POOL / SPA The space Located just .9 miles from the Chatham Bars Inn and 1.3 Miles from Main Street, this 6 bedroom 6 full bath luxury home sleeps 14 comfortably. Featuring a heated salt water pool and spa, this home is the definition of a Chatham luxury property with 5400 sq ft of living space. Across the street is the home's path to the beach with its ever changing views of Aunt Lydias Cove, Chatham Harbor and Tern Island. As you enter the home you walk up a set of stairs to a covered porch. Inside, the home is split into two separate wings connected by a breezeway. The main wing features a gourmet kitchen with an oversized island, multiple sitting/living areas, dining room with a table that sits 14, access to the decks with outdoor dining table and natural gas grill and a lovely screened in porch. Also in this wing are three ensuite bedrooms. The first floor bedroom has a king bed; upstairs you will find a queen bedroom and a bedroom w/ 2 single beds. The second wing of the home has a truly grand TV room, with a cloud couch for tons of seating. In this wing are the other three bedrooms. The first floor bedroom is a bunk room with 3 sets of twin bunks beds. There is a full bathroom off of the TV room for people sleeping here to use. Upstairs in this wing are two more ensuite bedrooms: one w/ a queen bed and one w/ a king bed. The back deck has a staircase that leads down to the pool area which is enclosed in decking and features plenty of seating and lounging options. The pool is heated, salt water based and gets plenty of sunlight. The spa is next to the pool, with controls for heating, jets and lights! The pool and the spa are professional maintained and cleaned weekly for tenants. From the moment you step in the home, you will notice the amount of care and craftsmanship that went into the construction and renovation of this property. Bespoke details and thoughtful touches are around every corner. If you are looking for a premier rental in Chatham to make your stay to Cape Cod unforgettable, look no further... The home is available for year round bookings. Please see below for minimum stay requirements based on the time of year. Please note, off season bookings do not include the pool or spa. Subject to applicable taxes and fees. No pets please. All linens and towels are provided. All Robert Paul Vacation Rental bookings include a non-refundable $250 fee that includes administrative fee and damage waiver assurance for self-reported incidental damage up to $1,000.00. Upon receipt of a booking request, an agent will reach out to discuss additional security protection which may be required at this property. STAY REQUIREMENTS: 8/30/25- 10/3/25- 4 night minimum stays (Pool and Spa are Open) 10/4/25 - 5/15/26 - 3 night minimum stays (Pool and Spa are Closed) 5/16/26 - 6/26/26 - 4 night minimum stays (Pool and Spa are Open) 6/27/26 - 9/4/26 - 7 night minimum stays, Sat. to Sat. only (Pool and Spa are Open) 9/5/26 - 10/2/26- 4 night minimum stays (Pool and Spa are Open) 10/3/26 - 12/31/26 - 3 night minimum stays (Pool and Spa are Closed) BEDROOM CONFIGURATION: First Floor- Bedroom 1- 1 king bed w/ ensuite bathroom Bedroom 2- 6 twins beds in 3 bunk bed formation (bathroom in hallway) Second Floor Wing 1- Bedroom 3- 1 queen bed w/ ensuite bathroom Bedroom 4- 2 twin beds w/ ensuite bathroom? Second Floor Wing 2- Bedroom 5- 1 queen bed w/ ensuite bathroom Bedroom 6- 1 king bed w/ ensuite bathroom

Elevate Your Chatham Stay: Luxury w/ Pool & Beach

A a spacious downtown seaside escape perfect for families or groups. Steps from the Main St., Chatham Bars Inn, and the beach, this elegant 5-bed retreat blends comfort, fun, and Cape Cod charm. 📍 0.3 mi to beach, 0.1 mi to charming Main St & .5 mi to Chatham Bars Inn 🌅 Tranquil patio, porch & lawn with privacy 🎱 Games, Apple TV, puzzles ✨ Beautiful living room and family room with smart TV's 🧺 Full kitchen, laundry, fast Wi-Fi 🛏️ 8 beds + futon The space Nestled in the heart of downtown Chatham, this home places you within easy walking distance of everything that makes Cape Cod so special. Stroll just 0.1 miles to Main Street, where you'll find charming boutiques, art galleries, coffee shops, ice cream stores, and some of Chatham's finest restaurants. Spend the morning at Oyster Pond Beach, just 0.2 miles away, or enjoy a scenic walk to the iconic Chatham Bars Inn, only 0.5 miles from the house. Welcome to this 5-bedroom, 2.5-bathroom downtown home that accommodates up to 12 guests—perfect for family vacations, group getaways, or corporate retreats. 🛎️ Sleeping Arrangements: Two primary bedrooms, each with a king bed - (2nd floor) Two Guest Rooms, each with two twin beds - (2nd floor) 1st floor Bedroom: two twin beds Family Room: Futon sleeps two 🍽️ Living & Dining Areas: Large Living Room with Spacious sectional couch and smart TV Dining are on Four Season Porch seating 8+ at table Fully equipped kitchen with stove, oven, dishwasher, coffee maker, and more - Seating for 4 on the Kitchen Island 🚰 Bathrooms: Bathroom 1: 1st Floor Full Bathroom - adjacent to laundry area and 1st floor bedroom Bathroom 2: 1st Floor Half Bathroom near the front door Bathroom 3: 2nd Floor Full Bathroom 🎯 Entertainment & Amenities: TWO Living and Family rooms - Apple TV, puzzles, games Large Sunlight Porch with seating overlooking lawn Large private lawn with room for spike ball, games etc. Laundry area, high-speed Wi‑Fi, parking for up to 4 cars 🌟 Top Attractions Nearby: Main Street Chatham – Browse locally owned shops, art galleries, bookstores, cafés, and award-winning restaurants, all just steps from your door. Oyster Pond Beach – A calm, family-friendly beach perfect for swimming, paddleboarding, and relaxing in the sun. Chatham Lighthouse & Lighthouse Beach – Visit one of Cape Cod's most recognizable landmarks and enjoy spectacular Atlantic Ocean views. Chatham Fish Pier – Watch commercial fishing boats unload their daily catch, spot the resident seals, and enjoy some of the freshest seafood on the Cape. Veterans Field – Catch a summer Chatham Anglers Cape Cod Baseball League game, one of the nation's premier collegiate summer baseball leagues. Kate Gould Park – Enjoy Friday evening concerts by the beloved Chatham Band, a cherished summer tradition for generations. Monomoy National Wildlife Refuge – Explore pristine beaches, hiking trails, birdwatching, and opportunities to see seals and other coastal wildlife. Harding's, Ridgevale, Cockle Cove, and Lighthouse Beaches – Each offers its own unique Cape Cod experience, from gentle family swimming to breathtaking sunsets. For those looking to get out on the water, Chatham offers seal tours, fishing charters, kayaking, paddleboarding, and scenic harbor cruises. The home's central location also makes it easy to explore nearby Orleans, Harwich Port, the Cape Cod National Seashore, Wellfleet, and Provincetown. Whether you're seeking relaxing beach days, exceptional dining, outdoor adventures, or the timeless charm of one of New England's most picturesque seaside villages, you'll find it all just outside your front door. This is the perfect home base for creating unforgettable Cape Cod memories. Guest access Keypad for entry, and the house is all yours. Other things to note One of the things we really enjoy about our home is our setting within a neighborhood, where the neighbors are nearby. Please be considerate of your noise outside. At night, we make sure that things are quiet outside by 10:00 pm, and ask that you do the same. Also, please turn off all exterior house lights at the end of the night. No open flames - firepits are not permitted. Two ring cameras are outside to monitor arrivals and departures. One in the driveway and the other is near the front door.

Stylish Downtown Chatham Retreat

A designer oasis with a contemporary architecture and exquisite custom-made furnishings carefully selected to bring harmony between the outdoor and indoors. Dine alfresco overlooking a well-manicured garden on the backdrop of dense towering trees surrounding the property. On hot days, take dips in the private pool and take in some rays by the sun loungers. Charming dining spaces, plenty of seating, a cellar, gourmet kitchen, and 6 bedrooms offer the perfect escape for private gatherings of 16. The space A luxurious home on a private lane with everything extraordinary. From the grandeur double volume entrance, glossy wooden floors, charming open beam ceilings, enchanting living areas, beautiful towering arc mirror to serene outdoors with a private swimming pool, plenty of dining, lounging spaces and a built-in barbeque grill. An abundance of natural light throughout the villa will keep you rejuvenated. All 6 bedrooms come adorned in premium linen, are bright and sunny, and have a garden view. Each bedroom has its uniqueness and furnishes that cater for different individuals and age groups. Privacy and comfort are guaranteed in each of them. Master bedroom has a grand en-suite bathroom with high-end sanitaryware including a Victorian free-standing bathtub with stunning views of the pool and the rest of the backyard. 5 of the bedrooms feature king-sized beds and the rest twin beds with a combination of queen and bunks beds. The gourmet kitchen is a highlight in this home. Created with a purpose to entertain, it’s surrounded by multiple dining areas; the blue island with seating for 6 and 2 dining tables and combined seating for 20. Industrial decor touches provide a relaxed ambience. Spread over two stories, with multiple entertainment areas, there is a space for everyone to enjoy during your stay. Below is a summary of the features and amenities offered by the villa: Features & Amenities 	6 Bedrooms 	Sleeps 16 	5 Bathrooms (Showers, Freestanding Baths, all essential toiletries provided) 	Double Volume entrance 	2 Living areas with custom made furniture with plenty seating. 	Multiple Dining areas 	Al-fresco dining on balcony 	Private Swimming Pool with sun loungers 	Fireplace with a stack of firewood provided 	Smart TVs 	High-Speed Wi-fi 	Mins to beaches and popular spots in Orleans 	Expansive backyard with lush lawns ideal for a picnic 	Fully Equipped Kitchen (Refrigerator, Stove, Microwave, Utensils, Condiments, Breakfast bar, pots, pans, dishes). 	Air-conditioned 	Closets/Wardrobe with plenty of storage 	Built-in BBQ grill in the backyard. 	Amazing views. 	Bathroom and laundry Accessories (Towels, bed sheets, soap, toilet paper, ironing board) 	Washing Machine 	Dryer 	Dishwasher 	Cellar (it will be empty on arrival) 	Coffee machine 	Premium Linen 	Extra pillows and blankets Sleeping Arrangements Bedroom 1: 1 x King Sized Bed, sleeps 2, long length mirror, Bed end (Footstool), Bed side table with lamp, Walk-in closet, En-suite bathroom with free-standing bathtub, Lounging area, dining table for 2, Smart TV, Ceiling Fan, Oriental Rug Bedroom 2: 1 x King Bed, Bedside tables and lamps, wooden frame, Sleeps 2, Foot stool, Wardrobe / Closet, Ceiling Fan. Bedroom 3: 1 X King bed, sleeps 2, wooden frame, space rug, bedside tables, plenty windows providing natural sunlight, 2 occasional chairs, closet Bedroom 4: 2 X bunk beds, sleeps 4, wooden frame, bench, dresser, closet Bedroom 5: 2 X twin queen beds, sleeps 4, wooden frame, closet Guest access Guests will have access to the following during their stay: •	Entire 2-storey villa •	High Speed Wi-Fi •	Free Garage Parking and Street parking •	Private Swimming Pool •	Private Lane Other things to note Guests will self-check-in, but we will be available over the phone when needed. Smoking is not allowed inside the villa. Only outside please. Long Stays are allowed Parties are not allowed Please contact us if you any questions and will gladly assist you.

Charming Private Villa with Private Pool

Expansive Sea Brewster Historic Homestead perfect for multi-generational families or a group of friends! This historic home has modern amenities while maintaining it's charm - Main House: 4 bedrooms with modern appliances - Carriage House: Seperate in-law suite with bed, kitchen & full bath - Heritage barn: Living area + Game room - Spacious grounds with many outdoor spaces to enjoy & relax! 4 min to Paine's Creek Beach 2 min to restaurants & cafes Experience Brewster with us & More Below! The space KEY FEATURES: ☀ Property Sleeps 10: 5 bedrooms, 2 kings, 1 queen, 2 full ☀ Bathrooms: 4 full bathrooms, 1 half bath ☀ Main House: Sea Captain's Estate - 4 bedrooms, 3.5 bathrooms ☀ Carriage House: In-law Suite: 1 full bed + kitchen, full bathroom & deck ☀ Heritage barn: Game Room with Ping Pong and tons of space to hangout with a seating area, large smart TV, games & deck ☀ Expansive grounds & gardens with tons of room to relax or play games ☀ Modern amenities and fully stocked kitchen ☀ Outdoor dining table & umbrella with seating for 10 guests ☀ Firepit with 12 Adironak chairs + 4 kids chair ☀ Outdoor lounge area with couch + chairs ☀ Butterfly garden with 2 tables & bench - seating for 10 guests ☀ Grill ☀ Outdoor shower ☀ Dedicated workspace ☀ Kid friendly amenities: changing table & high chair ☀ Pet friendly (pet fee: $150 per pet) ☀ Washer/Dryer ☀ Electric fireplace ☀ Beach chairs & towels ☀ Keypad entry (no keys!) ☀ 4 minutes to Paine's Creek Beach ☀ Walking distance to a cafe Here Are A Few Kind Words From Our Past Guests: "Great historic house! Nice and big with good sized bathrooms that are new. Kitchen is also big and well stocked. The house sits on large ground with lots of flowers and we even saw bunnies and wild turkeys in the yard! It was hot hot hot when we were visting and the super helpful host set us up with AC and made sure we were comfortable. Highly recommend!" - Daisy "An absolutely beautiful historic home with lots of land! The kitchen is well stocked with appliances and even essentials so it was easy to cook meals and enjoy the home. Bunnies and wild turkeys run around the property. The house was clean, the beds were very comfortable, and the towels were soft. There's tons of space for the kids to explore and plenty close to drive to other Cape Cod destinations! The hosts were friendly and accomodating. We had a wonderful time!" - Valerie ☆☆ MAIN HOUSE ☆☆ BEDROOMS - Bedroom #1: Full bed and ensuite - Bedroom #2: King bed (2 twins) and ensuite - Bedroom #3: King bed (2 twins) - Bedroom #4: Queen bed BATHROOMS - Bathroom #1: Half bath on the first floor - Bathroom #2: Full bathroom in the first floor bedroom - Bathroom #3: Full bathroom in second floor bedroom - Bathroom #4: Full bathroom off second floor hallway KITCHEN/LOUNGE - Well equipped kitchen with modern amenities, keurig & k-cups - Dining room with seating for 8 guests + high chair - Two living areas with cozy seating & electric fireplace OUTDOOR SPACE - Patio with dining table + umbrella with seating for 10 guests. - Cozy seating area with couch + chairs - Wood burning firepit with 12 adironak chairs + 4 kids chairs - Butterfly Garden with two tables, 8 chairs, 2 umbrellas, & bench - Expansive grounds & gardens - Outdoor shower COOLING - Standing Portable A/C units ☆☆ CARRIAGE HOUSE / IN LAW SUITE ☆☆ BED + BATH - Bedroom #5: Full bed - Bathroom #6: Full bathroom KITCHEN/LOUNGE - Well equipped kitchen with keurig + k-cups - Counter top with 2 chairs - Dining table + 2 chairs - Dedicated workspace with desk + chair - Smart TV - Two comfortable chairs OUTDOOR SPACE - Deck with 4 chairs, 2 tables & umbrella COOLING - A/C - Mini split ☆☆ HERITAGE BARN ☆☆ LOUNGE - Ping Pong Table - Keyboard - Seating area with couch + chairs - Table + chairs - 75" smart TV - Beverage cooler - Mini fridge OUTDOOR SPACE - Deck with seating area overlooking backyard BATH - Half bathroom COOLING - A/C - Mini split AVAILABILITY - Barn is available May-October. Winterized November-April. ​☆☆ PROXIMITY TO BREWSTER BEACHES ☆☆​ ​- Paines Creek Beach: 1 miles - Saint's Landing Beach: 1.1 miles​ - Mant's Landing (Robbins Hill Beach): 1.2 miles​ - ​Breakwater Beach: 2.0 miles​ ​- Ellis Landing Beach: 2.5 miles​ - Point of Rocks Landing Beach: 2.7 miles​ ​- Linnell Landing Beach: 3.0 miles​ ​- Crosby Landing Beach: 3.5 miles​ - Breakwater Beach: 1.7 miles - Mayflower Beach: 7 miles - Skaket Beach: 7.2 miles - Nauset Beach: 9.4 miles - Beach towels + chairs available for your use. ​☆☆ NEARBY PLACES ☆☆​ ​- Stony Brook Grist Mill and Museum: A historic site featuring a working grist mill and museum, offering insights into Brewster's past.​ ​- Cape Cod Museum of Natural History: A museum focusing on the natural history and archaeology of Cape Cod, with exhibits and walking trails.​ ​- Nickerson State Park: A 1,900-acre state park offering hiking trails, freshwater ponds, and camping facilities.​ ​- The Brewster Fish House: An upscale seafood restaurant known for its creative dishes served in a charming cottage setting.​ ​- Cafe Alfresco: A cozy spot offering a variety of breakfast and lunch options, including sandwiches, salads, and coffee.​ ​ - Spinnaker Restaurant: A dining establishment offering a unique fusion of Italian-inspired cuisine with a focus on fresh, local ingredients.​ ​- Ocean Terrace at Ocean Edge Resort: A dining venue offering elevated New England classics with panoramic views of Cape Cod Bay.​ - ​The Kitchen Cafe: A local eatery known for its breakfast and lunch offerings, emphasizing fresh and locally sourced ingredients.​ ​- Freeman's Grill: A casual dining spot offering a variety of American cuisine, including burgers and seafood.​ ​- The Island Blue Crab: A seafood restaurant offering a variety of dishes with an emphasis on fresh, local seafood.​ ​- Drummer Boy Park: A park featuring walking trails, picnic areas, playground, and historic structures like an 18th-century windmill and blacksmith shop.​ ★★★ Book Today & Let Us Take Care Of You In Brewster! ★★★ Guest access - Keyless entry - Lots of parking - You will have the entire property to yourself

Brewster Historic Homestead, In-Law Suite & More!

Sprawling, serene, spacious Cape Cod property in Brewster, sleeps 12 guests across main house and separate 2+ bedroom cottage just steps away. Overlooks a small pond, adjacent to conservation land. A relaxing retreat that's close to everything in town and Cape. Walking distance to Point of Rocks + Breakwater beaches, close to bike trail, Brewster Store. Corn hole, bocce, and hot tub. Renovated a few years ago, Includes beach chairs, kids furniture, 3 king beds, stocked kitchen, and hot tub. The space KEY FEATURES: ☀ Sleeps 12 in 2 Separate Structures - Main House & Cottage ☀ Dog-friendly (limit 2 dogs) ☀ .8mi walk to Point of Rocks Beach ☀ Central AC in Main House, AC unit in cottage ☀ 2 outdoor showers for summer use ☀ Year Round Hot Tub ☀ Bocce Ball Court ☀ High speed WiFi and smart TV for streaming ☀ Bed linens, bath towels, and beach chairs provided ☀Pack and play and high chair available A Few Kind Words From Our Past Guests: “Beautiful home, fantastic location and clean and comfortable beds! Plenty of parking, reliable Wi-Fi, close to beaches, stores, ice cream and restaurants and a very safe neighborhood.” - Sharon “Had a lovely stay in Brewster. Great location- close to town, but still enough off the beaten path to offer privacy and tranquility. Amenities and furnishings were very comfortable and exactly as described in the listing/photos. Already talking about a potential return!” - Peter ☆☆ MAIN HOUSE ☆☆ The Main House's bright and airy kitchen comes fully equipped with all the appliances, utensils and cookware you need to feel at home and cook for your group. The kitchen is open to the dining area which seats 6-8, with additional seating at the island. Located just off the kitchen is the cheery sunroom, with more lounge space located on the other side of the home in the large living room with sectional and Smart TV. The primary bedroom on the first floor is fitted with a king-size bed, with sliders to access the back deck. Also on the first floor is the separate sunroom with a queen pullout sofa. Lastly, there is a full bathroom with a walk-in shower on this floor. Upstairs is the second primary bedroom, with gorgeous vaulted ceilings and fitted with a king size bed. Just outside of the bedroom is the loft area with a daybed that pulls out to a queen sleeper. The second floor sunny bathroom is located just off the loft at the top of the stairs, with a tub shower combo. Both bathrooms have been recently renovated with modern finishes. ☆☆ COTTAGE ☆☆ Just steps off the back of the Main House is the Cottage, which has 2 bedrooms and 1 bath. The first bedroom is on the first floor and equipped with a queen bed. Also on the first floor is the living area with Smart TV, and kitchenette with a sink, microwave, and coffee maker. Off the kitchenette is the updated full bathroom with tub/shower combo. Venture up the spiral staircase (note: best suited for those comfortable with a narrower staircase) to the second bedroom, outfitted with a California King bed (new, previously this was 2 twins). There is also a living area in the loft, a great space for the kids to hang and spread out. In the summer months, the cottage is cooled with AC that vents into the bedrooms. ☆☆ OUTSIDE SPACE ☆☆ The exterior area of this home boasts multiple options for outdoor dining and lounging. The large back deck is equipped with table, chairs, and benches for dining. A bocce ball court and available from April - Nov. Enjoy the Saluspa Hot Tub in privacy behind the cottage. Also on the back deck is the outdoor shower, available in the summer and shoulder seasons. We have about 6 beach chairs and coolers available for use. Please note: we do not provide beach towels. There are local services that rent these, please ask if interested in more info. The long private driveway offers plenty of room for parking. for up to 6 vehicles. ★☆ Book Today & Let Us Take Care Of You In Brewster! ☆★ Guest access Guests staying at this Cape House with coastal vibes and plenty of space to spread out will be conveniently located off 6A and near beaches of Brewster. And you'll enjoy the privacy the large wooded lot, adjacent to conservation land.The property is equipped with many amenities including a gas grill, new hot tub, bocce ball court, beach chairs, bikes, corn hole, and more! We travel frequently ourselves and are Superhosts, taking pride in our hospitality and home design to create a comfortable environment for your Cape getaway. Other things to note We require the person making the reservation to be a minimum 25 years of age. Booking a stay at this home is acknowledgement of this. Unexpected circumstances happen - we highly recommend purchasing travelers insurance Please reach out with any questions, we look forward to hosting your stay!

W/Separate Cottage, Near Beaches, Trails, Hot Tub!

This is a great entertaining house... it's antique but newly renovated and large enough to give everyone space. There is a 10 by 38 pool. It's a fantastic house for two families. It has plenty of bedrooms and 2 master bedrooms of equal desirability. It's on the water and has a laser sail boat, two paddle boards and beach cruiser bikes for 5. It's an easy drive to Chatham or Wellfleet with two great local beaches and loads of restaurants. The space People launch their boats at the adjacent ramp which can be very entertaining. There is a dock where kids catch crabs and fish. Seals are spotted most days. You can charter a boat to take you out to see whales or go fishing that launches of this ramp. Very convenient. Guest access access to boat house and ll spaces. Other things to note Couple things about the house I want to re-iterate...: NOTHING but TP can be put in the toilet or bad things will happen so please let all your house guests know this. If you want to get the house cool just close it up and turn on AC units and you should be in decent shape. Also the recycling is VERY important in Orleans so please make sure to separate and leave in the appropriate bins (located in small side of garage with the padlock that is not really attached). If it's mixed trash they don't take it and I will need to charge you for a special pick up $250.

Orleans Waterfront six bedroom, heated pool.

Families Welcome | Multiple Living Spaces | 2 Mi to Nauset Beach Embark on your dream East Coast getaway and stay at this charming 5-bedroom, 3.5-bathroom Orleans vacation rental! Nestled near pristine beaches, lush golf courses, and other fun-filled activities, this abode offers an idyllic home base while you explore the Cape Cod area. Spend your days splashing in the saltwater, then head into town and indulge in an iconic lobster roll for dinner. Adventure awaits; book your trip today! The space C0521792240  SLEEPING ARRANGEMENTS - Bedroom 1: 1 king bed - Bedroom 2: 1 king bed - Bedroom 3: 1 queen bed - Bedroom 4: 2 twin beds - Bedroom 5: 1 twin bed - Additional Sleeping: 1 portable crib (bring your own sheets)  MAIN FEATURES - Smart TVs, books/board games - Dining tables - Fireplace (decorative only) - Furnished sunroom, multiple living areas - Spacious yard - Grill  KITCHEN - Refrigerator, microwave, stove/oven, dishwasher - Keurig & drip coffee makers, toaster - Cooking basics, dishware/flatware  GENERAL - Free WiFi - Central heating, window A/C unit, ceiling fans - Washer/dryer - Towels & linens, trash bags & paper towels  ACCESSIBILITY - 2-story home, 2 steps required to enter - 1st-floor bedroom & full bath  PARKING - Garage (2 vehicles) - Driveway (4 vehicles) Guest access Guests will have access to the entire property via keyless entry Other things to note - No smoking - No pets allowed - No events, parties, or large gatherings - Additional fees and taxes may apply - Photo ID may be required upon check-in  ADDITIONAL INFORMATION - This 2-story home requires 2 steps to enter; it features a bedroom and full bathroom on the 1st floor - The fireplace is decorative only - Sheets are not provided for the Pack 'n Play; it is recommended that you supply your own

Beach & Golf Hub w/ All-Season Sunroom in Cape Cod

Orleans Holiday House is a modern coastal Cape Cod beach retreat in Orleans, MA, with 2 living rooms, a game room, a private hot tub, a hot/cold outdoor shower, a fire pit, and a pergola patio. Sleeps up to 10 in 5 bedrooms. 5 minutes to Skaket Beach sunsets, 7 minutes to Nauset Beach and the Cape Cod National Seashore, and about 7 minutes to Rock Harbor. Stocked chef’s kitchen, A/C, Wi-Fi, complimentary video games, bikes, beach gear, baby gear. Steps from Eldredge Park and the Rail Trail. The space Now booking October and Winter Holiday 2026. Book by the end of August for a complimentary cozy s'mores and firewood package! Ask the host for the code at the time of booking. Save 10% on stays of 7+ nights from September through December (auto-applied). Fall festival weekends book early: the Outermost Roots and Blues Festival on Nauset Beach (Columbus Day weekend) and Wellfleet OysterFest are both minutes away. Stays longer than 14 days are available. Message the host for a custom booking through Airbnb. BOOKING DETAILS Minimum age to book: 25 No pets without prior approval; no smoking, no parties or events Typical minimum stay: 2-3 nights from September to May Typical minimum stay: 4-5 nights during some holidays Typical minimum stay: 7 nights (Saturday to Saturday) in June, July, and August Some flexibility for shorter stays in shoulder seasons DEALS AND DISCOUNTS Save 10% on stays of 7+ nights, September through December (auto-applied) Multi-week and snowbird stays welcome; message us through Airbnb to discuss AT A GLANCE 5 bedrooms (4 queens, 2 twins) sleeping up to 10 2.5 bathrooms, including a hot/cold outdoor shower Stocked chef's kitchen with KitchenAid appliances and Margaritaville Mixer Two living areas with Smart TVs and Sonos Game room with ping-pong, foosball, karaoke, and XBOX 360 Deck dining, pergola patio, fire pit Private hot tub Central A/C and high-speed Wi-Fi Complimentary bicycles (adult, intermediate, and child-sized), beach gear, toys, yard games (seasonally stocked) Bike the Rail Trail to Coast Guard Beach (8 miles) or Skaket sunset (bikes enter beaches free) Full suite of baby amenities: Pack N' Play portable crib, bassinet, high chair, baby bathtub, gates, stroller Quiet cul-de-sac near beaches, trails, and downtown Orleans THE SPACE Orleans Holiday House is a beautifully updated 5-bedroom, 2.5-bath retreat designed for easy Cape Cod living. The main level is bright and open, with two leather sofas, a Smart TV with Sonos, a dining area that seats eight and opens onto an oversized deck, and a chef's kitchen ideal for everything from simple breakfasts to lobster dinners. A second living area downstairs serves as a movie room and game zone, with an oversized sectional, an electric fireplace, and a full entertainment setup. Every sleeping space is designed for a restful night, with high-quality pillows, mattresses, blackout shades, central A/C, and cooling fans. Each bedroom has thoughtful touches like reading chairs, desks, full-length mirrors, and ample closet storage. The first-floor primary bedroom is accessible without stairs and serves as a private retreat for couples or guests who prefer to avoid stairs. Outdoor living is a centerpiece. Soak in the private hot tub (professionally cleaned and treated before your arrival), gather under the pergola patio with twinkle lights, grill on the Weber, rinse off in the hot-and-cold outdoor shower, or end the evening around the fire pit in Adirondack chairs. Have a traditional clambake delivered to the deck, or book a whale watch from Rock Harbor, five minutes away. Beach gear, bikes, and outdoor games are stocked seasonally. SECURITY Five exterior cameras record video and audio at outside entrances only (front door, both driveway sides, garage keypad, rear garage door), always on, not actively monitored. None inside or facing the hot tub or outdoor shower. Full details in the Safety Devices disclosure and Guest Agreement. LOCATION Holiday House sits on a one-acre wooded lot in a quiet residential cul-de-sac surrounded by year-round Cape Cod neighbors. Quiet hours are 10:00 PM to 8:00 AM, in keeping with the neighborhood's peaceful character. The property is close to The Alley, a beloved local spot that occasionally hosts acoustic outdoor music on summer evenings, which ends by 10:00 PM. The wooded buffer between properties significantly reduces sound carry. You're a 5-minute drive to Skaket Beach (calm Cape Cod Bay water and sunsets, also bikeable) and a 7-minute drive to Nauset Beach (Atlantic surf and dunes) and Rock Harbor (fishing and tidal flats). Walkable to Eldredge Park, Charles Moore Ice Rink, Orleans Artists' Village, the Cape Cod Rail Trail, and downtown dining, including Jo Mamas Coffee, Navilus, the Beacon Room, Rock Harbor Grille, and Viv's Kitchen and Juice Bar. Quick car or bike access to Nickerson State Park and short rambles to Eastham, Brewster, Chatham, Wellfleet, and Provincetown. Easy Nantucket day trips too: the Freedom Cruise Line fast ferry departs Harwich Port, just 20 minutes away, with free day-tripper parking. ESPECIALLY WELL-SUITED FOR Couples seeking privacy and tranquility (first-floor primary suite, hot tub, serene pergola patio) Multi-generational families with kids and teens (flexible sleeping, indoor/outdoor zones, full baby suite, and a teen scene from the walkable skate park to axe throwing and go-karts in our area guide) Families traveling for sports tournaments (walkable to Nauset High School and Charles Moore Ice Rink) Groups of friends (multiple living spaces, fire pit, game room, walkable dining) International travelers welcome. We're happy to provide guidance on local transportation and Cape Cod recommendations. QUICK ANSWERS Are linens and towels provided? Towels are complimentary (bath, hand, washcloths, kitchen). Pillows, coverlets, and blankets are also provided on every bed. For sheets and bedding, you can bring your own (queen and twin sizes) or add our optional Hotel-Quality Linen Package ($150 per stay), which includes premium sheets, comforters, duvet covers, and pillowcases, all freshly laundered before arrival. Guests who choose the linen package leave bedding as-is at checkout, no laundering required. Is there laundry available? Yes. The home is fully equipped with a full-size washer and dryer, detergent, and dryer sheets, all available throughout your stay. Many guests appreciate tossing a load of beach towels in after a day at the shore. Is EV charging available? Yes, as an optional paid add-on ($0.50/kWh). The charger uses a standard J1772 connector. Tesla owners should bring their own J1772 adapter. Is the property accessible? The first-floor primary bedroom and full bath are accessible without stairs. The property has interior stairs to second-floor bedrooms and partial stairs to the lower-level game room. The property does not have wheelchair-accessible entries or ramps. Are there security cameras? Yes, five exterior cameras (video and audio) at outside entrances only, as described above. None indoors, and none face the hot tub or outdoor shower. Is there anything to do in the off-season? Yes, it's our favorite time. Fall brings the Outermost Roots and Blues Festival on Nauset Beach, Wellfleet OysterFest, and Cape Cod Restaurant Week; winter brings the Orleans tree lighting, holiday strolls, and quiet beach walks, with the hot tub, two fireplaces, and game room waiting at home. Our 10% discount runs September through December. Parking? Driveway parking for 2 to 4 cars. Check-in and check-out? Check-in after 4:00 PM, check-out by 10:00 AM. Pets and smoking? Pets require prior written approval. Smoking and vaping are not permitted on the property. SPORTS TOURNAMENT TRAVELERS This property is a frequent base for families attending Cape Cod tournaments, including soccer (New England Soccer Classic, Ocean Cup), baseball (Cape Cod League All Stars), skating (Cape Cod Spring Classic), and hockey (Warrior Cup, Swagger Cup). Walkable to Nauset High School and Charles Moore Ice Rink. Every confirmed booking receives our 16-section Orleans area guide, covering every beach, bike route, restaurant, hidden gem, and season, so you arrive knowing the Cape like a local. Guest access Guests have full private access to the entire home, including all bedrooms, bathrooms, living areas, kitchen, game room, hot tub, deck, pergola patio, fire pit, and outdoor shower. The garage is accessible for beach gear, bikes, and storage, but not for parking vehicles; guest parking is in the driveway. A small number of owner supply closets are locked and marked "Owner Use Only." Other things to note - 5 bedrooms: 4 queens, 2 twins - 2.5 bathrooms, including an outdoor shower - Stocked kitchen with modern appliances - Two living areas with Smart TVs and Sonos - Game room: ping ping, foosball, karaoke - Deck dining, pergola patio, fire pit - Private hot tub - Central A/C and high-speed Wi-Fi - Bikes (two adult and three intermediate), beach chairs, toys, gear (seasonally stocked) - Quiet cul-de-sac near beaches, trails, and downtown Welcome to Orleans Holiday House This home is hosted personally by Kristian and Justin. We typically respond to guest messages within an hour during waking hours and aim to make every guest feel taken care of from booking to checkout. The Airbnb total includes whole-home cleaning and hot tub service. Bath and beach towels, pillows, and light/heavy blankets are included with your stay. The home is fully equipped with a full-size washer, dryer, detergent, and dryer sheets for use throughout your visit. Optional add-ons available at the time of booking: Hotel-Quality Linen Package ($150 per stay): premium sheets, comforters, duvet covers, and pillowcases, freshly laundered before arrival EV Charging ($0.50/kWh): standard J1772 connector available Notify the host at the time of booking for all optional items. Before You Book: Guest Agreement Summary We're so glad you're considering a stay at Orleans Holiday House. Our goal is to make your visit not just restful, but truly special, filled with thoughtful touches and cozy spaces designed to help you feel right at home. We genuinely care about creating a guest experience that exceeds expectations. As advised by Airbnb, we're sharing a summary of our Guest Agreement in advance, designed to promote fairness, protect property, and ensure a safe and comfortable stay for everyone. By booking this property, you agree to the summary terms below. These policies apply to all guests in your group and are enforceable under Airbnb's Terms of Service. You will be required to sign a full agreement electronically and provide a refundable security deposit as part of the booking process. Most guests never encounter issues. Outlining expectations upfront helps avoid surprises and supports a great experience for all. Highlights include occupancy limits, quiet hours, amenity use, and what to expect at check-out. We look forward to welcoming you to Orleans Holiday House. OCCUPANCY AND USE Maximum occupancy is 10 guests, including children. Additional guests will incur a $ 100-per-person-per-day fee and may result in immediate termination of the rental. No parties, events, subleasing, or third-party bookings allowed without prior written consent. Guest must be at least 25 years old and present throughout the stay unless otherwise approved. NEIGHBORHOOD CONTEXT Holiday House sits on a one-acre wooded lot in a quiet residential cul-de-sac surrounded by year-round Cape Cod neighbors. The property is close to The Alley, a beloved local spot that occasionally hosts acoustic outdoor music on summer evenings ending by 10:00 PM. The wooded buffer between properties significantly reduces sound carry, and the timing aligns with the property's quiet hours. NO SMOKING, PETS, OR EXCESSIVE NOISE Smoking and vaping are not permitted on the property. A $500 deep-cleaning fee will apply for violations. No pets are allowed unless approved in writing. Unauthorized pets incur a $500 fee and may result in eviction. Quiet hours are from 10:00 PM to 8:00 AM. Noise complaints, parties, or disruptive conduct may result in a $500 fee and immediate eviction, with no refund. CLEANLINESS, DAMAGES, AND DEPARTURE The property must be returned in the same condition it was found. Guests are responsible for any damage, loss, or excessive mess they may cause. Damaged or stained linens are charged at 2x replacement value. Follow simple departure steps: - Bag and dispose of trash and recycling in outdoor bins - Start the dishwasher if used - Cover the hot tub, return outdoor cushions, and set hot tub jets to off - Lock doors and windows and remove all personal belongings - Appreciated: starting a load of used towels or throw blankets before you leave helps the next family enjoy a quick check-in. SECURITY DEPOSIT, FEES, AND PAYMENTS By booking this property, the Guest authorizes the use of the security deposit to cover any unpaid optional charges incurred during the stay, including but not limited to: unpaid linen rental package, unpaid EV charging usage, additional guest fees (without permission), late checkout (without permission), and any other agreed-upon services or penalties resulting from a breach of this agreement. In the event such charges exceed the security deposit amount, Guest agrees to pay the remaining balance within 3 business days of notification. Fees may include: Excess cleaning beyond normal use ($150 to $500) Hot tub draining/treatment for misuse or contamination ($250 to $500) Unbagged trash/recycling removal ($100) Missing or damaged items at replacement value (plus $250 administrative fee) Damaged or stained linens (2x replacement value) Unauthorized late checkout ($50 to $100 per hour or one additional night's fee) Tampering with safety devices ($500 to $1,000) Parking violations or blocking neighboring properties ($250 plus towing if applicable) Unauthorized guests ($50 per guest, per day) or occupancy over 10 ($100 per guest, per day) Damage protection is provided through Airbnb's AirCover for Guests during your stay. Any chargebacks on valid charges will constitute a breach of this agreement and may result in legal action. HOT TUB AND AMENITIES The hot tub must be covered when not in use and turned to 85 degrees upon departure. Misuse or contamination will result in a service fee of $250 to $500. No food in the hot tub. Use of all amenities (bikes, fire pit, outdoor gear, EV charger) is at your own risk. Bicycles must be locked when not in use, or replacement fees will apply. SECURITY CAMERAS Exterior cameras monitor entrances only and are not actively monitored during your stay. No cameras are located inside or aimed at private areas such as the hot tub or outdoor shower. MAINTENANCE AND UNFORESEEN ISSUES No refunds will be issued for minor inconveniences such as appliance malfunction, utility outages, inclement weather, or construction in the area. Notify us promptly of any damage or unsafe conditions so we can address them during your stay. LOST AND FOUND Guests are responsible for shipping costs for items left behind. Unclaimed items will be discarded after 30 days. LEGAL LIABILITY AND ASSUMPTION OF RISK Guest assumes all risk associated with use of the property, including any injuries resulting from use of hot tub, fire pit, stairs, outdoor equipment, or water activities. Guests agree to indemnify and hold the Owners harmless from all claims except those resulting from gross negligence or intentional misconduct. Recreational equipment is used at your own risk. Children must be supervised at all times. CANCELLATIONS AND REFUNDS The remaining balance is automatically charged before arrival. Failure to complete payment may result in cancellation without refund. Refunds are not provided for weather events, acts of nature, or area evacuations. HOUSE RULE SNAPSHOT No smoking or vaping on the property No pets without prior approval No eating in beds, on furniture, or in the hot tub Quiet hours: 10:00 PM to 8:00 AM Bikes must be locked when not in use Only toilet paper in toilets (no wipes or feminine products) Do not dispose of food or oils down sink drains No sunscreen or spray products indoors Bag all trash and recycling and place in marked bins Use appliances and amenities as intended Notify us of any damage, hazards, or unclean conditions at check-in REGISTRATION, INSURANCE, AND GOVERNING LAW This property is registered with the Commonwealth of Massachusetts. The Owner does not insure guests' personal property. This agreement is governed by the laws of the Commonwealth of Massachusetts. Any legal claims must be brought in Barnstable County. The guest is responsible for any attorneys' fees incurred as a result of a breach of this agreement. ACKNOWLEDGEMENT By booking, you confirm that you: Are 25 or older and assume full responsibility for your group Have read and agree to these policies Will sign the full guest agreement prior to check-in Authorize all charges associated with your stay and agree not to dispute valid charges Final Word We truly appreciate your cooperation in helping us maintain a clean, safe, and enjoyable home for all our guests. We've thought through the details so you don't have to, from the soft sheets and strong coffee setup to the hot tub under the stars. Holiday House is all about easy living, good vibes, and unexpected extras that make a getaway feel extra special. Whether you're here to unwind, explore, celebrate, or breathe a little deeper, we're ready for you. We can't wait to host you and help make this stay one you'll want to repeat.

5BR Coastal Retreat: Hot Tub, Bikes, Game Room

Our property is close to Chatham Harbor (7/10ths of a mile) and Chatham Bars Inn (8/10ths of a mile). Chatham Village Center is just over one mile away.. Enjoy the central A/C on hot/humid days and a fantastic backyard retreat! We supply pillows, blankets, mattress protector, toilet paper, paper towels, laundry detergent, dish soap and hand soap. We DO NOT SUPPLY towels, bed sheets or pillow cases as LINENS ordered from Cape Cod Linens. My website domain: ChathamVacationProperties (dot com) The space Fantastic space with hardwood floors and a/c throughout. Great outdoor space in fully fenced in backyard and incredible new decking system. Ping Pong and Log Fire Pit. New bathroom sinks made with cement including 1st floor cement shower. All three bathrooms renovated in 2020. I am available my website domain: ChathamVacationProperties (dot com) Guest access Entire house and fenced in property. It's a real gem with plenty of space and privacy Other things to note One pet dog is allowed with owner approval and a pet fee. Linens, pillow cases and towels are to be brought by guest although Cape Cod Linens supplies them local also!

Chatham, MA - 6 Sabins Lane  5BR + Outdoor Shower

Welcome to The Lookout at Pleasant Bay! This enchanting 2.5-acre property offers access to a private beach. Enjoy a beautiful flagstone patio with a pergola and a cozy fire pit for evenings under the stars. Inside, a unique 100-foot tower serves as a bunkhouse and game room, perfect for gatherings. The property blends the charm of "Ye Olde Cape Cod" with modern comforts like air conditioning and smart TVs. Experience the perfect mix of natural beauty and contemporary living at The Lookout! The space Experience the ultimate getaway at this exceptional property, designed to offer expansive, open-concept common spaces that seamlessly blend indoor and outdoor living, making it the ideal setting for relaxation and unforgettable gatherings. As you step outside, you'll be greeted by a stunning flagstone deck framed by a brand-new pergola, providing the perfect shaded retreat. Fire up the BBQ grill with side burners and let the fragrant aromas of a delicious meal fill the air, while you lounge in the inviting patio furniture. After a day of sun and fun, rinse off in the outdoor shower complete with a changing room, then gather around the fire pit surrounded by cozy Adirondack chairs, where you can share stories and create warm memories under the starlit sky on the expansive lawn. Inside, the heart of the home boasts a beautifully appointed kitchen featuring brand-new GE appliances and a spacious kitchen island, inviting you to whip up culinary delights. Large bay windows adorn the common areas, allowing sunlight to pour in and providing breathtaking views of the shimmering water that serves as a stunning backdrop to your daily life. This estate comprises three thoughtfully designed bedrooms, along with a separate bunk quarter, and three full bathrooms (two equipped with convenient shower/tub combos) to accommodate your guests comfortably. The two main house bedrooms are luxurious suites featuring plush king-size beds. The inviting master bedroom on the main floor includes an elegant en-suite bathroom for utmost privacy, while the upstairs king suite shares a Jack and Jill bathroom with the third bedroom, which is perfect for families or friends with two full-size beds. The charming bunkhouse is an added bonus, featuring three bunk beds, each consisting of a twin bed on top and a full-size bed below, providing additional sleeping options for your guests. Please note that the bunkhouse offers a cozy retreat but does not have direct access to the main house or an attached bathroom or heat. New this year, air conditioning will be added in the bunkroom. Stay connected with wireless internet access throughout the property, and indulge in your favorite shows or movies on new large-screen TVs located in the living room, bunkhouse, and main floor master bedroom. For your convenience, all beach, bed, and bath linens are included, ensuring you feel right at home. Enjoy year-round comfort with air conditioning and heating throughout the main house, and new this year air conditioning will be added to the bunkhouse. This rental is perfectly suited for small families, multi-generational gatherings, or large groups seeking an enriching vacation experience that offers everything you need for relaxation and enjoyment. Accessing the private beach is a breeze; simply stroll down the main road past two neighboring homes to find the public landing that leads you to your sandy oasis. Please note: To maintain a tranquil environment for all guests, we do not allow events, bachelor/bachelorette parties, or large gatherings. A maximum of four cars may park in the driveway. Escape to this idyllic retreat, where relaxation and adventure await you! Guest access This property has full access. Other things to note We have included several amenities that are readily available for your use. These additional features are sure to enhance your perfect Cape Cod vacation experience. You’ll find all the necessary beach gear, along with brand-new kayaks, paddle boards, and life vests, all at no extra cost. We allow pets during the off season on a case by case basis. Please message us BEFORE booking to discuss the details of this special approval.

Private beach

Absolutely beautiful vacation home with upscale furnishings throughout! Giant wraparound porch complete with comfy furniture and central air conditioning (Two zones). The kitchen is a chef's dream, unless you prefer walking into town for dinner at one of many restaurants. We supply pillows, blankets, mattress protector, toilet paper, paper towels, laundry detergent, dish/hand soap. We DO NOT SUPPLY towels, bed sheets or pillow cases. They can be ordered from Cape Cod Linens or Furies Online. The space My website domain: ChathamVacationProperties (dot com) Absolutely beautiful vacation home with upscale furnishings throughout! Giant wraparound porch complete with comfy furniture and central air conditioning (Two zones). The kitchen is a chef's dream, unless you prefer walking into town for dinner at your favorite downtown Chatham bistro. The new bike trail is just up the road and Oyster Pond Beach is 1/10 mile walk and includes amenities for the kids. Wrap Around Porch with outside eating area, sun area & backyard deck. Professional landscaping with seashell driveway, two walkways and flowers/plant and bushes. Covered deck with picnic bench (for kids with to much sun or a rainy day) Beach chairs (6) and mountain bikes (2) Include cooler/wheels and beach trolley (other kids beach items) Stainless steel grill on backyard porch/deck including a full size hammock. Beautiful Gourmet Kitchen with wide open space. Beautiful Bathrooms up and down. Fantastic bedrooms that are well maintained. Bonus Walkout Living area downstairs.... Includes additional Plasma TV, Playstation 2/games and a full sofa bed; Direct TV & High Speed Wireless Internet (free long distance also) Flat Panel Plasma TVs with DVD Player (qty 2) Bring your own linens: 1 King, 2 Queen, 1 Full, 2 Twins and a pull out sofa/full (walkout downstairs) Guest access Entire house and yard Other things to note Very close to town center, main street and shopping. 5 minute walk. My website domain: ChathamVacationProperties (dot com)

5 BR-Property-Chatham in-Town & Oyster Beach Inlet

Quiet Peaceful Oceanfront Home, Short Walk to Chatham Village and Walk to Lighthouse Beach. Sleeps 12. Large kitchen, stainless steel appliances, gas stove. Every Room except one room has amazing ocean views! Stone patio overlooks Ocean Harbor on Little Mill Pond. A Video Walkthrough of the house, featured by Eileen Cotter of Pure Wander: https://www.youtube.com/watch?v=_tqi6m8-1zs&t The space Oceanfront Home within walking distance of everything Chatham has to offer. Walk to town, walk to beach, walk to ocean harbor, walk to the fish pier, to shops and restaurants, walk to Chatham Bars Inn. Perfect for Extended family reunions or special occasions! Guest access Beach, Fishing, Clamming, Shopping, Dining, Hiking, Bike Riding, Nature Walks, Ocean Harbor, and Chatham Village Other things to note Fast WiFi, separate work space/home office, and child friendly.

Oceanfront Chatham Village Home

Escape to the serenity of our newly listed Chatham home. Immerse yourself in tranquil melodies as birds chirp on the inviting deck, or enjoy the bliss of the heated pool. Inside, an entertainment room awaits for show marathons, while kids delight in games. Two master suites offer privacy and comfort. Outside, the expansive deck is perfect for relaxation. Explore Chatham's culinary delights, indulge in ice cream, pamper at local spas, and shop. Create cherished memories at your perfect retreat! The space Welcome to our newly listed vacation home in Chatham, Cape Cod! This spacious 4-bedroom/4.5-bathroom house is a haven for relaxation and entertainment, making it the perfect choice for your getaway. With its stunning backyard overlooking a heated pool and conservation area, you'll find yourself surrounded by lush greenery and the soothing sounds of nature. Wake up to the harmonious melodies of chirping birds as you savor your morning coffee on the deck. The backyard oasis beckons with a heated swimming pool, complete with floats and comfortable lounge chairs, inviting you to take a refreshing dip or simply bask in the sun. Unwind in the outdoor shower after a day of exploration or fire up the outdoor grill for a delectable barbeque feast. Step inside and discover the epitome of comfort and luxury. The gourmet kitchen is a chef's dream, equipped with top-of-the-line appliances and ample space to unleash your culinary creativity. Share meals with loved ones in the spacious dining area, or gather in the cozy living room to relax and enjoy quality time together. Entertainment options abound in our home. Indulge in a cinematic experience in the home theatre, boasting a 70-inch TV for immersive viewing pleasure. The dedicated kids' video game area ensures endless fun for the younger guests. For friendly competition, challenge your family and friends to basketball, foosball, cornhole, or ping pong. And when you're in the mood for a quiet evening, our extensive collection of board games promises hours of laughter and bonding. Beyond the comforts of our vacation home, you'll find yourself in the enchanting town of Chatham. Immerse yourself in its vibrant atmosphere, with great shopping and dining options that cater to all tastes. Explore the picturesque beaches and indulge in the tranquility of the ocean. Embark on a biking adventure along the scenic trails, allowing you to soak in the natural beauty that Cape Cod is renowned for. Book your stay at our new vacation home in Chatham and experience a memorable getaway filled with relaxation, entertainment, and the charm of this fantastic town. Don't miss out on this exclusive opportunity to create cherished memories with your loved ones. We can't wait to welcome you! Please note: Amenities and availability may vary depending on the season. Additional fees and restrictions may apply. Please check the listing details for more information. Main Level/1st Floor: Elegant family room with wood-burning fireplace and a formal 8-person dining table Fully Stocked New Kitchen, Stainless Steel Appliances, Breakfast bar, 6-seater Dining Table and Gas Fireplace Master Suite: Queen Bed and ensuite bathroom Laundry room with washer and dryer 2nd Floor: Master bedroom: 4-post king bed with full bath and walk-in closet 3rd Bedroom: Two twin beds 4th Bedroom: Twin-over-full bunk bed and a twin bed with trundle Full Bathroom Lower level: Entertainment/Home theater with 70-inch TV Bar, 40-bottle wine cooler and refrigerator Kids' game room with 65-inch TV Queen-size sofa bed Foosball table Ping Pong table Full Bathroom Outdoor Living: Sprawling Deck Outdoor 8-seater dining table with Umbrella Weber Gas Grill Rattan Furniture seating Gas Firepit Secluded Heated Swimming Pool - The pool is set against the lush backdrop of the conservation land Pool basketball hoop Pool Floats and Tubes Pool Lounge Chairs with Umbrella Outdoor Shower Fenced yard (back) Basketball Hoop General: Wifi to access the internet Smart TVs (access to Netflix, Amazon Prime, etc.) Cable TV Board Games Linens and Towels included Borrow Beach Chairs (8) and Beach Umbrella for use Borrow Beach sand toys for use Central Cooling and Heating Parking: Driveway for 4 vehicles

Cape Cod Escape: Luxury Home + Pool & Games

Surrey Farms – Stunning Lakeside Cape Cod Getaway Welcome to our peaceful 5-bedroom, 4-bath Cape Cod farmhouse, located on the edge of Seymour Pond in Brewster, MA. Whether you're here for a family trip, romantic escape, or group retreat, our home offers comfort, privacy, and unforgettable views. The space Welcome to Surrey Farms! Unwind and recharge in our stunning 5-bedroom, 4-bathroom Cape Cod farmhouse. Surrey Farms is nestled on the edge of tranquil Seymour Pond in the heart of Brewster, Massachusetts. Surrounded by lush gardens, panoramic views, and the charm of Cape Cod’s natural beauty, our home offers an idyllic retreat for families, friends, or couples seeking peace, adventure, and unforgettable memories. Open main level layout with formal dining area, great room with natural stone fireplace, modern kitchen, and relaxing family room with large wall mount tv. Stunning views from the upper and lower decks. Enjoy morning coffee to the chorus of birdsong, or a glass of wine while the sun sets over the lake. Meander down the hill to our private boat house and beach for a swim in the lake (no motorized watercraft are allowed). Play lawn bocci around the beautfully landscaped yard. Relax and rinse off the day's sand in our private outdoor shower! Easy walk to the bike paths and the Cape Cod rail trail, a short drive to hiking trails of the Punkhorn Nature Reserve and Nickerson State Park, and just 10 minutes from the beaches. Note - Our home has been a vacation rental for several years now. We had fantastic reviews from all of our guests, but when we switched management companies this year, we had to recreate our profile on VRBO and lost all of our amazing reviews! Cancellation policy; For bookings made less than 90 days from check-in, no refunds allowed. For bookings made more than 90 days from check-in, full refunds are allowed as long as reservation is cancelled at least 90 days from check-in, less a non-refundable reservation fee of $125. Please note, no linens or towels are provided, so either plan to bring your own sheets/towels or utilize one of the many linen rental services (like capelinenrentalsdotcom). Also, please be aware that the owners may be staying in the ADU at the property during your stay and tending to landscaping, veggie farm across the road. If any questions/concerns come up during your stay, please feel free to ask! During Peak Season (July-August), bookings can only be made for 7 night, Saturday-Saturday stays. Guest access Guests have full access to the property and grounds. Please note there is an additional ADU with separate entrance which will be occupied by tenants. Other things to note Linens are not included with this rental. Upon booking we will furnish you with local linen rental companies to select.

Escape to the Lake at Surrey Farms

Cape Cod Villa, an award-winning sanctuary on 1.8 acres of private conservation land, embodies refined luxury and serenity. Designed by Domapine Decor, this exclusive estate offers stunning interiors and panoramic pond views, placing guests moments from Cape Cod’s finest beaches, elite golf courses, and acclaimed dining. A haven of tailored indulgence, the villa offers private spa treatments and chef-curated dining, delivering an unparalleled escape in Lower Cape’s most sought-after setting. The space Cape Cod Villa perfectly blends luxury with natural beauty, offering beautifully decorated spaces designed for relaxation, celebration, and unforgettable experiences. Indoor Spaces Main Living Room: Open, airy, with vaulted ceilings, cozy seating, and a fireplace, ideal for gatherings. Game Room: Equipped with a bumper pool table and smart TV for fun and entertainment. Sunroom: A tranquil nook with great views, perfect for reading and cocktails. Gourmet Kitchen & Dining: Chef-ready kitchen and dining area, perfect for family meals or intimate dinners. Bedrooms San Rafael Suite: Queen bed, private balcony, and en-suite bathroom for peaceful mornings. Utopia Bedroom: Queen bed, library, workspace, plus a lofted Captain’s Quarters with twin beds and a trundle—great for families. Tropical San Rafael Room: Queen bed with twin trundle and vibrant decor. Blue Heron Room: Full bed with twin trundle, shares a bathroom with the Tropical Room, ideal for families. Outdoor Spaces Deck & Fire Pit: North-facing deck with a grill and fire pit, perfect for starlit evenings. Hammock Lounge & Picnic Area: Hammocks and outdoor dining surrounded by scenic beauty. Private Trails: Peaceful walking paths immerse guests in Cape Cod’s natural charm. Cape Cod Villa’s decor artfully combines contemporary elegance, handcrafted details, and bold colors for a luxurious, welcoming ambiance. Smart technology enhances convenience, while eco-friendly materials create a health-conscious environment. This is your sanctuary for creating cherished memories. Guest access At Cape Cod Villa, guests enjoy complete privacy and exclusive use of the entire four-level villa and its beautiful surroundings. Spanning nearly two acres, the property is reserved solely for those who book, ensuring an uninterrupted and personal retreat. Guests have full access to all indoor and outdoor spaces, from the luxurious, artfully decorated rooms to the expansive outdoor areas. With tranquil walking paths, private picnic spots, and scenic lounging areas, every corner of the villa and its surroundings is designed for a secluded, memorable escape.

Cape Cod Villa retreat, venue, film & bachelorette

16626 - Cape Whidah: Beautifully Renovated w/ Access to Beach! The space This gorgeous vacation home, located in a beautiful area of North Chatham, is perfect for large groups of family and friends. You will be .7 of a mile from a private sandy association beach on Pleasant Bay in one of Chatham’s finest neighborhoods. Chatham Center is only a few minutes drive, where you will find some of the best restaurants, shops, galleries, and entertainment options available on the Cape. Back at the property, you will enjoy a ton of yard space (perfect for playing bocce with the family!), including a patio in the backyard with plenty of outdoor seating, a gas grill and fire pit. You will love the inside of the home, which has been meticulously maintained and features beautiful hardwood floors throughout, updated furnishings, granite countertops, cathedral ceilings, and central A/C to keep everyone comfortable on those hot summer days. The home includes six bedrooms to sleep a total of fourteen guests in one king bed, two queen beds, and eight twin beds. Other amenities include WiFi, flat screen TVs with Xfinity cable & streaming, Wii, a foosball table, washer/dryer, outdoor shower, dog friendly, and sheets and bath towels provided free of charge. Home Details: -Dogs Welcomed (w/fee of $40/night per dog) -Sleeps 14 -3 Floors Bedrooms -Total 6 -1st Floor Master Bedroom #1: 1 King Bed w/ en suite Full Bathroom -1st Floor Bedroom #2: 1 Queen Bed -1st Floor Bedroom #3: 1 Queen Bed -2nd Floor Bedroom #1: 2 Full Beds -2nd Floor Bedroom #2: 2 Full Beds -Basement Bedroom: 4 Twin Beds w/ en suite Full Bathroom Bathrooms -Total 4 -Ground Floor: Full bath w/ Shower -1st Floor: Full bath w/ Shower (ensuite) -1st Floor: Full bath w/ Shower -1st Floor: Full bath w/ Tub/Shower -Central A/C -Smart TV/Cable TV -WiFi -Washer/Dryer -Outdoor Shower -Large Private Yard -Gas Grill -Foosball Table -Minutes to Private Association Beach -Sheets and Bath Towels Provided with Beds Made Upon Arrival -Cleaned with Hospital Grade Disinfectant C0085230550

Beautifully Renovated w/ Access to Beach!

15531 - Maplewood Manor: Walk to Town, Fully Renovated! The space Discover the charm of Orleans in this thoughtfully renovated vacation home, blending historic character with modern luxury. Located just 2.4 miles from Skaket Beach and 2.6 miles from Nauset Beach, this spacious retreat is the perfect haven for families and friends. Stroll 0.3 miles to Main Street for dining, shopping, and bike rentals, or explore the nearby Town Cove for boating and kayaking adventures. Inside, the home comfortably sleeps 12, accommodating up to 12 guests across six bedrooms and a lofted space. The first-floor bedroom offers a king bed, while the second floor features three more bedrooms, including a king bed bedroom, a full bed bedroom and two twin-bed options. The third-floor is a great suite for kids, with a murphy bed that sleeps two, a futon, and 2 bedrooms, one with a full and one with a twin bed. Relax in the fully fenced yard, perfect for kids to roam while you grill on the gas BBQ or gather around the fire pit under the stars. Indoors, enjoy a Viking stove for culinary creations, central AC for ultimate comfort, and a soaking tub for unwinding after sun-soaked beach days. Walk to La Bella Vita for Italian fare or The Corner Store for their famous burritos, and end your evening with a nightcap on the lantern-lit front porch. Your perfect Orleans getaway is waiting. Book today and make memories that last a lifetime! Home Details: -No Pets(Fines Remitted) -Sleeps 12 Bedrooms -Total 6 -1st Floor Bedroom: 1 King Bed w/ Ensuite bathroom -2nd Floor Bedroom: 1 Full Bed w/ Ensuite bathroom -2nd Floor Bedroom: 1 King Bed -2nd Floor Bedroom: 2 Twin Beds -3rd Floor Bedroom: 1 Full Bed -3rd Floor Bedroom: 1 Twin Bed -3rd Floor Lofted Space: 1 Full Murphy Bed Bathrooms -Total 3.5 Other Amenities -Central AC -WiFi -Cable TV -Washer/Dryer -Gas Grill -Fire pit -Indoor Fireplaces are not for guest use(fines remitted) -Please note outdoor amenities are available seasonally -Sheets and Bath Towels Provided with Beds made Upon Arrival -Cleaned with Hospital Grade Disinfectant -Parking for 4 cars maximum -C0196972240

Walk to Town, Fully Renovated!

17744 - Tranquil Tides: Fire Pit, Walk to Long Pond, Dogs Welcome! The space Discover the allure of Harwich on your next getaway, where pristine beaches, delectable dining, and endless entertainment options await. Embrace the serenity of Tranquil Tides—a haven of relaxation and recreation nestled in this charming Cape Cod town. Step through the inviting moss green front door into the welcoming foyer, offering easy access to the cozy living room, well-appointed kitchen, and the first bedroom—a sanctuary of comfort and tranquility. Unwind in the spacious living room, adorned with plush seating and perfect for indulging in your favorite vacation pastimes. The eat-in kitchen beckons with its charming ambiance, boasting a breakfast bar at the expansive center island and adorned with stunning backsplash accents bathed in natural light. Enjoy scenic views of the backyard from the adjacent dining area, where glimpses of deer frolicking in the woods add a touch of enchantment to your dining experience. Venture outdoors to discover a delightful elevated deck—an idyllic spot for al fresco dining or unwinding amidst the serene surroundings. Descend the steps to the backyard oasis, where Adirondack chairs beckon you to gather around the fire pit and savor the sweetness of roasting s'mores under the starlit sky. Retreat to the comfort of Tranquil Tides, where restful nights await in the thoughtfully appointed accommodations spread across two floors. Experience ultimate relaxation in the family suite, complete with a sumptuous king bed and an en suite bathroom, while the adjoining walk-through bedroom offers a delightful retreat for the little ones. Indulge in leisurely pursuits in the basement, where air hockey and foosball tables promise endless entertainment. Conclude your day with a refreshing rinse in the outdoor shower, completing your vacation experience with a touch of seaside charm. With amenities including a washer and dryer, Tranquil Tides ensures that every aspect of your vacation is effortlessly enjoyable. Embrace the harmony of leisure and adventure at Tranquil Tides—your serene escape awaits amidst the beauty of Harwich. Home Details: -Dogs Welcomed (w/fee of $40/night per dog) -Sleeps 9 -2 Floors (1st Floor + 2nd Floor) Bedrooms -Total: 5 -1st Floor Bedroom: 2 Twin Beds -2nd Floor Bedroom: 1 King Bed with En Suite Full Bathroom, Family Suite -2nd Floor Bedroom: 1 Twin Bed, Family Suite -2nd Floor Bedroom: 2 Twin Beds -2nd Floor Bedroom: 1 Queen Bed Bathrooms -Total: 3 -1st Floor: Full Bathroom with Shower -2nd Floor: Full Bathroom with Tub/Shower Combo (en suite King Bedroom) -2nd Floor: Full Bathroom with Tub/Shower Combo Other Amenities -Central A/C -Fireplace NOT for Guest Use (fines remitted) -Smart Lock/Self Check-In -WiFi -Smart TV with Streaming -Washer & Dryer (1st Floor) -Air Hockey -Foosball -Fire Pit -Deck with Outdoor Dining -Propane Grill -Outdoor Shower -Private Yard -Please note outdoor amenities are available seasonally -0.5 Miles to Long Pond Beach -There is parking for a maximum of 4 cars. -Sheets and Bath Towels Provided with Beds Made Upon Arrival -Cleaned with Hospital Grade Disinfectant C0410061260

Fire Pit, Walk to Long Pond, Dogs Welcome!

17745 - Happy Tails: Dogs welcome, huge yard right next to Rail Trail! The space Discover Coastal Elegance in Harwich where your Cape Cod Getaway Awaits! Situated right next to the picturesque Old Colony Rail Trail, you'll have direct access to miles of scenic biking and hiking paths, making it a paradise for biking, outdoor enthusiasts, and your pups too! With it’s Classic Colonial exterior, it’s a quintessential Cape Cod backdrop for your true Cape getaway. Step inside, and you'll find a spacious first floor newly furnished with tasteful nautical decor, perfectly in sync with seaside style. Welcome to your home away from home! Delight in outdoor dining on your private deck, a perfect spot to indulge in sumptuous meals with loved ones and create unforgettable memories. And after a day of sandy toes and salty kisses, refresh yourself in our brand new outdoor shower, an invigorating experience that truly epitomizes coastal living. For beach lovers, the Red River Beach on Nantucket Sound awaits just a little over a mile away, promising sun-soaked days and ocean adventures. (Pets are not permitted on town beaches from Memorial Day to Labor Day. The only exception is that you may walk your dog in the parking lot of Red River Beach in South Harwich from 7:30 a.m. to 9 a.m. and from 4:30 p.m. until dusk.) You won’t want to miss these other nearby dog friendly attractions while you’re here: start off with breakfast and a coffee at Perks Coffee Shop & Beer Garden, then explore the trails at Thompson’s Field Conservation and let your pup stretch their legs in some of the open fields you’ll find there too. After you’ve worked up a sweat, cool off under the shade at School House Ice Cream where you can enjoy a sweet treat with your furry friend! Your Cape Cod getaway is calling, and it's all right here, where natural beauty and classic elegance intertwine. Book your stay today and embrace the Cape Cod experience like never before! Home Details: -Dogs Welcomed (w/fee of $40/night per dog) -Quiet neighborhood with direct access to rail trail to the right of the driveway! -Sleeps 10 Bedrooms -Total 5 -2nd Floor Bedroom: 1 Queen Bed w/ en-suite bathroom w/shower -2nd Floor Bedroom: 1 Queen Bed -2nd Floor Bedroom: 1 Queen Bed -2nd Floor Bedroom: 2 Twin Beds -2nd Floor Bedroom: 1 Bunk Bed (Twin over Full) Bathrooms -Total 2.5 -1st Floor: Half Bathroom -2nd Floor: Full Bathroom w/ Shower (en-suite Queen Bedroom) -2nd Floor: Full Bathroom w/ Tub/Shower Combo Other Amenities -Central AC -WiFi -Smart TV w/ Streaming -Washer/Dryer -Propane Grill -Outdoor Shower -Fire Pit -Indoor Fireplaces are not for guest use (fines remitted) -Please note outdoor amenities are available seasonally -Sheets and Bath Towels Provided with Beds made Upon Arrival -Cleaned with Hospital Grade Disinfectant C0434911260

Dogs welcome, huge yard right next to Rail Trail!

Welcome to your dream Cape Cod getaway! Our brand-new, fully renovated 4-bedroom, 5-bath luxury home offers breathtaking views of Buck’s Creek and Nantucket Sound, creating the perfect backdrop for your vacation. Inside, you'll find a stunning cathedral-ceiling living room designed for relaxation and gathering. The chef’s kitchen features a massive 15-foot eat-in island, perfect for family breakfasts or evening cocktails. Each of the spacious bedrooms offers comfort and privacy. The space Welcome to your dream Cape Cod getaway! Our brand-new, fully renovated 4-bedroom, 5-bath luxury home is a private waterfront oasis with breathtaking views of Buck’s Creek and Nantucket Sound. Inside, a stunning cathedral-ceiling living room provides the perfect space for relaxation and gathering. The gourmet chef’s kitchen features a massive 12-foot eat-in island, ideal for family breakfasts or evening cocktails. For entertainment, head down to the basement game room, complete with a pool table. Step outside to your personal resort. The expansive deck features a sparkling private pool, a bubbling hot tub, and an outdoor kitchen perfect for summer barbecues. After a day of fun, unwind in the private sauna for ultimate relaxation. All linens included — sheets, duvets, pillows, bath/hand/face towels, pool & hot tub towels. No linen fee, no need to bring your own. Pool heat: Free from 3rd Saturday in June through Labor Day. $99/night for shoulder-season stays (mid-April through Nov 1). Pool kept at 82°F; one day's notice required. Policy effective 2027. Each of the spacious bedrooms offers comfort and privacy for your entire group: Master Bedroom: King bed with en suite bath Bedroom 2: King Bed with en suite bath Bedroom 3: Queen bed Bedroom 4: Two twin-over-twin bunk beds Basement: Twin daybed with a twin pull-out trundle *There is a Minuit noise monitor located on the back porch. It does not record any sound or video just monitors decibel level. Guest access You will have exclusive access to the entire home and all its amenities, including the private pool, hot tub, sauna, and game room.

Luxury Home w/ Salt Water Pool Overlooking Ocean

Welcome to Tito’s and Water — a luxurious waterfront retreat on Pleasant Bay. This stunning home features a main house with an attached carriage house/in-law suite offering extra privacy. With elegant interiors, multiple gathering spaces and a private dock, this home perfectly blends comfort, style, and coastal charm. - 2 min drive to South Orleans Beach - 3 min drive to Wequassett Resort & Golf Club - 10 min drive to The Captains Golf Course The space KEY FEATURES: ☀ Beautiful water views of Pleasant Bay ☀ Less than 1 mile to Wequassett Resort ☀ Sleeps 10; 7 bedrooms, 10 beds ☀ 4 full bathrooms + 2 half bathrooms ☀ Private dock ☀ Carriage house (attached) with 2 bedrooms, living room, kitchenette & deck ☀ Fully equipped and spacious chef's kitchen ☀ Indoor dining + outdoor dining areas seats 10 guests ☀ Outdoor kitchen with grill + pizza oven ☀ Spacious patio with cozy firepit + large TV ☀ Gorgeous living room with modern décor, natural light & fireplace ☀ Office with desk, monitor + stunning sea views ☀ Two washer and dryers ☀ Air conditioning ☀ Coffee bar ☀ Large yard overlooking the water with corn hole ☀ Outdoor shower Here Are A Few Kind Words From Our Past Guests: "We had the most wonderful stay at Tito’s and Water! This home is beautiful and spacious. It was spotless and well taken care of. The location was perfect for our families, which included four children. The water view was amazing and extra stunning with the morning sunrises. Lucia, our host, was incredibly quick to respond to any of our questions and concerns. We wouldn’t hesitate to book again." - Pamela "I cannot describe enough how beautiful this home is. It's beyond gorgeous, and each and every design element, fitting/fixture, furniture detail is top quality, thoughtful and detailed. We were a group of 8 adults and loved our time here. Given it was in the middle of a winter storm, we stayed indoors quite a bit and enjoyed the many rooms in the home and the amenities within the home. I'm sure the place would be a different extreme of gorgeous during the summer season, with the water body across the road. Lucia and her team were extremely responsive, offering local suggestions, helping out when we needed additional home supplies (despite it being Christmas day), and so pleasant to interact with..." - Snigdha ☆☆ BEDROOMS ☆☆ This gorgeous estate accommodates 10 guests across 7 beautifully appointed bedrooms: Main House: 1st Floor: - Bedroom #1: (Primary): King bed + TV + dresser + ensuite bathroom + walk-in closet + water views - Bedroom #2: King bed + fireplace + dresser + full mirror + connection to a full bathroom 2nd Floor: - Bedroom #3: King bed + closet + water views - Bedroom #4: Twin bed + seating area + small closet - Bedroom #5: Four twin beds (perfect for kids or group) + seating area Carriage House/In-law Suite (attached): - Bedroom #6: King bed + dresser + closet - Bedroom #7: Queen bed + closet ☆☆ BATHROOMS ☆☆ There are four full bathrooms and two half bathroom in this home, each of them stocked with all the essentials you need for the duration of your stay including shampoo, conditioner, body wash, hand soap, blow dryers, and towels. First floor: - Bathroom #1: Full bathroom - ensuite in the primary bedroom with a shower. - Bathroom #2: Full bathroom - walk in shower (entrance via bedroom + hallway) - Bathroom #3: Half bathroom Second floor: - Bathroom #4: Full bathroom - shower with tub - Bathroom #5: Half bathroom Carriage House: - Bathroom #6: Full bathroom - walk in shower ☆☆ KITCHEN & LOUNGE ☆☆ Kitchen: A chef’s dream! Fully equipped with sleek modern appliances, cookware, utensils, and a coffee bar with Keurig. The kitchen flows into a beautiful dining area perfect for family meals. There is also a kitchenette in the carriage house with essentials for a quick brew or light meal. Dining Room: Stylish indoor dining table for family meals that can seat 10 guests + separate carriage house dining table with a deck and waterviews. Living Room: Situated on the main level, the spacious living room features comfortable seating, a smart TV, a fireplace, piano, and abundant natural light through large windows showcasing water views. Office: Located on the second floor, with desk, chairs, monitor, and panoramic sea views – ideal for remote work or quiet reading. Second Floor Bedroom/Lounge: features a bright and comfortable living space adjoining the room with four twin beds — complete with a seating area and plenty of natural light. It’s a great spot for reading, relaxing, or enjoying a bit of privacy from the main living areas. Laundry: Laundry room on 2nd floor + a washer/dryer located in the 1st floor hall. ☆☆ OUTSIDE SPACE ☆☆ The exterior area of this home offers a private retreat with breathtaking views of Pleasant Bay. Main Patio: Large entertaining area featuring a cozy firepit lounge, large outdoor TV, comfortable seating, and corn hole game. Side Terrace: Located on the side of the home, this inviting area includes a dining table with seating for 10 guests, comfortable seating, and an outdoor kitchen with grill, pizza oven, and prep space. Private Dock: Direct access to Pleasant Bay with panoramic water views. Carriage House Deck: Cozy deck with seating for two guests off the carriage house living room. ☆☆ THINGS TO NOTE ☆☆ The garage is off limits to guests and will be locked during your stay. This is a treasured family home that we are excited to share with guests! Please know there is a gallery wall in the upstairs hallway that connects the bedrooms and office that has some personal family photos. We hope you don't mind that we didn't take this personal touch down. ☆☆ HOUSE RULES ☆☆ - No events or parties. - No more than 10 guests max allowed at the home. - No more than 4 children under 16 years old allowed at the home. - No pets. - No smoking. - Quiet hours: 10pm-8am - No food or drink other than water in the living areas or bedrooms. - This is a private family home, please be respectful. - Must be 25 or older to book. ☆☆ PROXIMITY TO ORLEANS BEACHES ☆☆ - Pleasant Bay – steps away (for views and water access) - South Orleans Beach – 2 min drive - Jackknife Beach – 4 min drive - Nauset Beach (Orleans) – 10 min drive - Hardings Beach (Chatham) – 12 min drive - Lighthouse Beach (Chatham) – 15 min drive - Skaket Beach – 10 min drive ☆☆ NEARBY PLACES IN ORLEANS & CHATHAM ☆☆ - Downtown Orleans shops & cafés - Cape Cod Rail Trail (bike path) - Rock Harbor Marina - Hot Chocolate Sparrow (local favorite café) - The Knack (casual seafood & burgers) - Mahoney’s Atlantic Bar & Grill - The Beacon Room - The Lobster Claw Restaurant - Chatham Bars Inn & Wequassett Resort (luxury dining & spa options) - Chatham Village Market Grocery Store - Del Mar Bar & Bistro - Viera on Main - Impudent Oyster - Sweet Tomatoes Pizza - Bluefins Sushi & Sake Bar ★★★ Book Today & Let Us Take Care Of You In Orleans! ★★★on Guest access You have the entire home to yourself.

NEW Luxury Waterfront – Firepit, Dock & Bay Views

Perfect for families or a group of friends this cozy home has spacious living areas & kid-friendly amenities! Enjoy a lovely deck, two living rooms, and a fun playroom with foosball, games, & books. Thoughtfully stocked for infants, toddlers, & kids—high chair, stroller, pack n play, & more—so you can travel light & relax. Plus, it's .5 miles to a beautiful, family-friendly beach. 1 min drive to Jacknife Beach 6 min drive to downtown Chatham Experience Chatham with us & Learn More Below! The space KEY FEATURES: ☀ Sleeps 10: 4 bedrooms, 1 king, 2 queen, 4 twin ☀ Bathrooms: 3 full bathrooms (one tub) ☀ Walk to the beach ☀ Playroom with foosball, playstation, toys, games & books ☀ Stylish Dining Room with seating for 8 at the dining table and 4 at the countertop (12 total seats) ☀ Two cozy living rooms, one with an oversized sectional ☀ Modern amenities and fully stocked kitchen ☀ Spacious Deck; grill, dining table and couch ☀ Solo stove with adironak chairs ☀ Large yard with corn hole and dice ☀ Outdoor shower ☀ Dedicated workspace ☀ Kid friendly amenities: pack & plays, kids plates, cups & utensils, pool chairs, & more ☀ Central A/C ☀ Smart TV ☀ Keypad entry ☀ Washer/Dryer ☀ 3 min drive to Wequassett Resort & Golf Club ☀ Located on Fox Hill Drive in Chatham Here Are A Few Kind Words From Our Past Guests: “My family and I just enjoyed a wonderful stay at Lucia’s property. The house is spacious, clean, and stocked with everything a family might need. In fact, we were really impressed with all the baby gear and kids’ toys available. The yard is large and private and the location is convenient to town and a pretty little beach area just around the corner. We fully intend to return next summer!” - Catherine “Extended family stayed together for a week after a family wedding. Accommodations were great for us because we could spread out with ease and not feel crowded. Lucia was always responded quickly to my inquiries with helpful answers.” - Sharon “Great stay, would recommend" - Jeremy ☆☆ BEDROOMS ☆☆ This gorgeous home accommodates 10 guests in 4 bedrooms. Each bed is fitted with hotel quality linens. Second floor: - Bedroom #1: King bed and ensuite - Bedroom #2: Queen bed - Bedroom #3: Queen bed - Bedroom #4: Four Twin beds (2 bunk beds) ☆☆ BATHROOMS ☆☆ There are three full bathrooms in this home, each of them stocked with all the essentials you need for the duration of your stay including shampoo, conditioner, body wash, hand soap, lotion, hair dryers, and towels. First floor: - 1 Full bathroom with shower, washer/dryer + laundry detergent & dryer sheets Second floor: - Full bathroom #1: Shower with a tub - Full bathroom #2: Shower only ☆☆ KITCHEN & LOUNGE ☆☆ Kitchen: fully equipped with all the appliances, cookware, and utensils you need to feel at home including a Keurig with K-cups. The kitchen has counter seating with 3 stools, a dining table with seating for 8 guests. There is a slider off of the kitchen leading to the deck and backyard. Living room: - #1: Large oversized sectional, board games, and a smart TV, allowing full access to your favorite streaming services - #2: Cozy couch and two chairs Play room: fun filled playroom with a couch, TV, playstation, foosball table, games, books and toys. ☆☆ OUTSIDE SPACE ☆☆ Backyard/Deck: The exterior area of this home has a deck with a grill, dining table and lounge area, as well as a spacious backyard with an outdoor shower + cornhole and dice ☆☆ KID FRIENDLY ☆☆ This home is equipped for families including: Infants: -Uppababy bassinet and stand -Doona stroller -Philips Avent bottle sterilizer -Pack n Play -Bumbo chair -Inglessina portable high chair Toddler: -Joovy Room2 pack n play -Stokke Tripp Trap high chair -Many games including Lovevery and train table -Uppababy Minu V2 Kids: -Outdoor corn hole -Foosball table -PlayStation 4 ☆☆ PROXIMITY TO CHATHAM BEACHES ☆☆ - Jacknife Beach: .5 miles - Oyster Pond Beach: 3.3 miles - Lighthouse Beach: 3.9 miles - Harding Beach: 4.1 miles ☆☆ NEARBY PLACES ☆☆ - Wequassett Resort & Golf Club - The Perk - Pain d'Avignon - Chatham Raw Bar - Downtown Chatham - Stop & Shop - Chatham Bars Inn - Chatham Seaside Link Golf Course - Orpheum Theatre - Chatham Band Stand - Veterans Field (catch a summer Chatham A's baseball game!) - Chatham Village Market Grocery Store - The Chatham Squire - Lighthouse Beach - Oyster Pond Beach - Chatham Filling Station - Delmar Bar & Bistro - Impudent Oyster - Viera on Main - Sweet Tomatoes Pizza - Bluefins Sushi & Sake Bar - Eastward Ho Golf Course (private/invite only) ★★★ Book Today & Let Us Take Care Of You In Chatham! ★★★ Guest access You will have the entire home to yourself.

Near the Beach & Wequassett! Family Friendly!

LEGACY COMPOUND WITH EXTRAORDINARY VIEWS // Pleasant Dreams is a spectacular one-of-a-kind family compound on perhaps one of the most desirable pieces of property on Cape Cod. This 2.5 acre estate boasts approximately 345 feet of saltwater frontage directly on Pleasant Bay with access to the Atlantic Ocean and showcases 180-degree breathtaking views of Pleasant Bay and beyond. This compound features 3 unique buildings. An approximately 7000 square foot main house, a guest cottage with pool and a boat house. This home contains the finest in craftsmanship and impeccable attention to detail. The large, open professional kitchen complete with top-of-the-line appliances, an oversized island and generous windows that overlook the bay makes this the natural centerpiece of the main house. Designed and professionally manicured landscaping with multi-level stone walls and gardens makes this property look magazine worthy. A truly unique family compound where memories will be created for a lifetime.

77 Towhee Lane Orleans, MA

$160,940

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