16679 - Inn Bloom: Roof Deck, Walk to Forest Beach, Fire Pit! The space Inn Bloom is perched on a small hillside in the charming coastal town of Chatham. This vacation rental has just the right blend of seaside elegance and timeless decor. A leisurely 10-minute walk will bring you to the shoreline of Forest Beach, where there is no shortage of fun in the sun! Forest Beach is great for families, and one of the most sought after beaches on the Cape. Upon arriving, take a deep breath in because your vacation has just started. Relax and unwind in your private outdoor space, designed for families and friends to gather and make memories of a lifetime. For those seeking the ultimate sun-soaked retreat, grab your favorite book and climb to the rooftop deck, where you can bask in the golden rays (don't forget your sunscreen!). As the day transitions into evening, reminisce with loved ones around the elevated fire pit area, where stories are shared and memories are forged under a star-studded sky. The interior of this home has been tastefully updated with classic nautical decor and artful finishes that exude coastal sophistication. Every corner of this home is lovingly decorated, ensuring a stay that is as comfortable as it is charming. For culinary explorations, you'll find an array of local dining treasures just minutes away. Start your day at Hangar B for a delightful breakfast experience and watch the planes take off! For lunch, indulge in the savory creations at Mom & Pops Burgers, a local favorite. After all of your day activities are finished, treat your palate to the exquisite flavors of Buca’s Tuscan Roadhouse, an upscale Italian gem that promises a memorable dining experience. In the heart of Chatham, Inn Bloom offers every comfort you'll need for a home away from home. With a little something for everyone, we know you'll want to come back year after year! Home Details: -Dogs Welcomed (w/fee of $40/night per dog) -Sleeps 10 -3 Floors -Ground Floor Bedroom: 1 Full Bed and 1 Bunk, Twin over Twin -1st Floor Bedroom: 1 King Bed -2nd Floor Bedroom: 1 King Bed -2nd Floor Bedroom: 1 Queen Bed Bathrooms -Ground Floor: 1/2 Bath -1st Floor: Full Bath w/ Shower -2nd Floor: Full Bath w/ Tub/Shower Combo -Central AC -WiFi -Smart TV -Washer/Dryer -Indoor Fireplaces are NOT for guest use -Wood Fire Pit (please source wood locally) -Peloton Bike (bring your own shoes) -Outdoor Shower -Gas Grill -Please note outdoor amenities are available seasonally -please note there is an exterior camera on the entrance door that is not recording during the rentable season -Sheets and Bath Towels Provided with Beds made Upon Arrival -Cleaned with Hospital Grade Disinfectant C0449520550

Roof Deck, Walk to Forest Beach, Fire Pit!

16622 - The Yachtsman: Newly Renovated Modern Pond Access! The space Fully updated and modernized, this vacation home offers the ideal balance of seclusion, convenience, and comfort. Located off a private road in South Chatham, our home is right around the corner from Main Street, where you will find some of the great dining, shopping, and entertainment options that Chatham has to offer. You will also be near the Cape Cod Rail Trail and within minutes of multiple beaches and ponds. Drive to Cockle Cove Beach in four minutes, Ridgevale Beach in five minutes, or Forest Beach in six minutes. Taylor’s Pond is close by, and with deeded access, you can enjoy swimming, kayaking, and fishing in this beautiful body of water. When you walk through the front door of our home you will find a bright and open living space, including kitchen with stone countertops, stainless steel appliances, and island seating, a dining room set, and living area with a sectional couch and large flat screen TV. Upstairs is another living area with a couch, flat screen TV and gas fireplace, as well as a full bathroom and two bedrooms, one with a twin trundle and the other with two full + twin bunk beds. The house has central air conditioning for constant comfort on even the hottest of summer days. Thoughtfully equipped for a relaxing stay, the home features a Smart TV, WiFi, a washer and dryer in the basement, and fresh sheets and towels provided upon arrival. After a day at the beach, rinse off in the outdoor shower, then challenge family and friends to a game of ping pong—perfect for friendly competition, rain or shine. Outside, fire up the gas grill and enjoy meals al fresco on the spacious deck with comfortable outdoor seating. Spend your next vacation in style and book this amazing vacation home now! Home Details: -Dogs Welcomed (w/fee of $40/night per dog) -Sleeps 8 -2 Floors -1st Floor Bedroom #1: King Bed -1st Floor Bedroom #2: Queen Bed -2nd Floor Bedroom #1: 2 Full/Twin Bunk Beds -2nd Floor Bedroom: Twin with Twin trundle Bathrooms -Total: 2 -1st Floor: Full Bath w/ Tub/Shower Combo -2nd Floor: Full Bath w/ Shower -Central A/C -SmartTV -WiFi -Washer/Dryer in Basement -Game Space -Ping Pong Table -Bathtub -Gas Fireplace -Outdoor Shower -Gas Grill -Fire Pit (wood) -Deeded Access to Taylor’s Pond -1 Minute to Main Street/Close to Beaches -Sheets and Bath Towels Provided with Beds Made Upon Arrival -Cleaned with Hospital Grade Disinfectant -C0426490550

Newly Renovated Modern Pond Access!

16638 - The Flying Fish: Perfect for Group w/ Kids & Dogs w/ Hot Tub The space Are you searching for a recently renovated home with a hot tub and room for the whole family for your vacation? Look no further than The Flying Fish! The hot tub on the back deck is the perfect place to take your vacation relaxation to the next level, whatever the season! Located in a quiet neighborhood within walking distance of Forest Beach this house is also a short drive away from some of the best restaurants and shops both Harwich Port and Downtown Chatham have to offer! The interior redesign features new flooring, paint, appliances, fixtures, and countertops done in a sophisticated coastal style. The Flying Fish features an open concept eat-in kitchen and large living room. Also on the first floor is a bedroom with a Queen bed, half bath, and laundry room. On the second floor you’ll find two Queen bedrooms, one with an en-suite full bathroom. There is another full bathroom upstairs as well as the “bunk” room which has five bunk beds! The home is also equipped with WiFi, a YouTube TV streaming subscription, and A/C to make sure you spend your vacation in comfort. On the outside, this home offers a large semi-fenced private yard with a gas grill, an outdoor shower, and a welcoming deck with plenty of seating–a great spot from which to enjoy those beautiful summer evenings! Don’t forget that your pups are welcome to join in on the fun too! Up to 2 dogs are allowed at the Flying Fish (with an additional fee). Under half a mile away, you will find Forest Beach–one of Chatham’s best-known and most beautiful bayside beaches. What could be better than taking a short walk to the beach just down the street? The Flying Fish is also convenient to local favorite restaurants like The Talkative Pig, Bucca’s Tuscan Roadhouse, Brax Landing. If you are feeling adventurous the Freedom Ferry to Nantucket also departs from nearby Saquatucket Harbor. Home Details: -Dogs Welcomed (w/fee of $40/night per dog) -Sleeps 10 -2 Floors Bedrooms -Total 4 -1st Floor Bedroom: 1 Queen Bed -2nd Floor Master Bedroom: 1 Queen Bed with en suite Full Bathroom -2nd Floor Bedroom: 1 Queen Bed -2nd Floor Bedroom: 5 Twin Beds Bathrooms -Total 2.5 -1st floor: Half Bathroom -2nd Floor: Full Bathroom w/ Shower/Tub combo -2nd Floor: Full Bathroom w/ Shower (en-suite Queen Bedroom) Other Amenities -Central A/C -TV -WiFi -Washer/Dryer -Hot Tub -Outdoor Shower -Ping Pong Table -Foosball Table -Propane Grill -Sheets and Bath Towels Provided with Beds Made Upon Arrival -Cleaned with Hospital Grade Disinfectant C0416360550

Perfect for Group w/ Kids & Dogs w/ Hot Tub

16678 - Jawsome Getaway: Game Room Rooftop Deck Fire Pit!! The space Chatham is the hub of entertainment and natural beauty on Cape Cod, where people from around the world flock to enjoy the wonders it has to offer. The perfect vacation spot for families or groups of friends looking for a fun and unique getaway, enjoy your own shark-themed slice of heaven, at this Jawsome Getaway. As you step inside the home, you'll immediately notice the beautiful living room, complete with large wall mounted TV and plenty of seating. Step further into the home to the pristinely designed kitchen, with a breakfast bar that comfortably seats four coffee drinkers each vacation morning. Past the kitchen is the large dining room, with windows pouring in natural light, the perfect spot to enjoy a meal with all vacation goers. A jawsome highlight of this home is the game room, located on the ground floor. This room features a Pac-Man game machine and a foosball table, providing hours of entertainment for guests of all ages. Just beware of the shark popping through the coffee table! When the sunshine calls, head to the rooftop deck and soak in the rays. Wander down the stairs to the elevated deck, complete with outdoor dining, or walk down to the stunning patio anchored by a stone fire pit and Adirondack chairs. Don’t forget to bring your four-legged friend along to enjoy the backyard, and truly experience the natural beauty of the Cape as your pup explores the beaches and splashes in the waves. Other amenities include a washer and dryer, central air conditioning, and an outdoor shower. A hot tub will be installed for use beginning in May of 2025! Whether you want to spend all day indoors, or all day enjoying the great outdoors, the perfect vacation home awaits at the Jawsome Getaway!&nbsp; Scroll to the bottom of the page to see the virtual tour! Home Details: -Dogs Welcomed (w/fee of $40/night per dog) -Hot Tub coming May of 2025! -Sleeps 10 -2 Floors (Ground Floor + 1st Floor) -1,900 Sq Ft -4 Bedrooms -Bedroom #1: 2 Queen Beds, Ground Floor -Bedroom #2: 1 Queen Bed, 1st Floor -Bedroom #3: 1 King Bed, 1st Floor -Bedroom #4: 1 Trundle Bed (2 Twin beds total), 1st Floor -2 Bathrooms -Bathroom #1: Full Bathroom with Shower, Ground Floor -Bathroom #2: Full Bathroom with Shower, 1st Floor -Central AC -Fireplace is NOT for guest use -Fully Equipped Kitchen with Dishwasher -Smart Lock/Self Check-In -WiFi -Smart TV with Streaming -Washer & Dryer (Ground Floor) -Patio with Outdoor Dining -Game Room with Pac-Man Game Machine and Foosball Table -Stone Fireplace with Adirondack Chairs -Elevated Deck with Outdoor Dining -Rooftop Deck with Outdoor Lounging -Propane Grill -Outdoor Shower -Private Yard -1.7 Miles to Ridgevale Beach -Sheets and Bath Towels Provided with Beds Made Upon Arrival -Cleaned with Hospital Grade Disinfectant C0337790550

Game Room, Rooftop Deck, Fire Pit!

2 NEW full bathrooms (3 total). Primary has 2 showers for those hectic times getting ready. Updates throughout the house. Bring the family or 2 families to this great place with lots of room for fun. Large second refrigerator in the basement. Centrally located on the elbow of Cape Cod in Chatham. You can take a short ride to all of the attractions or take a walk to the beach (.7 mi.). Enjoy a root beer float in the professionally landscaped backyard by the fire pit or playing in the game room. The space The house is located on a very private dirt road. There are only about 12 houses on the street. There is minimal traffic if your kids want to ride their bikes. The professionally landscaped yard is well lit when coming home at night or walking to the fire pit. There are two large outdoor tables. One on the deck and one on the patio where you can listen to music from the sound system. There is also an outdoor shower for when you come home from the beach. Inside, the kichen is open to the living room so you can chat with others while cooking. Kitchen is fully equipped with everything you need. The laundry room is located on the first floor with a washer and dryer. A brand new bathroom is right next to one of the king bedrooms. Upstairs, the primary bedroom has a brand new en suite bathroom with double sinks, double showers and a soaking tub. There is a work space in there for your convenience. The other two bedrooms are connected by a Jack and Jill bathroom. These bedrooms work great if you have the max amount of people. Two queen beds in one bedroom and two full size beds in the other. We love our home and hope you enjoy it as much as we do. We have a large family and it suits us well. I hope it does the same for you. Guest access To access the home: There is a keypad on the front door. I will give you a code to enter upon arrival. It will be a 4 digit code and then you have to hit the check mark. Don't forget the CHECK MARK. It happens all of the time. To lock the front door: Close the door tightly and hit any key on the key pad.

Root Beer Float is .7 Miles To The Beach

Welcome to our luxuriously designed, brand NEW home!The open floor plan provides an AMAZING space for friends and family to come together and create lasting memories.This brand new home sits on nearly 1ac of land and features a gorgeous interior along with plenty of outdoor space to roam.2,5k sq ft beautifully furnished w/electric fireplace,fully supplied kitchen,outdoor shower, patio w/Grill, landscaped yard, double garage(turned into game room-pool table & games).Short drive(5-8 min)to Chatham The space Coastal 4-bedroom, 2-1/2 bath home. Custom cabinetry with stone tops. Open concept 1st floor w. hardwood floors, crown molding, coffered ceiling, custom shelving and fireplace. 1st floor primary suite with walk-in tiled shower. 3 large bedrooms on the 2nd floor that shared a bathroom with tub. Professionally landscaped yard. Large lot.

Luxury new spacious modern Cape Cod home

16674 - Heatherwood Haven: Large Home w/ Fire Pit and Dogs Welcome! The space Escape to Chatham, where bayside beaches are ready for your sunbathing and saltwater swims this summer. Bring the whole family, pup included, to Heatherwood Haven, a charming split level home. Pushing open the front door, you’re greeted by the home’s ground floor living room, a great spot for a late night movie or card games on the card table towards the back of the room. Head upstairs to the home’s TV room, complete with wall-mounted TV and vaulted ceilings, or whip up something to eat in the kitchen, just adjacent to the living room and dining room. When it’s time to retire for the night, choose one of four bedrooms in this sleeps 10 home. Split evenly between both floors, you will find the primary bedroom with king bed and a second bedroom with queen bed on the first floor, while the remaining two bedrooms can be found on the ground floor, one with a queen bed and the final bedroom housing two full size beds. Outside, the entertainment options of this incredible home continue. Eat under the stars on the back deck, or enjoy some s’mores around the fire pit as you watch your pup run around the spacious backyard. New hardscaping and landscaping will be completed for the 2025 rental season. Other amenities include a washer and dryer, propane grill, and an outdoor shower. This home is also 0.7 miles from Goose Pond! With plenty of space, an incredible location, and no shortage of entertainment options Heatherwood Haven has something for everyone. Home Details: -Dogs Welcomed (w/fee of $40/night per dog) -Sleeps 10 -Floors (1st Floor + Ground Floor) -1,764 sq. ft. -4 Bedrooms -1st Floor Bedroom: 1 King Bed -1st Floor Bedroom: 1 Queen Bed -Ground Floor Bedroom: 1 Queen Bed -Ground Floor Bedroom: 2 Full Beds Bathrooms -Total 3 -1st Floor: Shower/ Tub Combo -Ground Floor: Shower -Ground Floor: Shower/ Tub Combo -Fully Equipped Kitchen -Mini-Split A/C -Smart Lock/Self Check-In -WiFi -Smart TV -Propane Grill -Deck with Outdoor Dining -Outdoor Shower -Fire Pit -Sheets and Bath Towels Provided with Beds Made Upon Arrival -Cleaned with Hospital Grade Disinfectant C0294290550

Large Home w/ Fire Pit and Dogs Welcome!

Easy family and pet-friendly vacation in a beautiful, bright, lovingly-cared for, 4-bedroom beach home! Everything you need for a perfect Cape Escape. Take the wagon for a stroll to stunning views from Ridgevale Beach: cross the pedestrian bridge to the protected tidal pool swim area, or walk past the dunes to swim in Nantucket Sound. Only a short drive to downtown Chatham's shops and close to the bike trail, Marion's Pie Shop, and playground. Looks and feels like your home for your stay! The space First Floor The first floor, all hardwood flooring, features an open floor plan for easy socialization and indoor dining at the island counter or the dining table. Plenty of games and seating in the living room, and a more private TV room with a comfortable leather couch is on the other side of the staircase. There is a half-bath on the first floor, and a first-floor bedroom with a twin daybed and trundle. Use this room for some privacy to relax, read, or sleep an additional two guests! Upstairs Escape upstairs to the peaceful en-suite primary bedroom with a walk-in closet, private full bathroom and bright sitting area. Two other bedrooms upstairs feature a double bed and raised twin bunk (in the “whale room”) and two twins (in the sunny “front room”). A pretty desk area with a working printer overlooks the stairs for a home office setup. There is also a 3/4 bath upstairs off the hallway. Amenities include central AC (on the second floor only) a dishwasher, washer/dryer, cable TV, high-speed Internet, a BBQ grill, and an outdoor shower. Outside Our private yard is blocked from the street by a gated fence, leaving a side yard for play. The back yard itself has a seasonally-prepared (May-September) sitting area with 2 cushioned swing seats, a Solo Stove for toasting marshmallows or enjoying the ambiance in the salty evening air, a grill and full umbrella over a table seating 6. Take an outdoor shower after a day at the beach, and play pick-up sports games in the level back yard. The Area This is an immensely safe, friendly, and walkable neighborhood full of charming houses and gardens, and a protected cul-de-sac feel given the way the quiet side-streets loop around. Wild rabbits live on the land adjacent to our property. Ridgevale Beach, a family-friendly favorite, is a walkable half-mile away. Take the wagon down, cross the walking bridge to the protected tidal pool swim area, or walk past the dunes to swim in Nantucket Sound. There is also a snack bar and beach rentals and lessons at the parking lot. Great freshwater kettle ponds (Schoolhouse Pond and Goose Pond) are just a short drive away, and the bike path is less than a mile away. Bike or walk along it to the bikers’ entrance of Short n Sweet Ice Cream, or use the path to access local parks, playground and beaches all the way into town, or go further afield with its connection to other towns along the Cape! Head up Main Street to visit Chatham’s famous shops and restaurants. While we are walkable to Ridgevale Beach, Hardings Beach, Forest Beach, and Cockle Cove Beach are also close by. Included Beach towels for 6 are always included. A pull-along beach wagon, a chair wheelie, boogie boards, sand toys, and a beach umbrella are also all available (stored in the basement) to make your vacation easier. A baby cot Pack-and-Play can be left for those with young ones upon request. Puzzles, toys, and games for all ages are available for family fun! Pet friendly! We have an optional 2' fence to enclose the patio stored on-site (available upon request), and tie-outs and dog water bowls. There is also a page in the manual with ideas on great places to bring dogs (even off-leash!) The upstairs has central AC (builders only installed it there before our time) and the downstairs has ceiling fans and a box fan. The linen closet has a first aid kit, nightlights, and handy back-up items. Staying in this Happy Yellow House will be the easiest vacation you have ever had! Optional Extras Inquire about the possibility of adding on 3 children’s Kayaks, paddles, and life jackets! (In additional photos). Noteworthy Details Here's a note we received from renters last summer, upon their arrival: "We are all settled and unpacked. What a beautiful home. The pictures online show a very nice house. However, it is much nicer than the pictures! We will take good care of your lovely home!" We think it is even nicer than the photos too, and hope you consider this house as perfect for your family vacation as we and others have found it! An interesting tidbit about Chatham: Filming for the Netflix MiniSeries "The Perfect Couple" starring Nicole Kidman, Liev Schreiber, Meghann Fahy, Dakota Fanning, Eve Hewson and Jack Reynor took place in our beachside town! Guest access The entire house! The washer and dryer are in the basement, which does have a gated area for Owner Storage and two of the closets are locked to contain owner items. Entry is contact-less, via a lockbox code given before check-in.

Happy Yellow House, Walk to Ridgevale Beach!

16601 - The Salty Seashell: Great Location Outdoor Space Dog Friendly The space Set in Chatham, this well-appointed Cape Cod home offers an easy, comfortable base for classic Cape days—from morning walks to Hey Joe & Jam for coffee, to afternoons at Harding’s Beach or Oyster Pond, and evenings spent back at home unwinding together. With classic details and practical amenities, it’s a place that feels relaxed from the moment you arrive. The main living and dining areas feature wide-plank pine hardwood floors and a flat-screen TV, perfect for winding down after a day at the beach or watching a game at Veterans Field. The fully equipped galley kitchen includes a gas stove, dishwasher, and large side-by-side refrigerator—ideal for everything from quick breakfasts or family dinners. On the main floor, you’ll find a bedroom with a queen bed along with a full bathroom. Upstairs, two additional bedrooms—one with a queen bed and a twin with a trundle (2 twin beds), the other with a queen bed and a twin bed—share a comfortable loft area with new furniture that works well as a secondary lounge or kids’ hangout. The private primary suite, located on the second floor above the garage, is accessed from within the home via its own staircase and features a king bed and an updated en suite full bathroom. Outside, the backyard offers space to relax and play, with a fire pit and Adirondack chairs set up for easy evenings outdoors—perhaps after ice cream at Kream & Kone or a sunset walk around town. Sliding glass doors from the kitchen and dining area lead to the deck and adjacent patio, creating a convenient flow for grilling, outdoor meals, or stepping outside with your morning coffee. A ping-pong table in the basement adds indoor entertainment for rainy days or active evenings. Whether you’re staying close to home or heading out to explore everything Chatham has to offer, this is the perfect place to settle in. Home Details: -Dogs Welcomed (w/fee of $40/night per dog) -Sleeps 10 -2 floors Bedrooms -Total 4 -1st Floor Bedroom 1: 1 Queen Bed -2nd Floor Master Bedroom: 1 King Bed w/ en suite Full Bathroom -2nd Floor Bedroom 1: 1 Queen Bed and 1 Twin Bed w/ Trundle (2 Twins) -2nd Floor Bedroom 2: 1 Queen Bed and 1 Twin Bed Bathrooms -Total 3 -1st Floor: Full Bathroom w/ Shower -2nd Floor: Full Bathroom w/ Shower/Tub combo -2nd Floor: Full Bathroom w/ Shower/Tub combo (en suite King Bedroom) Other Amenities -WiFi -TV -Central A/C -Washer/Dryer -Indoor Fireplace NOT for guest use (fines remitted) -Gas grill -Outdoor shower -Fire Pit (wood) -Private yard -Ping Pong Table in Basement -Minutes to the beach -Sheets and Bath Towels Provided with Beds Made Upon Arrival -Cleaned with Hospital Grade Disinfectant -Parking for 3 cars maximum C0423810550

Great Location Outdoor Space Dog Friendly

16606 - Chatham Charmer: Game Room Walk to Nantucket Sound! The space Nestled between Harwich Port and Chatham Center, this charming Cape Cod retreat offers the perfect blend of relaxation and recreation for your family getaway. The home boasts two spacious family rooms and a large backyard, providing ample space for everyone to unwind. The expansive back deck, complete with a convenient outdoor shower, is the ideal spot for morning coffee in the sun or a delicious evening barbecue on the gas grill. A short, leisurely 10 minute stroll takes you to two picturesque beaches—Forest and Pleasant Street—where you can soak up the sun and enjoy the coastal breeze. For more beach adventures, Ridgevale and Hardings Beach are just a quick drive away, perfect for family outings. If you're in the mood for a scenic ride, the Old Colony bike trail is only a few blocks from your door, offering a delightful way to explore the area. Inside, the home is equipped with modern comforts including central air conditioning, Wi-Fi, and three smart TVs, ensuring a comfortable and connected stay. You'll enjoy a new dining room that seats ten and a lively game room in the basement—perfect for kids and active adults alike. This dog-friendly haven welcomes your furry friends for an additional fee, making it a true family-friendly destination. With beds made upon arrival, fresh linens, and thorough cleaning with hospital-grade disinfectant, you can relax from the moment you step inside. Whether you're here to create new memories or continue a cherished tradition, this home is the perfect base for your Cape Cod adventures. Home Details: -Dogs Welcomed (w/fee of $40/night per dog) -Sleeps 10 Bedrooms: -Total 4 -1st Floor Bedroom: 1 Full Bed -1st Floor Bedroom: 1 Queen Bed -2nd floor Bedroom: 1 Queen Bed -2nd floor Bedroom: 1 Queen Bed and 1 Bunk Bed (2 Twins) Bathrooms: -Total 2 Full Baths, 2 Half Baths -1st Floor: Half Bathroom -1st Floor: Full Bathroom w/ Shower/Tub combo -2nd Floor Half Bathroom -2nd Floor: Full Bathroom w/ Shower/Tub combo Other Amenities -Gas Grill -Smart TV -WiFi -Central A/C -Private Yard -Outdoor shower -GAME ROOM! -Gas Fire Pit -Sheets and Bath Towels Provided with Beds Made Upon Arrival -Cleaned with Hospital Grade Disinfectant -C0424570550

Game Room Walk to Nantucket Sound!

Experience the ultimate Cape Cod getaway at our charming and spacious recently renovated Victorian in Chatham, MA. Our 4-bedroom home sleeps up to 10, great for families or groups. The comfortable living room, and gorgeous dining area, and fully equipped kitchen are perfect for creating unforgettable memories. Enjoy the 3 updated bathrooms, child-friendly environment, and fenced-in yard for pets. Short walk to Main Street shops or Oyster Pond. During peak summer, Saturday-Saturday rentals only. The space BEDROOM 1 - The Grand Suite (sleeps 1-2) Welcome to the Grand Suite, our most spacious and luxurious room in the house. This huge room boasts a comfortable king size bed, a cozy sitting area, blackout blinds, Roku TV, and a wardrobe for your belongings. Full of beautiful natural light. BEDROOM 2 - The Tranquil Retreat (sleeps 1-3) For those seeking peace and quiet, the Tranquil Retreat is the perfect choice. This quiet room at the back of the house overlooks the conservation area and offers a queen size bed and a twin bed, blackout blinds, and Roku TV, making it perfect for a couple or small family. You'll love the sitting area, perfect for reading or just taking in the serene views. BEDROOM 3 - The Garden View (sleeps 1-2) The Garden View is another quiet room at the back of the house, offering stunning views of the backyard and conservation area. This room features a comfortable queen size bed, a sitting area, Roku TV, and blackout blinds. BEDROOM 4 - The Loft Suite (sleeps 1-4) This third-floor Loft Suite boasts an en-suite renovated bathroom, a comfortable king size bed, and two twin beds. The room opens up to a third-floor living area with stunning views of the conservation area and duck pond. This suite is perfect for a group of friends, cousins, kids, or small family looking for a private and comfortable space to relax and have fun together. The Loft Landing (sleeps 1-2) The Loft Landing living area includes a pullout sofa for extra sleeping space, Roku TV, and sitting area. Each of our four bedrooms is unique, comfortable, and beautifully decorated to ensure a great night's sleep. Whether you're traveling with a group of friends, family, or just looking for a quiet retreat, our Chatham vacation rental has something for everyone. Extra amenities: * Pak N Play * High Chair * Large Dog Crate * Dog Bed * Kids Toys (under 5) * Board Games * Bluetooth Speaker * Beach chairs, umbrella, toys Guest access Guests have access to the entire property including the home, the game barn, the patio, the porch, the fenced in side yard, and the open backyard. Other things to note Weeklong Saturday-Saturday rentals only during peak summer season

Main St fun for groups! Game barn! Walk to town!

16614 - Chatham Pearl: Stellar Home with Hot Tub & Movie Room! The space Sitting in a quiet neighborhood in beautiful Chatham, this classic Cape home is ready to host your next vacation. A movie room complete with a popcorn and candy machine is waiting for your favorite vacation films, while a stellar location minutes from Oyster Pond brings the summer fun to your backyard. This is truly a Chatham Pearl! Stepping into this beautiful home, a large kitchen provides plenty of space to cook up your favorite vacation treats. An incredible and unique feature of this home is the newly completed movie room, where you can eat some popcorn and candy from the included machine, as well as play your favorite card games at the elevated card table. After a long day of exploring the Cape and enjoying this fun hangout, this home comfortably sleeps 10 among its 4 bedrooms. The first floor houses two bedrooms, including the perfect kids room with two bunk beds. Upstairs, the remaining sleeping quarters can be found, with extra privacy to count sheep all night long. < Outdoors, a private yard is a great place to watch your pup run around while soaking in the hot tub. Or, enjoy a meal under the stars at the outdoor dining and lounging area. Other amenities include a washer and dryer, a propane grill, a screened-in porch, and an outdoor shower. With all new updates including central A/C throughout the home, and incredible amenities to choose from in every corner, this is no hidden pearl, it’s the Chatham Pearl! Home Details: -Dogs Welcomed (w/fee of $40/night per dog) -Sleeps 10 -2 floors (1st Floor + 2nd Floor)< -2,800 Sq. Ft. Bedrooms -Total 4 -Bedroom #1: 1 Queen Bed, 1st Floor -Bedroom #2: 2 Twin Bunk Beds (4 Twin Beds Total), 1st Floor -Bedroom #3: 1 King Bed, 2nd Floor -Bedroom #4: 1 Queen Bed, 2nd Floor Bathrooms -Total 2 -Bathroom #1: Full Bathroom with Tub/Shower Combo, 1st Floor -Bathroom #2: Full Bathroom with Tub/Shower Combo, 2nd Floor -Central A/C -Smart TV -Smart Lock/ Self Check-In -WiFi -Washer and Dryer -Hot Tub -Screened-In porch -Propane Grill -Outdoor Shower -Fire Pit -2 Minute Walk to Oyster Pond -Sheets and Bath Towels Provided with Beds Made Upon Arrival -Cleaned with Hospital Grade Disinfectant C0416350550

Stellar Home with Hot Tub & Movie Room!

16629 - Dock Holiday: Amazing Location! Lakefront Waterside Deck The space Get ready for a week of rafting, canoeing, kayaking, paddle boarding and swimming in a huge, clear freshwater lake. Sure, you’re on Cape Cod, in super desirable Chatham, but you’re also lakefront on a gorgeous body of water, so you’ll truly be able to take advantage of all the fun water sports the Cape has to offer. You’ll experience blissful solitude as you sit on the deck of this home, sipping your morning coffee and watching the warm summer breeze or crisp autumn air sway the surrounding salt pines. Whipping up meals will be a cinch in the spacious and well-equipped kitchen, and those not on cooking or clean-up duty can relax in the huge living room, overlooking the lake or swing peacefully in the outdoor hammock. There’s really no need to leave this home, but should you choose to, downtown Chatham, a variety of saltwater beaches, restaurants, boutiques, mini golf, seal tours and beach yoga are all a short drive away. All beds will be made up with fresh linens at no extra charge, and the home comes equipped with WiFi, Cable, window A/C units in the bedrooms, and a washer/dryer. Come to this waterfront oasis for a week of fun, restoration and memory-making! Home Details: -Dogs Welcomed (w/fee of $40/night per dog) -Sleeps 8 -3 Floors Bedrooms -Total 4 -2nd Floor Master Bedroom: 1 King Bed -2nd Floor Bedroom: 1 Queen Bed -Ground Floor Bedroom: 2 Twin Beds -Ground Floor Bedroom: 2 Twin Beds Bathrooms -Total 2 -1st Floor: Half Bathroom -2nd Floor: Full Bathroom w/ Shower/Tub combo -Ground Floor: Full Bathroom w/ Shower Other Amenities -Window A/C Units in Bedrooms -TV -WiFi -Washer/Dryer -Indoor fireplace is NOT for guest use -Outdoor Shower -Private Yard -Fire Pit -Large 2nd Floor Deck with Water Views -Waterside Deck -Gas Grill -Waterfront on Goose Pond -Minutes from Downtown Chatham -Linens and Bath Towels Provided with Beds Made Upon Arrival -Cleaned with Hospital Grade Disinfectant C0058710550

Amazing Location! Lakefront Waterside Deck

16677 - Nautical Nest: 0.6 Miles to Beach Great for families! The space Seals swim off shore while you soak up the rays on the immaculate beaches of Chatham! Enjoy fine dining, outdoor concerts, saltwater and sunshine at your new favorite vacation destination, the Nautical Nest Stepping up the covered front porch, enter into the home's beautiful living room, with ceilings towering above and natural light flooding in from the skylight and patio doors at the rear of the home. Adjacent to the living room, the home's kitchen, complete with breakfast bar, is a wonderful place to whip up some treats before heading out to the beach. Past the kitchen, the dining room, complete with bay windows, even has beautiful framed instructions on how to prepare clams and other Cape Cod delicacies, as well as displays on the many types of animals you may see while exploring the Cape. An additional TV room, with large sectional and flat screen tv, is a great place to unwind after a long day of exploring Chatham. When it's truly time to call it a night, choose from one of three bedrooms in this sleeps 8 home. Located on the first floor, the home's primary bedroom, fittingly named the Captain's Quarters, welcomes you in with a comfortable king bed. On the ground floor, the perfect escape for kids awaits, with a shark themed kids bedroom, and even a full playroom and private TV space to enjoy their own favorite flicks. Outside, enjoy the Chatham sunshine on the back deck, or wander down to the patio, both complete with outdoor dining and lounging options. Minutes from your front door are countless beaches, including lovely Forest Beach, where you and the family can enjoy the wonders and natural beauty of Cape Cod. Your next vacation will have memories that will last a lifetime, why not flutter on down to the Nautical Nest! Home Details: -Sleeps 10 -3 Floors (Ground Floor, 1st Floor + 2nd Floor) -1,512 Sq Ft Bedrooms -Total 4 -Ground Floor Bedroom: 4 Twin Beds -1st Floor Bedroom: 1 King Bed -2nd Floor Bedroom: 1 King Bed -2nd Floor Bedroom: Queen Bed Bathrooms -Total 3 -Ground Floor: Full Bathroom w/ Shower -1st Floor: Full Bathroom w/ Shower -2nd Floor: Full Bathroom w/ Tub/Shower Combo Other Amenities -Fully Equipped Kitchen with Dishwasher -Smart Lock/Self Check-In -WiFi -Smart TV with Streaming and Cable -Washer & Dryer (Ground Floor) -Central A/C -Deck & Patio with Outdoor Dining and Lounging -Basement TV Room and Kids Play Space -Propane Grill -Fire Pit (wood) -Outdoor Shower -Private Yard -NO PETS (fines remitted) -0.6 Miles to Forest Beach -Sheets and Bath Towels Provided with Beds Made Upon Arrival -Cleaned with Hospital Grade Disinfectant C0414080550

0.6 Miles to Beach Great for families!

16690 - Chatham Haven: Walk to Beach, Private Patio and Backyard! The space Discover the charm of Chatham at Chatham Haven, a delightful vacation home perfectly located in a private, wooded yard adorned with beautifully maintained gardens. With Pleasant Street Beach just a short walk away, families can easily enjoy sun-soaked days by the shore, accessible for children of all ages. Forest Beach is also a short walk away, with the added bonus of if you decide to drive no beach sticker is required. The home accommodates multi-generational families with two comfortable first-floor bedrooms and a convenient shared bathroom. Step outside to the brick patio, a serene oasis surrounded by lush gardens. With ample seating, a propane grill, and an outdoor shower, this space is perfect for dining al fresco or simply unwinding after a day at the beach. Plus, Red River Beach is only a mile away, offering even more opportunities for seaside fun Chatham Haven is ideally situated near a variety of beloved local restaurants. Savor delicious meals at Brax Landing, indulge in Italian at Buca's Tuscan Roadhouse, or grab a casual bite at Drifters—each just a short drive away. Experience the perfect blend of relaxation and adventure at Chatham Haven, where cherished memories await in this beautiful coastal escape. Home Details: -Dogs Welcomed (w/fee of $40/night per dog) -Sleeps 10 Bedrooms -Total 4 -1st Floor Bedroom: 1 Queen Bed -1st Floor Bedroom: 2 Twin Beds -2nd Floor Bedroom: 1 Queen Bed -2nd Floor Bedroom: 2 Bunk Beds - (four twins) Bathrooms -Total 2 -1st Floor: Full Bathroom w/ Shower/Tub Combo -2nd Floor: Full Bathroom w/ Shower Other Amenities -Central A/C -WiFi -Cable TV -Washer/Dryer -Propane Gas Grill -Fire Pit (wood) -Outdoor Shower -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

Walk to Beach, Private Patio and Backyard!

Our home is located in a quiet neighborhood close to beaches, golf courses and bike trails. It is a short drive to Chatham town center and is the perfect location to be close to all attractions but secluded enough to unwind. Take advantage of the outdoors on a new deck and large backyard. Large, mature plants and trees surround the property on three sides. Blackberry, raspberry and blueberry bushes in the backyard provide ripe fruit in the summer months. The space All bathrooms and kitchen recently renovated. Fast 1GB internet, full cable, multiple living areas with smart TVs, work from home friendly. Large dining room table for all your family and friends to gather. Built in AC units in all bedrooms. Cathedral ceiling living room opens to a deck and beyond. 2 bedrooms on the first floor and 2 bedrooms on the second floor add privacy for larger groups. All bedrooms have new hardwood floors installed in 2023. Full house Bluedrop water filtration system. Outdoor space includes decks, a brick patio, fire table, chairs for lounging and a new grill. Two outdoor showers with changing areas. One shower is accessible directly from a first floor bathroom. The yard is bordered by bushes and trees. It is not fenced. Guest access Entire property is accessible to guests except for the garage which we use to store lawn tools etc. Other things to note We ask guests to not park on the street. There is ample parking for 4 cars in the driveway. We have exterior security cameras for our home's safety when not in use. 9 person max guest policy. Shampoo, conditioner, & body wash in addition to all linens are provided. The kitchen is stocked with essentials (oils, spices, coffee) with all utensils and many cooking instruments, pots, pans, plates, etc. Chatham STR-320.

Spacious Pet Friendly Cape, Large Yard

The space Relaxed Cape Escape near Bucks Creek & Ridgevale Beach Welcome to your Cape Cod getaway in Chatham. This two-story home sits in a peaceful neighborhood within walking distance of the scenic Bucks Creek Marsh area and less than a mile from beloved Ridgevale Beach. Whether you're here for sunny beach days, bike rides, or seafood feasts around the grill, this is a spot made for easy living. Step inside to a bright and comfy living room perfect for movie nights, rainy-day lounging, or board game battles around the coffee table. The kitchen has everything you need to whip up vacation meals, from pancake breakfasts to fresh-off-the-grill dinners. There’s also a dining table for eight so the whole crew can gather together. Outdoors, you have choices: lounge on the farmhouse front porch to enjoy a good book or conversation, or slide open the back door to enjoy refreshing breezes and meals outdoors on the backyard private deck. Fire up the gas grill and toast to another perfect Chatham evening. The first floor has a large bedroom with a king bed, and also offers a full bathroom and convenient washer/dryer. Head upstairs to find three relaxing bedrooms and two more full baths. The primary suite includes its own seating area, TV, and en suite with a tub/shower combo. The additional bedrooms share a full bath along with a cozy reading / play area. All have plenty of natural light. Adventure is never far. The Cape Cod Rail Trail is just a mile away for biking and exploring, the downtown Chatham shops and restaurants and numerous beaches are all within an easy drive. Chatham is perfectly situated mid-Cape to explore the beauty of the cape, from state parks to local conservation lands to the national seashore. Summer nights offer the opportunity to take in a Cape Cod League game at the local Chatham Anglers ballpark or concerts at the Chatham bandstand. Pack your flip-flops, bring the family (including the board games), and settle into a carefree Cape Cod vacation.

Stevie, The Cape Farmhouse

Bright Cape-themed 4 bedroom, 2 BA split level home, adjacent to conservation land & close (0.7 miles) to Red River Beach, a large family-friendly beach off Nantucket Sound. -Open floor plan w/LR, dining area and kitchen -Large deck off kitchen with lounge chairs & dining space -3 BR on the main level along with 2 baths -Open ground level with TV, games and outdoor access, plus additional large BR (sleeps 4) -Outdoor space with propane grill & fire pit -Early check in/Late check out standard The space Flexible Check-in/Check-out to Maximize Your Stay This is my family's summer home that we rent for selective weeks and days when we are unable to get away. The home is 0.7 miles to Red River Beach, a large public beach off Nantucket Sound, with life guards, bathrooms, a food stand and weekday beach-combing in the summer. It’s a great family beach with lots of jetties, shells and space for boogey boarding. The space contains all the items you need for a perfect beach get away: outdoor shower, shed with beach supplies, back patio/grill, firepit, newer mattresses and beds enabling flexible sleeping arrangements. Pets are not allowed under any circumstance. This is my home and we suffer from severe allergies and asthma, exacerbated by animal dander. Please do not ask for exceptions or violate this rule. It will require expensive deep cleaning, including steam cleaning of all rugs, carpet and furniture. The main living space consists of a wide open floor plan (Cathedral ceilings) with living room, dining area (large table seats 8, with additional seating at island counter for 2), and kitchen and large deck (again, table and chairs for 8 on the deck). Kitchen has all the cooking gear you'll ever need (lobster pots are in the storage space downstairs). We installed new windows in Summer 2022. There are 3 bedrooms on the main level along with 2 baths. The ground level contains a large open space for kids to play in, walk out to back yard/shower and the grill, firepit, bistro tables and outdoor living area. There is an additional bedroom on ground level that could sleep a family of 4. The master bedroom contains a queen and a renovated marble en-suite. The second bedroom contains a queen and a separate twin. The third bedroom has a queen as well. Downstairs on the ground level is another queen and 2 twins (formerly bunkbeds). While bed counts may exceed my maximum allowed guest that is for sleeping flexibility NOT for additional invites. The maximum guests allowed is 10 (up to 8 adults) to manage wear and tear on the property and for your own enjoyment given just 2 full baths and seating for 8-10 in the dining area and outside. Guest access Full use of house excluding designed owners storage spaces Other things to note The shed contains all the beach gear you need: 8 beach chairs, boogey boards and sand toys. Though, feel free to bring your own. Bring your bikes or borrow ours, because the Old Colony Rail trail is 0.6 miles away, where you can bike to Chatham or head north all the way to Wellfleet on a partially shaded car free trail.

Red River Beach Getaway in Harwich

This charming 4-bedroom, 3-bath Chatham home is perfect for your next getaway. The bright, coastal retreat features 2 master suites (one with a private entrance), spacious bedrooms, and a well-stocked kitchen. Enjoy BBQs in the backyard, a 5-min drive to Hardings & Ridgevale Beaches, and a 2-mile trip to downtown Chatham. Plus, explore the nearby bike path for scenic rides with family and friends! The space This spacious Chatham beach house comfortably sleeps 8, making it the perfect retreat for families or friends. With 4 bedrooms and 3 bathrooms, there’s plenty of room for everyone to relax and unwind. The home features two master suites, including one newly renovated suite with a queen bed, a private entrance for added privacy. The other two bedrooms each feature a queen bed, and the fourth room has two twin beds, offering flexibility for various group sizes. The open-concept living space is bright and welcoming, featuring a cozy living room, a newly renovated kitchen with modern appliances, and a spacious dining area perfect for family meals or entertaining friends. The property sits on a half-acre plot with a fantastic outdoor area, including a deck, grill, and outdoor shower—ideal for enjoying the Cape Cod weather after a day at the beach. The home is just 5 minutes from both Ridgevale and Hardings Beach, and a short drive to downtown Chatham’s shops and restaurants. This beach house combines comfort, privacy, and a prime location, making it the perfect base for your next Cape Cod getaway!

Elbow Inn, Private Retreat with 2 Master Suites

Spacious home in Chatham sleeps 10 and features a fully renovated kitchen, large dining areas, multiple smart TVs, AC, and two outdoor living spaces with grill and fireplace. Just steps from the Old Colony Rail Trail that connects to Cape Cod Rail Trail and walking distance to downtown shops, dining, and ponds. Ideal for families or groups seeking comfort, convenience, and access to nature. The space Tucked away in a peaceful and sought-after Chatham neighborhood, this spacious home offers the perfect balance of privacy, comfort, and convenience for groups or families. With four bedrooms and two full bathrooms, the home comfortably accommodates up to 10 guests. The first floor features one queen bedroom and a full bathroom with a tub/shower combo, while the second floor hosts three additional bedrooms—including a room with two full beds and two twin beds—and a second full bath. Both bathrooms offer tub/shower combinations for added flexibility. For easy planning, here are the bedroom layouts: Bedroom 1 (First Floor): Queen Bed Bedroom 2 (Second Floor): Queen Bed Bedroom 3 (Second Floor): Queen Bed Bedroom 4 (Second Floor): 2 Full Beds, 2 Twin Beds Office: Day Bed The heart of the home is a beautifully renovated kitchen, completed in 2025, boasting all new appliances including an induction stove with double ovens, a refrigerator, dishwasher, and microwave. Thoughtfully designed with a large quartz island, farmhouse sink, sensor-activated faucet, and generous cabinetry, the kitchen is ideal for preparing group meals. Seating is abundant, with space for ten at the dining table and room for 7–8 guests at the kitchen counter. A Keurig, French press, toaster, and blender provide everyday convenience. The main living room is designed for gathering, featuring a sectional sofa, additional chairs, large area rug, decorative fireplace, and a smart TV. Upstairs, guests will find a quiet reading nook with soft lighting and comfortable seating, perfect for relaxing with a book. A dedicated office space offers a quiet corner for remote work, with the flexibility to be used as an additional sleeping area if needed. Minisplit AC units are located in three bedrooms, the kitchen, and the main living room, with a window AC unit in the first-floor bedroom for comfort across all seasons. Outdoor living is just as inviting, with two distinct areas designed for relaxation and entertaining. One space features a sectional sofa under a wisteria-covered pergola, ideal for shaded lounging or evening conversations. The second outdoor area offers a propane grill, fireplace, dining area, and flexible seating options—perfect for meals under the stars or laid-back gatherings. Located just steps from the Cape Cod Rail Trail, the property is ideal for biking, walking, or running through scenic woodlands and coastal landscapes. Guests can easily explore downtown Chatham on foot, with its selection of shops, restaurants, galleries, and the beloved Orpheum Theater. Nearby kettle ponds and conservation land offer tranquil settings for kayaking, paddleboarding, or simply enjoying nature. Hardwood floors run throughout the first floor and most of the second floor, with tasteful area rugs in bedrooms and shared spaces. One upstairs bedroom is carpeted. A washer and dryer are available in the basement, and there are just a few steps at each entrance for easy access. Whether you’re gathering with family, enjoying the outdoors, or working remotely in a scenic environment, this well-appointed home offers the space, features, and location to support a memorable Cape Cod experience. Other Things to Get Excited About: – Central AC via mini-splits in the main living spaces and bedrooms, plus a window unit in the first-floor bedroom for added comfort. – Smart TVs located in the living room, kitchen, and fourth bedroom for streaming and cable entertainment. – Washer and dryer located in the basement for guest use. – Just 3–4 steps to the front and side doors for easy access. – Enjoy nearby kettle pond access for kayaking, paddleboarding, or peaceful reflection. – Walking distance to the Cape Cod Rail Trail and downtown Chatham’s shops, restaurants, and galleries. -Bring your furry friends—up to two dogs are welcome! A $50 pet fee per dog applies. Dogs must be well-trained and either stay with you at all times or be comfortable being left alone without issues. They must also be at least one year old (sorry, no puppies). 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. Other things to note We look forward to welcoming you soon! Standard rules like no smoking, no partying, and being respectful of the neighbors apply. Bring your furry friends, two dogs are allowed. $50 per dog per stay. Dogs must be at least one year old, sorry no puppies! 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. Pet damage will not be covered under this accidental damage waiver.

Spacious Cape Escape Near Rail Trail & Downtown

16636 - Canoe Club: Pond Front Home w/ Game Room Dog Friendly! The space Awake to water views and enjoy your morning coffee on the back deck as you take in the landscape of the pond and let the kids (dog included!) run in the fenced-in yard below. Spend your day canoeing, paddle boarding or kayaking in Mill Pond or head to one of the various area beaches for a day spent with your toes in the sand. Return home to our impeccably clean and cheerful home to cool down in the air conditioning, and whip up some favorite summertime snacks in the brand new kitchen. On the first floor of this home, you will find two bedrooms, one with a king bed, and one with two twin beds. You’ll also find the kitchen, living room and full bathroom. Upstairs there’s a full bathroom, queen bedroom, and private sitting area with a chess board and other table game classics! The finished basement includes two bunk beds, a half bathroom, pool table, ping pong table, and foosball table. Enjoy warm evenings grilling on the back deck -- maybe before heading out to the famous weekly Chatham Band Concert or taking in a movie at the deluxe Orpheum theater downtown. Other Chatham favorites not to be missed are Chatham Corner Store (for fast and fresh Mexican food), Hangar B Eatery (for the best breakfast of your life), and Mac’s Chatham Fish & Lobster (delicious local seafood). This home offers something for everyone in your party - the chef, the water sport enthusiast, the gamer, and even the dog! Don’t miss out on your opportunity to make great Chatham memories! Home Details: -Dogs Welcomed (w/fee of $40/night per dog) -Sleeps 8 Bedrooms -Total: 4 -1st Floor Bedroom: 1 King Bed -1st Floor Bedroom: 2 Twin Beds -2nd Floor Bedroom: Queen Bed -Ground Floor Bedroom: 2 Bunk Beds (4 Twins) Bathrooms -Total: 2.5 -1st Floor: Full Bathroom w/ Tub/Shower Combo -2nd Floor: Full Bathrom w/ Shower -Ground Floor: Half Bathroom Other Amenities -Central A/C -Window A/C in Upstairs Bedrooms -TV -WiFi -Washer/Dryer -Outdoor Shower -Fire Pit (wood) -Foosball Table -Ping Pong Table -Pool Table -Chess Board -Table Games -Gas Grill -Water Views -Waterfront -Walk to Water -Parking is available in the driveway for a maximum of 2 cars. There is no street parking available or allowed. -Sheets and Bath Towels Provided with Beds Made Upon Arrival -Cleaned with Hospital Grade Disinfectant -C0406140550

Pond Front Home w/ Game Room Dog Friendly!

Wake up in our renovated home to fresh ocean views. Chatham’s Forest Beach is right in your backyard, where you can spend the day swimming or lounging. Kayaking, hiking, and tennis are just steps away in our quaint cul de sac. Venture into downtown Chatham for local stores, mom and pop restaurants, fresh seafood, and nightlife! The space In our home: Our remodeled home has it all. Inside, have game nights in the cathedral ceiling living with a gas fireplace. Or, watch your favorite shows in the family room. A renovated kitchen and wet bar is also at your disposal. In your bedrooms, there is a bed and desk so you can work from home during your stay. Outside, grill up a feast at the outdoor kitchen and enjoy Forest Beach just steps away. There is an outdoor shower to rinse off at after a day at the beach! In our neighborhood: In <5 min walk, you can be lounging on the shores of Forest Beach or take a relaxing stroll through the trails of the Forest Beach conservation area. There is a public playground, tennis and basketball court in the cul-de-sac about 15 min walking. The kayak launch is located a 20 min walk from the property. In Chatham & beyond: For those in search of outdoor activities outside of our beautiful neighborhood, the Cape Cod National Seashore and Monomoy National Wildlife Refuge are both a 20 min drive away. Golf courses, parks, and surfing beaches are all within 10-15 min drive. Looking to explore the local towns of Cape Cod? Downtown Chatham is 10 min away offering local shops and bites. Provincetown is 50-min away and is perfect for a road trip! The ferry port to Nantucket is a 15 min drive away making it an easy day trip. Guest access Please do not enter the utility room (1st floor) or unfinished part of the basement.

Renovated Cape Escape at Forest Beach Chatham

Enjoy the beautiful views of Lover's Lake from our home, located at the end of a private drive in central Chatham! You can swim, fish, or bring kayaks and paddle boards, as you will have direct lake access. From morning coffee to watching the sunset, the front patio is suitable for relaxation at any time of day. We are also very close to various beaches (less than 10 min drive), Downtown Chatham (5 min drive), and the Cape Cod Rail Trail. Perfect for families looking to get away over the summer! The space There are 4 bedrooms, and 2.5 bathrooms. We have 1 king bed in the primary bedroom, with its own full bath. There are 3 other rooms, each with 2 twin beds. Each room has its own A/C unit, along with the living area. Lovely breezes from the lake keep the home cool. Other things to note No Pets Allowed

4BR Waterfront Home on Private Lake

Quiet Cape Cod location in East Harwich. We are minutes away from any needs you may have. Short drive in any direction will get you to the beach. Fully Equip kitchen. Four bedrooms plus a pull out couch, do we sleep 10 guests. We supply initial paper towels, toilet paper and all trash bags. PleaLiving area with a smart TV and WIFI. Central A/C and heat. Outdoor shower, grill, fire pit . The back yard is very private and fenced in for kids and pets. We also have a double stroller and 3 bikes. The space All spaces in our home and property are accessible to you. We have a garage but that holds all of the beach equipment for our guests . We sleep a total of 10. There is a pullout couch in the downstairs bedroom . Guest access Driveway fits 4 cars plus parking in the front on the grass to the right of the house. Do not park on the street as we are on a bend in the road . Other things to note We have equipped you with 7 boogie boards and beach toys and bags plus 7 beach chairs and 7 beach towels . No need to pack chairs in the car when traveling or purchase a $25 chair if coming by plane . 2 beach umbrellas. We also have clown game bean bag toss . Great family fun . There is also a chest freezer in the garage .

Cozy Cape House; Deck, Fenced Yard & Pet Friendly

Completely renovated, steps from the hiking/biking trail ,and a wonderful ice cream shop. Less than a mile from Cockle Cove Beach. Private fenced yard with chairs and table to relax in the front yard and private shaded back yard. The outdoor shower is on the west side of the house, bathed in the late day sun. Bed and Bath linens are included. Please bring beach towels. Other things to note In the high season from late June to early September , the home is available in 7 night blocks with check in AND check out on Saturday.

The Boarding House. Steps from Ice Cream Shop

17709 - The Playground: Spacious w/ Basketball Court & Playground! The space Located at the end of the street in a desirable Harwich Port neighborhood, our large family home will provide endless fun for your entire group. Relax on the back deck while you watch the kids have a blast running around and playing on our jungle gym, with ladders, monkey bars, and a slide. Get everyone together for a pick-up game of basketball, as our driveway doubles for a basketball court. Red River Beach is just a 3 minute drive down the road, and our home is right around the corner from Main Street and downtown Harwich Port, where you will find plenty of great dining, shopping, and entertainment options. Walk through the front door of our home to find a combined living/dining area with a huge flat screen TV, comfortable couches with plenty of seating, and a high top tables and chairs. The first floor also features a fully equipped kitchen, formal dining room, bedroom with queen bed, full bathroom, and quiet living room that is perfect for reading or relaxing. Upstairs are three more bedrooms: the master with a king bed, another with a queen bed, and the third with two full beds (bunk beds), as well as another full bathroom. Other amenities include central A/C, WiFi, TV, a washer/dryer in the basement, gas grill, and sheets and towels provided for each guest. Our home is also dog friendly, so don’t forget to bring your best friend along too. Make your next family vacation one to remember and book now! Home Details: -Dogs Welcomed (w/fee of $40/night per dog) -Sleeps 10 -2 Floors Bedrooms -Total 4 -1st Floor Bedroom: Queen Bed -2nd Floor Master Bedroom: King Bed -2nd Floor Bedroom: Queen Bed -2nd Floor Bedroom: 1 Bunk Bed (2 Fulls) Bathrooms -Total: 2 -1st Floor: Full Bathroom w/ Tub/Shower Combo -2nd Floor: Full Bathroom w/ Tub/Shower Combo Other Amenities -Central A/C -TV -WiFi -Washer/Dryer in Basement -Wood Fireplace NOT for Guest Use (Fines Remitted) -Private Yard w/ Playground -Gas Grill -Minutes to Main Street -3 Minutes to Red River Beach -Sheets and Bath Towels Provided with Beds Made Upon Arrival -Cleaned with Hospital Grade Disinfectant C0414811260

Spacious w/ Basketball Court & Playground!

16644 - Lover's Lookout: Waterfront on Private Lake! The space Enjoy your best days of summer at our waterfront home located on the private Lover’s Lake in central Chatham! Bring or rent kayaks/SUP boards (Chatham Kayak Company is close by!) and cast away on the water soaking up the Cape Cod sun! Craving a little salt? Not to worry, Jackknife Beach and Harding’s Beach are both just a 5-10 minute drive away. When you are all watered out, come back to the house to grill dinner on the gas grill and enjoy a meal on either the 2nd-floor deck or covered patio. Head back towards the water and relax in an Adirondack chair and watch the sunset paint the sky over the lake! Alternatively, brighten up a rainy night by making a homemade meal in the newly renovated kitchen, bright and clean with glistening white subway tiles and Stainless Steel Samsung Appliances. Enjoy an appetizer in the living area then share a meal around the formal dining table and admire the gleam of the steel art and decorative fireplace in the light. After dinner, retreat downstairs to the TV/Game Room for some late-night fun. Play a game of foosball, eat some popcorn and watch a movie on the couch, or indulge in a classic board game like Trivial Pursuit or Scrabble. When you’re finally tuckered out from the day, head your separate ways to one of our home’s 4 bedrooms that sleeps up to 9 people. The main bedroom sits on the backside of the house on the first floor and features a King size bed-- where you can overlook the lake from a wall of windows that wraps around the back corner of the room. It also boasts a King bed, private Full Bathroom, TV, and a closet and dresser for ample storage. The second bedroom awaits across the home and struts a Queen Bed, TV, Full Bathroom, and large closet. The final two bedrooms are off of the Game Room on the ground floor. The third bedroom has one Queen and one Twin bed, closet and dresser, and its own door to the shared full bathroom-- which makes bedtime a breeze with two sinks! The fourth bedroom is across the floor and has two twin beds, a dresser, and a slider that goes out to the Patio. Central A/C on the 1st floor and mini-splits on the ground floor will keep you cool on the most feverish days of summer! Other top amenities include WiFi, TV, gas grill, and sheets and bath towels provided for each guest. If you’re up for exploring the town, stroll down Main Street Chatham, or catch the Chatham Angler’s (of the Cape Cod Baseball League) play at Veteran’s Field. While you're out and about, be sure to check out some of our favorite eateries too like Hangar B (serving the best brunch around!), Mom & Pop’s (grilling the best veggie burger you’ll ever have), or Mac’s Chatham Fish & Lobster (broiling/frying all the best of Cape Cod seafood). Our waterfront home is bound to leave you with everlasting memories of summer and steal your heart forever! Home Details: -Sleeps 9 -2 Floors (Ground Floor and 1st Floor) Bedrooms -Total 4 -1st Floor Master Bedroom: 1 King Bed w/ en suite Full Bathroom -1st Floor Bedroom #2: 1 Queen Bed w/ en suite Full Bathroom -Ground Floor Bedroom #3: 1 Queen Bed and 1 Twin Bed w/ en suite Full Bathroom -Ground Floor Bedroom #4: 2 Twin Beds Bathrooms -Total 3 - 1st Floor: Full Bathroom w/ Shower (en suite King Bedroom) -1st Floor: Full Bathroom w/ Shower/Tub combo (en suite Queen Bedroom) -Ground Floor: Full Bathroom w/ Shower Other Amenities -Central A/C on 1st Floor -Mini-Split A/C System on Ground Floor - TV -WiFi -Fireplace NOT for guest use -Game Room (Foosball Table) -Board Games/Games -Washer/Dryer -Gas Grill -Deck with Furniture -Patio with Furniture -Private Backyard -Waterfront on Private Lake -NO pets (fines remitted) -Sheets and Bath Towels Provided with Beds made Upon Arrival -Cleaned with Hospital Grade Disinfectant C0408780550

Waterfront on Private Lake!

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!

The Chatham Beach House is a short walk to Pleasant Beach and Nantucket Sound and offers a tremendously bright, charming and cozy atmosphere. Ideally situated a short drive from Downtown Chatham, Downtown Harwichport, Wychmere Beach Club, Ridgevale Beach and in walking distance to dining at Picses & Drifters. This four-bedroom beach house is newly renovated and can accommodate up to eight guests. Ample parking for four vehicles. The space Enter into the tranquil living space with cathedral ceilings surrounded by windows and wonderful light. The space lends itself to entertaining and relaxing with its comfortable sofa and chairs, large dining table and modern well-equipped kitchen and 2 full baths. Enjoy the outdoor space that features beautiful landscaping, a large private patio for entertaining equipped with a gas grill, fire pit and patio furniture, and of course a Chatham beach house would not be complete without an outdoor shower! The master bedroom is located on the second floor and has an inviting cozy coastal design. Other things to note The home is equipped with everything you will need during your stay. If you plan to rent boats, paddle boards or kayaks we recommend Chatham Sail at The Ridgevale Beach Snack Bar. Chatham’s best family beach!

The Chatham Beach House

Enjoy a peaceful getaway in a perfect Cape Cod location minutes to downtown Harwich Port and 10 minutes to Chatham. Private backyard with year round hot tub.  Open floor plan - sleeps 10.  Bikes, beach toys and chairs provided. This spacious house is great for families and weekend trips. It is located 1.5 miles away from Wychmere Beach club . Our beaches are beautiful  - Bank Street beach 1.6 Miles (5 min drive) and Red River Beach 2.4 miles away (7 minute drive) .

Peaceful Getaway - Beaches - Wychmere Beach Club

This home has recently been gut renovated with a stylish, modern beach house feel.

Renovated Chatham Beach House

Come to our beautiful, spacious, and comfortable home away from home. Near to many ponds, nature trails, and the Rail Trail bike path. 4 BDs (1 king, 2 queens, 2 twins), 2 1/2 baths, with AC, patio, and in ground pool. Four separate living spaces- cozy living room with large TV, sun filled family room, furnished basement (with entertainment center, perfect for kids & teens), and patio with a pool & BBQ grill- make our place perfect for family gatherings. There's plenty of room to spread out! The space We've put a lot of love and thought into our home, including artwork from local artists, comfortable beds with new linens, and unique decor to make your stay more rewarding and enjoyable than the generic Airbnb rental. THE POOL!! is wonderful and we love it. Keep in mind the pool is between 3 and 9 feet deep. Entry and exit is via pool ladders on either end of the pool. There is also a diving board. Please supervise children in the pool area. If you would like a child proof door knob cover for the door that opens to the patio and pool, just let us know. We clean the pool weekly, but if you want to skim the surface there is a skimmer nearby. Guest access Guests can access the entire property with the exception of the garage, a storage closet, and the pantry. (We stock the kitchen with essentials like olive oil, basic condiments, salt, sugar, and coffee.) Other things to note We supply all linens for the house and have a large number of beach/pool towels, a few beach chairs, a cooler or two, and sunscreen and bug spray on hand for your trips to to the beach.

4 BD slice of Harwich Heaven

Stunning 4-Bedroom Oasis in a great location with Pool, Hot tub, and outdoor kitchen.. The space Welcome to our stunning 4-bedroom, 4-bathroom oasis, perfectly nestled just a stroll away from the pristine shores of Hardings Beach. This completely rehabbed gem boasts every modern luxury imaginable. Dive into relaxation with your own private pool and hot tub, perfect for unwinding under the sun or stars. For indoor entertainment, indulge in endless fun in our game room or catch a blockbuster in the cozy movie room. As evening falls, gather around the fire pit area for s'mores and stories under the twinkling night sky. Outdoor cooking is a breeze with our fully equipped kitchen, ideal for al fresco dining and entertaining. Plus, with a paddle board rental shop and scenic walking trail just steps away, adventure awaits right at your doorstep. Experience the ultimate blend of comfort, convenience, and coastal charm at our luxurious retreat. 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. Bedroom 1- King Bed w/ En suite (first floor) Bedroom 2- King Bed w/ Jack and Jill en suite Bedroom 3- (2) Full beds w/ Jack and Jill En suite Bedroom 4- (3) Twins Basement- Twin day bed with pull out trundle Guest access You'll have full access to the property except the garage.

Walk 2Beach, Pool, Hot Tub, GameRoom, PetsOK

Spacious and light-filled house (2700 sq ft) on a quiet cul-de-sac with a huge yard and a short drive to the ocean, ponds, trails, and everything else the Cape has to offer. Please make yourself at home, in our home. Whether you're looking to work out on the Peloton, play yard games in the backyard, relax in the sun-room with a book, or lounge in the living room and stream Netflix... we've got you covered. Pets are encouraged to enjoy the fenced backyard and borrow the dog toys and beds. The space Our house has an open floor plan with the large kitchen, dining room, sun room and living room all connected on the first floor. This was our full time home during the pandemic, so the kitchen is fully equipped with all the essentials and a few extra gadgets (InstantPot, KitchenAid, etc). On the first floor you'll also find the workout room and a half bath. On the second floor, you'll find three bedrooms (queen, full, twin over full bunk) a full bath as well as the master suite (king), walk-in closet and attached full bath with jacuzzi tub and heated floors. There is queen air mattress and sheets in the walk-in closet and plenty of space for it in any bedroom or the basement. The finished basement has a lounging area and TV, cozy twin bed tucked under the stairs, and a full bath. There is also a 2 car garage, filled with yard games and beach supplies at your disposal. Finally, there's a large, fully fenced backyard for you to enjoy. The yard features: a fire pit (wood provided), Weber grill, outdoor seating, kid toys, dog toys, and a garden with fresh veggies + flowers (in the summer + fall). Guest access Full access to the entire house/property except for small owner's closet. Other things to note Summer minimum: 1 week Rest of the year: 3 nights

Dog and family friendly fun in Harwich

Experience the charm of The Carriage House in Harwich, Cape Cod. This inviting retreat features spacious bedrooms, modern amenities, and a private hot tub. Enjoy peaceful outdoor spaces, easy access to beaches, bike trails, and local dining, creating the perfect setting for a memorable stay. The space Welcome to The Carriage House, a charming Cape Cod retreat tucked away in the heart of Harwich. Designed for both relaxation and adventure, The Carriage House offers the perfect balance of comfort and convenience, making it an ideal destination for families, couples, or groups of friends seeking an unforgettable Cape Cod getaway.  Enter the home and be greeted by the living room, decorated with comfort in mind. Every room is designed to feel bright and inviting, making it perfect for making core memories. The open living area provides a welcoming space to gather with loved ones, while the fully equipped kitchen makes preparing home-cooked meals or quick snacks effortless.  Cozy bedrooms and well-appointed bathrooms offer a serene retreat at the end of a fun-filled day exploring the Cape. Thoughtful touches throughout the home create a true home-away-from-home atmosphere.  Bedroom 1 – Queen – First floor Bathroom 1 – Shower/tub combination – Ensuite to Bedroom 1 Bathroom 2 – Half bath – First floor  Bedroom 2 – 2 Queens + Twin – Second floor Bedroom 3 – 2 Twin Bunk Beds – Second floor Bathroom 3 – Shower/tub combination – Second floor Bedroom 4 – 2 Queens – Second floor  Outside, enjoy the peaceful setting, whether it's relaxing in the private hot tub, sipping your morning coffee on the patio, or having a casual barbecue in the outdoor space. The backyard offers plenty of room to unwind while soaking in the tranquility of the neighborhood. Fill your days with adventures by exploring nearby beaches, taking scenic bike rides, or discovering local shops and restaurants. The Carriage House provides the perfect home base for your Cape Cod adventures.  Located just minutes from Harwich Port, the property gives you easy access to charming boutiques, fresh seafood eateries, walking trails, and some of the region’s most stunning beaches. From its inviting interiors to its peaceful outdoor amenities. The Carriage House offers a peaceful Cape Cod escape, complete with a relaxing hot tub and inviting spaces to unwind.  *For security purposes, there are three Ring cameras located on the exterior of the property: one at the front door, one facing the garage, and one in the backyard. There are no cameras located inside the home.  Free Tickets and Complimentary Activities! Create unforgettable memories and experience Cape Cod like a local! Enjoy $750 worth of daily exclusive free tickets to exciting local attractions through our partnership with Xplorie. Your amenities include activities such as Island Cruises, Whale Watch, Bike Rentals and admission to Whydah Pirate Museum. When you’re not soaking up the sun on the beach, enjoy daily rounds of golf at Cranberry Valley or Chequessett Golf Courses and mini-golf for family fun.  Dog-Friendly Homes are for a DOG only. This home allows 1 dog with a $25 per night fee. A Pet Registration form must be completed upon reservation confirmation.  Max parking of cars at property: 4- No parking on lawn anytime.

Charming Harwich Home—Relax & Explore Cape Cod

Sand Dollar Dreams The space Find your next home away from home here in Harwich where you'll be conveniently close to several amazing local beaches right from your door. You'll be one mile away from Red River Beach, one mile from Forest Beach, and two and a half miles from Ridgevale Beach. Additional area attractions include the Cranberry Valley Golf Course, the historic Chatham Lighthouse, Nickerson State Park, and the Whydah Pirate Museum, all within 10 miles. Back home, this classic, two-story dog-friendly retreat boasts bright open spaces brimming with stylish decor and nautical artwork. Stock up the fridge and whip up mealtime masterpieces in the well-equipped, eat-in kitchen complete with a full suite of stainless steel appliances. If you want to add a little spice to your home-cooked menu, a gas grill stands ready on the side deck right outside. The kitchen table offers a perfect spot for indoor dining, laptops, or rainy day board games. After meals, gather in the living area where you can sink into the plush sectional and stream all your favorite TV channels. Enjoy free YTTV as an added perk (other streaming apps are available but require you to log in using your own accounts). When it's time to call it a night, choose from four comfortable bedrooms, including a kid-friendly bunkroom with a crib and two main suites with plush beds. Additional amenities include a convenient outdoor shower and a washer/dryer to let you pack light for your next trip to the Cape! Things to Know Occupancy is per town permit. The owner has provided an additional refrigerator in the basement The fireplace is currently unavailable to guests.

Family & Dog-Friendly Retreat with Yard & Firepit

Walk to Nantucket Sound! This cute contemporary vacation home is just down the street from Chatham’s beautiful Nantucket sound. Nestled near Pleasant Street Beach in South Chatham, this charming 4-bedroom house offers a relaxing retreat with central AC, a refreshing outdoor shower, and a secluded picturesque backyard. A short walk to the beach makes it an ideal coastal getaway. Summer weeks from June 29th - Aug 31st have a 7 night min will run Sat to Sat. The space This 4-bedroom 3-bath home with central AC has a fabulous open floor plan with a cathedral ceiling living room, dining room and kitchen. There is plenty of great space for everyone to relax and unwind. A spacious kitchen is a vacation home luxury, and this is a perfect space to prepare and enjoy a meal with your friends and family. The kitchen is well stocked with all the cooking tools that one might need. The dining area has a table that comfortably seats eight guests. The adjacent living room is open and bright, offering a great spot to lounge and maybe even watch a movie. The living room includes a TV and lots of books and games to enjoy. A great deck area off the dining room leads to a blue stone patio and outdoor shower. 3 decks overlook a spacious back yard that offers the perfect space for outdoor games, or to relax in the evening under the stars. A propane grill is available for use, which is an awesome addition to any family gathering or getaway. The 1st bedroom is a large primary bedroom with a king bed, en-suite bath, and a small deck leading to the secluded backyard. The 2nd bedroom offers a queen bed, also with an en-suite bath. The 3rd bedroom features two twin beds and is perfect for kids or guests. Across the hall from this bedroom is a third bathroom, with a tub and shower. To sleep additional guests, this home also has a 4th breezeway bedroom that is attached to the primary bedroom as an entryway for that room. Linens and towels will be provided. There is a washer & dryer available in the basement. The house also comes with 4 beach chairs for guest use. Guest access This is a single family home with a large private back yard. Guests have access to the entire property other than the garage which may be accessed only to access the beach chairs. Other things to note Please note that 4th bedroom is a pass-through bedroom to leading to the primary bedroom.

Chatham Vibes

16689: Lady Slipper - Stunning Marsh Views, Near Pleasant St. Beach! The space Nestled in the serene enclave of Chatham, overlooking the picturesque expanse of Red River Marsh, Lady Slipper is the quintessential vacation abode for those seeking unparalleled tranquility. This enchanting retreat, located a mere half mile from the shores of Pleasant Street Beach, offers a panoramic view from its expansive deck, inviting guests to bask in the breathtaking vistas and embrace the coastal allure. Boasting a meticulously designed layout, Lady Slipper features a first-floor master bedroom, ensuring optimal comfort and convenience. The ground floor extends an additional invitation to relaxation with its cozy living room adorned with a Smart TV and queen bed, providing the perfect setting for leisurely evenings with loved ones. Step outside to discover your private oasis, where the sun-drenched back deck beckons for lazy afternoons spent soaking up the coastal rays or hosting vibrant summer gatherings with family and friends. With ample space for everyone to unwind and revel in the joys of vacationing, Lady Slipper promises cherished memories to last a lifetime. Beyond the confines of this charming retreat, adventure awaits at the nearby Pleasant Street Beach, a mere half-mile stroll away, where sun-drenched days and sandy shores await. For those eager to explore further, the idyllic Forest Beach lies just 0.7 miles away, offering an additional haven for seaside escapades. When it comes to dining delights, Lady Slipper's prime location ensures easy access to a plethora of culinary treasures. Indulge in a delectable lunch at the nearby Drifters, a mere 0.8 miles away, or embark on a gastronomic journey to remember with unforgettable dinners at Bucas Tuscan Roadhouse, just 0.9 miles away, or Brax Landing, just 1.8 miles away. Experience the epitome of coastal luxury and tranquility at Lady Slipper, where every moment is imbued with the enchanting allure of Chatham's coastal splendor. Home Details: -Dogs Welcomed (w/fee of $40/night per dog) -Sleeps 8 Bedrooms -Total 4 -Ground Floor Bedroom: 1 Queen Bed -Ground Floor Bedroom: 2 Twin Beds -Ground Bedroom: 1 Queen Bed -1st Floor Bedroom: 1 Queen Bed Bathrooms -Total 2 -Ground Floor: Shower -1st Floor: Shower Other Amenities -Central AC on 1st Floor / Mini Splits on Ground Floor -WiFi -Smart TV -Washer/Dryer -Propane Grill -Outdoor Shower -Indoor Fireplace is 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 -C0295810550

Stunning Marsh Views, Near Pleasant Street Beach!

16680 - Seaside Sapphire: Elegant Chatham Home, steps to private association on Hardings Beach, Dog Friendly! The space Discover the epitome of Cape Americana in this elegant Chatham home, a rare gem with exclusive private association access to the renowned Hardings Beach. Immerse yourself in classic, timeless furnishings that pay homage to the old-world charm of Cape Cod, setting the stage for an unforgettable vacation. With ample space for 10 guests, this three-story beach home welcomes the whole family, furry friends included. On the ground floor, a dedicated kids' room ensures that even rainy days are filled with joy, featuring an array of games to delight all ages. Upstairs, a unique king suite offers a touch of luxury, complete with a balcony that unveils breathtaking views of the shimmering waters, a perfect backdrop to create cherished memories. The main living space is bathed in natural light, creating an inviting ambiance where cooking for the family feels like a delightful adventure in the stunning kitchen. Every moment spent here is infused with the warmth of this exquisite home. Just a leisurely 2-minute stroll away, Hardings Beach beckons, with easy neighborhood access a mere 200 feet from your doorstep. Spend your days soaking up the sun, building sandcastles, or exploring the charming local eateries that Chatham has to offer. (Don't forget, Hardings Beach welcomes dogs from September 16th to April 30th.) In this exceptional Chatham retreat, you'll experience the perfect blend of elegance and seaside allure. Reserve your stay today and let the tranquil waves of Hardings Beach and the timeless beauty of this home create the backdrop for your dream Cape Cod getaway. Home Details: -Dogs Welcomed (w/fee of $40/night per dog) -Sleeps 10 -3 Floors -4 Bedrooms -Ground Floor Open Bunk Room: 2 Bunks (4 Twin Beds) -1st Floor: 1 Queen Bed (Ensuite Bathroom) -1st Floor: 2 Full Beds (Ensuite Bathroom) -2nd Floor: 1 King Bed (Ensuite Bathroom) 4.5 Bathrooms -Ground Floor: Shower Only -1st Floor: Half Bath -1st Floor: Shower -1st Floor: Shower (Ensuite, 1st floor bedroom with two queens) -2nd Floor: Shower and Tub (Ensuite King Bedroom) Other Amenities -Central AC -WiFi -Cable -Washer/Dryer on Ground Floor -Propane Grill -Please note outdoor amenities are available seasonally -Fireplace is NOT for guest use -Sheets and Bath Towels Provided with Beds made Upon Arrival -Cleaned with Hospital Grade Disinfectant C1965778002

Elegant Chatham Home, steps to private association

16655 - Riptide: 1 Mile from Downtown Chatham Walk to Pier The space One of the many perks of staying at this four-bedroom home is its great location within walking distance to the Chatham fish pier and the downtown area. A favorite pastime of residents and visitors alike is watching commercial fishing boats unload their haul for the day at the fish pier (a half mile away). Downtown Chatham is less than a mile from the home. Here you'll find restaurants (The Chatham Squire, Impudent Oyster, Bluefins Saki & Sushi Bar) and plenty of shopping. There are also many attractions within a mile, including Cape Cod Baseball League games at Veterans Field, films at the historic Chatham Orpheum; Oyster Pond Beach for swimming; and fun exhibits at the Shark Center, where you can learn all about Atlantic White Sharks. Other perks include a spacious backyard with a deck and a dining table for six, an outdoor shower, fire pit, plus a picnic table for eight set on a well-manicured lawn, as well as a ping pong table in the basement. The first floor of the home has an open and airy living room with comfortable seating, Smart TV, and direct access to the deck and the private backyard; a half bath; full kitchen with countertop seating for three; a formal dining room — great for board games and entertaining; and the master bedroom with a TV and en suite bathroom. The second floor features a full bathroom with three additional bedrooms — one with a king bed; a second room with two queen beds, a couch, TV and DVD player; and a third bedroom with a king bed and its own private entrance. Home Details -Sleeps 10 -2 Floors -1st Floor Master Bedroom: 1 Queen Bed w/ en suite Full Bathroom -2nd Floor Bedroom #1: 1 King Bed -2nd Floor Bedroom #2: 2 Queen Beds -2nd Floor Bedroom #3: 1 King Bed -Central A/C -WiFi -Smart TV -DVD Player -Ping Pong Table (Basement) -Washer/ Dryer (Half Bathroom) -Spacious Outdoor Living Area -Deck with Furnishings -Outdoor Shower -Fire Pit -Weber Gas Grill -1 Mile to Downtown Chatham -Half Mile to Fish Pier -NO pets fines remitted -Sheets and Bath Towels Provided with Beds Made Upon Arrival -Cleaned with Hospital Grade Disinfectant C0071810550

1 Mile from Downtown Chatham Walk to Pier

If you want to get away from the rat race and relax, this is the place to be. Located in one of the most desirable towns on Cape Cod, this cape style house is on a beautifully landscaped, very private acre overlooking scenic Ryder’s Cove in Chatham. The home sleeps eight with 3 bedrooms, an open loft area, 2.5 baths, an outdoor shower, large deck and grill, and a fully equipped kitchen. The house is perfect for couples, solo adventurers, business travelers, and especially families with kids. The space First floor includes master bedroom with half-bath en suite, 2nd BR with 2 twin beds, full bath, DR, LR with flat screen TV and fully equipped kitchen. Second floor includes 1 BR with full bed, loft area with 2 twin beds and a seating area with TV, and a full bath (shower, no tub). Washer and Dryer are in the basement. Outdoor facilities include a 20' by 30' deck with a gas grill and a newly-installed outdoor shower with separate changing area, Whether sitting on the deck, stretching out on the lawn, or walking to the waters edge, the beauty and comfort of this rental allows for the ease of modern living, while maintaining the feel of "Old Cape Cod". Guest access Guests have access to entire house. Other things to note From the last Saturday in June through the Saturday before Labor Day minimum stays is 7 days with Saturday to Saturday check in and check out.

Cape Cod Cottage with Private Waterfront

17711 - Island Views: Waterfront on Pleasant Bay! The space Wake up to sweeping views of Pleasant Bay, where the morning light dances on the water and the salty breeze invites you to slow down and savor the moment. Sip your coffee on the expansive deck, enjoying a quiet start to the day before the family gathers to plan the next adventure. Use the shared water access to kayak on Pleasant Bay, or will it be a morning of tidal explorations at nearby Jackknife Beach (just 0.5 miles away), or a leisurely afternoon lounging at Wequassett Resort (0.6 miles)? Inside, the open-concept living space is designed for effortless entertaining. Sunlight pours through multiple sliders, creating a seamless indoor-outdoor flow—perfect for summer BBQs with loved ones. The fully equipped kitchen is ready for everything from pancake breakfasts to sunset cocktails, while the inviting living area is ideal for unwinding after a day on the Cape. Four well-appointed bedrooms provide a restful retreat for everyone. The first floor hosts a king room, a full room, and a twin bedroom, while the second-floor queen bedroom offers a bit of added privacy. With 2.5 baths, there’s plenty of space for everyone to refresh and recharge. After a delicious meal at 400 East and a sweet treat from Schoolhouse Ice Cream, return to your private haven, where the deck becomes the best seat in the house for stargazing over the bay. Your Cape Cod escape awaits—book your waterfront retreat today! Home Details: -Dogs Welcomed (w/fee of $40/night per dog) -Sleeps 8 Bedrooms -Total 4 -1st Floor Bedroom: 1 King Bed -1st Floor Bedroom: 1 Full Bed -1st Floor Bedroom: 2 Twin Beds -2nd Floor Bedroom: 1 Queen Bed Bathrooms -Total 2.5 -1st Floor: Half Bathroom -1st Floor: Full Bathroom w/ Shower -2nd Floor: Full Bathroom w/ Shower and Tub Other Amenities -Window A/C -WiFi -TV -Washer/Dryer -Propane Grill -Fireplace 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 -C0259331260

Waterfront on Pleasant Bay!

Retreat with your favorite people to a quiet, private home on a street that dead ends into Hawksnest State Park! Enjoy easy access to Route 6 and ten minutes to Chatham and beaches. This renovated house sits in a secluded location on two acres with walking access to beautiful ponds and hiking trails. Our guests love the plentiful common spaces that drew our family to the house. Please note: For SUMMER 2026, this house rents Saturday-Saturday from June 20 - August 29. The space When you turn off the quiet street onto the horseshoe driveway at Hidden Acres, you'll marvel at the peace and privacy of the setting. Past the picket fence, the house sits on two acres where you can truly get away from it all. Walking through the front door, you'll step into a newly remodeled, open floor plan living space with a wrapped stone fireplace, dining area to seat the whole crew, and a kitchen with brand new stove, microwave, dishwasher, and everything you need to cook for your group. The tongue and groove backsplash, woven light fixtures, and butcher block peninsula are new too, but reflect the house's past as a coastal farmhouse. Off the kitchen, read a book in a wicker chair on the sun porch or step out to grill and eat on the new deck. Make a plan to take a shower outside when you get back from the beach! Back inside, you will find an additional living space with cathedral ceilings and a TV next to the primary bedroom and a full bath with board and batten walls. On the other end of the house, there is an office with a desk, chair, TV, and lamp that is perfect as a dedicated space for those with a flexible or work-from-home arrangement. The office also features a new queen sleeper sofa. Next to the office is a powder room that features handmade "Harwich" wallpaper. Upstairs are two bedrooms: a peaceful bedroom with a queen bed and built-in dresser with a nautical feel, and a bedroom with a full bed and a twin pull-out trundle featuring Garnet Hill pillowcases with sea life. On the bottom floor, there is another living space with a TV and board games. Another bedroom with two twin beds awaits. This floor also features a free washer and dryer. We have poured our hearts into remodeling this home to reflect how our friends and family love to gather and relax on the Cape, and we hope you love it as much as we do. Other things to note Sheets, blankets, quilts, and bath towels provided. One or two dogs are welcome for a pet fee of $200 per stay

The peaceful side of Cape Cod: Hidden Acres

Set high above Main Street/Route 28, this spacious Chatham home offers an unusually private setting on 0.82 acres, abutting conservation and surrounded by natural beauty. The open floor plan is designed for comfortable everyday living and effortless entertaining, with a gourmet kitchen featuring a Wolf range, granite countertops, and an oversized center island. The private primary suite includes a generous walk-in closet and luxurious en-suite bath, while three additional bedrooms provide ample space for family and guests. A welcoming porch and wraparound decks overlook the serene backyard, where abundant birds and wildlife create a peaceful retreat. An outbuilding offers additional space for storage, an art studio, or workshop. Modern amenities include central air conditioning, Jotul wood stove, tankless water heater, natural gas bbq grill, and hooked up to town sewer. Enjoy the rare combination of privacy and convenience, just a quick drive to Cockle Cove and Ridgevale Beaches and minutes from downtown Chatham's shops, restaurants, and year-round attractions. A special opportunity to experience the tranquility of a private setting while enjoying all that Chatham has to offer.

2118 Main Street Chatham, MA

$124,058

Annual Revenue

Investment Value Over Time