The Gathering at Old Frankfort is a refined retreat in the heart of Kentucky’s Bourbon Trail. Set on 1.5 scenic acres, this two-home estate sleeps 20 and features designer interiors, chef’s kitchen, two hot tubs, a private movie theater, and elegant spaces for connection and rest. Just minutes from iconic distilleries, it’s where luxury meets laid-back fun. This is your group’s dream retreat — bourbon under the stars, cozy beds, and zero boring moments. Gather, sip, stay, repeat. The space 🥃 Welcome to The Gathering at Old Frankfort Gather your crew and experience Kentucky like never before! Nestled on 1.5 scenic acres, The Gathering is a luxury retreat featuring two adjacent homes that together sleep up to 20 guests, with game rooms, a private movie theater, 2 hot tubs, and outdoor spaces built for memory-making… while also featuring ample space for rest in our comfy beds. Located in the heart of the famous Kentucky Bourbon Trail, you're just minutes from iconic distilleries like Buffalo Trace, Wild Turkey, Castle & Key, and more. Whether you’re here for a reunion, bachelor/ette party, couples’ weekend, or family getaway, this space is perfectly designed for group connection with plenty of room for privacy. 🏡 The Property 2 Homes (Chalet + Cottage) | Over 6,500 sq ft 7 Bedrooms / 5 Bathrooms | Sleeps 20 Newly Renovated Chef’s Kitchen with fully stocked coffee bar in each home Fenced-In Patio with 2 Hot Tubs + Fire Table + Dining Table + Grill 2 Game Rooms| Poker, Billiards, Ping Pong, Foosball, Golden Tee & More Private Movie Theater Room with 98" TV & popcorn station Spacious Group Dining Room + Wet Bar & Mini Fridge 2 Brand New Tankless Water Heaters in Chalet | Never a cold shower Washer / Dryer in each home Dog-Friendly | EV Charger | Ample Parking Strict cleaning protocol with HEPA filtered vacuums 🛏️ Sleeping Arrangements 🛌 The Chalet (Main House): Master Suite (Sleeps 2) – King Bed En suite bath, jacuzzi, walk-in closet, TV Corner Bedroom (Sleeps 2) – King Bed, TV, Hall bath access Hall Bedroom (Sleeps 2) – King Bed, TV, Hall bath access 2nd Floor Bedroom (Sleeps 6) – 2 Queens, 2 Twins + en suite bath + seating area & TV Loft Bedroom (Sleeps 4) – 2 Queens, separate lounge / reading area & TV 🛌 The Cottage: Main Bedroom (Sleeps 2) – King Bed, TV and Deck access Upstairs Bedroom (Sleeps 4) – 2 Queens 🎉 Entertainment & Outdoor Living Whether you’re mixing cocktails or hosting a poker game, this property brings the fun. 2 Game Rooms (poker, ping pong, foosball, billiards, arcade) Movie Theater Room with 98” Smart TV Fire table, grill & outdoor dining area 2 Hot Tubs — perfect after a day of tastings Wrap-around porch at the Cottage overlooking peaceful farmland 🐶 We Love Dogs Bring your pup! For dogs under 50lbs, we provide: Cozy 40" crate with dog bed Food & water bowls Toys & towels Fully fenced in patio area in backyard $25/day per pet fee applies; Max 2 dogs and max 50 lbs per dog. Please let us know in advance! 📍 Minutes to Local Attractions 🥃 Bourbon Trail Distilleries Buffalo Trace: 15 min / 10 miles Whiskey Thief Distillery (a local fave)- 11 min / 7 miles Wild Turkey Distillery- 12 min / 8 miles Larrikin Bourbon Co 12 min / 7 miles Four Roses Distillery- 14 min / 10 miles Castle & Key Distillery - 16 min / 13 miles Woodford Reserve Distillery - 19 min / 15 miles Bluegrass Distillers at Elkwood Farm - 19 min / 17 miles Bulleit Distilling Co. 25 min/ 20 miles Jeptha Creed Distillery - 26 min / 23 miles Heaven’s Door Distillery - 35 min / 24 miles Jefferson's Bourbon Distillery - 48 min / 45 miles Angel's Envy Distillery 49 min / 49 miles Rabbit Hole Distillery- 50 min / 48 miles Old Forester Distilling Co- 50 min / 49 miles Whiskey Row (Louisville)- 50 min / 49 miles Willett Distillery - 50 min / 47 miles Preservation Distillery and Farm - 47 min / 48 miles Heaven Hill- 48 min / 46 miles Bardstown Bourbon Co. - 49 min / 46 miles Maker’s Mark - 60 min / 52 miles Jim Beam- 65 min / 61 miles 🍇 Vineyards Lovers Leap Winery- 10 min / 5 miles Rising Sons Home Farm Winery - 6 min / 3 miles Prodigy Vineyards & Winery - 15 min / 12 miles Equus Run Vineyards - 22 min / 20 miles Wildside WInery - 28 min / 20 miles Castle Hill Winery - 29 min / 23 miles 1922 House Vineyards & Winery - 35 min / 29 miles 🐴 Other Attractions The Kentucky Castle- 27 min / 21 miles Keeneland- 30 min / 27 miles Kentucky Horse Park-30 min / 30 miles Churchill Downs (Derby)- 55 min / 52 miles The Ark Encounter - 58 min / 54 miles Red River Gorge - 90 min / 95 miles 🔐 Guest Access You’ll receive a custom code for contactless check-in. Entire property is private to your group. OTHER INFORMATION 🏡 House Rules 1. Guest must be 24 years old to rent. 2. Guest must E-sign our rental agreement within 48 hours 3. MAX Occupancy of 20 guests. No unregistered guests allowed. Should the number of guests exceed this maximum, the reservation is subject to cancellation. 4. No Street parking allowed. 5. No more than 2 dogs under 50 lb each allowed. If you bring a pet without authorization, you will be charged $1,000. Curbing your dog is required. 6. No Smoking on the property. If any of the guests smoke inside the house, you will be subject to a $750.00 Ozone cleaning fee. 7. Parties: Large parties with guests not staying on premises is prohibited and subject to a $600.00 additional cleaning fee. 8. No soiled shoes allowed inside the house. Towels for muddy paws are provided. Do not use white towels for dogs. 9. Disclosures: There are security cameras on the EXTERIOR of the home only for security reasons and to protect our guests and homeowner. In addition, there will be electronic monitoring of excessive noise and smoke. 10. Quiet Hours are from 10:00 pm through 8:00 am. Guest access The entire property is yours to use Other things to note Guest must E-sign our rental agreement within 48 hours of booking

Bourbon Trail Retreat | Group Stay Sleeps 20

Step into a piece of history at The 1904 Manor, a unique and newly renovated estate that combines classic bourbon heritage with modern luxury. Nestled on a sprawling 10-acre property, this stunning home is the ultimate getaway for Bourbon Trail and horse enthusiasts, wedding parties, and large groups of friends and family. It can accommodate 16 guests. From a fishing pond with kayaks to an outdoor movie theater under the stars, The 1904 Manor offers endless entertainment in an elegant setting. The space THE SPACE 🏡 A UNIQUE HISTORICAL BEAUTY: TIMELESS CHARM & GRANDEUR Step into The 1904 Manor, a stunning blend of Southern elegance and modern comfort. *ORIGINALLY BUILT IN 1904, this estate boasts 120+ years of history *ONCE HOME TO KENTUCKY GENTLEMAN CIGARS *GRAND WRAPAROUND PORCH – A true Southern gem, perfect for sipping bourbon. *HAND-CARVED STAIRCASE & SOARING CEILINGS – Showcasing exquisite 1900s craftsmanship. *ORNATE WOODWORK, CROWN MOLDING & VINTAGE CHANDELIERS – Timeless architectural beauty. *ORIGINAL HARDWOOD FLOORS & OVERSIZED WINDOWS – A bright, airy, and elegant space. PERFECT FOR LARGE GROUPS & GATHERINGS Whether you are planning a friends’ getaway, a family reunion, or a wedding party, The 1904 Manor is designed for groups who want to relax, celebrate, and make unforgettable memories together. *ACCOMMODATES UP TO 16 GUESTS – 6 spacious bedrooms, 8 beds, and 5 bathrooms. *EXPANSIVE DINING AREA – Seats 14 guests comfortably for shared meals. *MULTIPLE ENTERTAINMENT SPACES – Game room, poker room, outdoor movie theater, putt-putt, and bourbon bar. *10 ACRES OF PRIVATE OUTDOOR FUN – Step outside and enjoy wide-open spaces, fresh air, and endless outdoor activities with plenty of space for group activities and relaxation including: -stocked fish pond w/ kayaks, and paddleboats -outdoor movie theatre -horse pasture w/ Toby & Scarlet our friendly resident horses -spacious patio w/ fire pit -plenty of room for kids and pets to run free *PRIME LOCATION – Close to top bourbon distilleries, perfect for group tastings and tours. Ideal for bonding with family, celebrating milestones, or unwinding with friends, this luxurious estate ensures everyone has space to relax and enjoy! 📍 PRIME LOCATION: IN THE HEART OF KENTUCKY’S BLUEGRASS REGION! Nestled in the scenic Bluegrass countryside, The 1904 Manor places you right in the heart of Kentucky’s famous Bourbon Trail and beyond! *BOURBON LOVER’S DREAM – Woodford Reserve (10 min), Four Roses (15 min), Wild Turkey (20 min) *SMALL-TOWN CHARM – Explore historic Lawrenceburg’s boutiques, cafés, and Southern hospitality *OUTDOOR ADVENTURES – Hike, fish, or boat at nearby parks and rivers *HORSE COUNTRY – Tour world-renowned horse farms and the iconic Keeneland Racecourse Perfectly situated for a mix of relaxation, adventure, and Bluegrass heritage! 🛌 WHERE YOU’LL SLEEP (sleeps 16) With six spacious bedrooms spread across three floors, everyone in your group will enjoy privacy and comfort. *MAIN LEVEL: 🛏 BEDROOM 1 (sleeps 2) – King bed *SECOND FLOOR: 🛏 BEDROOM 2 (sleeps 2) – King bed 🛏 BEDROOM 3 (sleeps 2) – King bed 🛏 BEDROOM 4 (sleeps 2) – King bed + pack ‘n play crib 🛏 LOFT (sleeps 2)– Queen sleeper sofa with blackout curtains *THIRD FLOOR: 🛏 BEDROOM 5 (sleeps 2) – Queen bed 🛏 BEDROOM 6 (sleeps 2) – Two twin beds 🛁 5 LUXURIOUS BATHROOMS *SOAKER TUB & DOUBLE VANITY for a spa-like experience *NEWLY REMODELED with modern fixtures & vaulted ceilings *CLAWFOOT TUB for a vintage touch *STOCKED WITH PREMIUM PUBLIC GOODS toiletries Guest access Guests will have access to the entire home expect designated owner's closets. Each bedroom has a guest closet. Other things to note Fireplaces are not operational. Up to 2 dogs allowed. Maximum weight limit is 50 lbs. $195 fee for first dog. $150 fee for second dog. See rental agreement for more details. NEARBY BOURBON TRAIL STOPS Embark on guided tours of esteemed distilleries: 3.6 miles to Lovers Leap Winery 4.6 miles to Wild Turkey 7.4 miles to Four Roses 9.4 miles to Whiskey Thief Distilling Co. 14 miles to Buffalo Trace 16 miles to Castle and Key 18 miles to Woodford Reserve 21 miles to Bulleit 45 miles to Bardstown Bourbon Company 51 miles to Makers Mark (Loretto) 50-ish miles to Whiskey Row and Old Forester EXPERIENCE TRUE KENTUCKY EQUESTRIAN CULTURE ✔ KEENELAND RACEWAY (~28 MINUTES): Keeneland is the world's largest and most prominent Thoroughbred auction house and hosts world-class racing twice annually during its boutique Spring and Fall meetings. Owners, trainers, riders, and fans from all over the world travel to Lexington each year to participate at Keeneland. ✔ CHURCHILL DOWNS (~50 MINUTES): With over 70 racing events each year, the racetrack has hosted some of the sport's most iconic events, including the Kentucky Derby and the Breeders' Cup World Championship. The racetrack is renowned for its architectural and technological innovations. ✔ THOROUGHBRED FARM TOURS (~30 MINUTES): Take one of the many fun and unique excursions into the heart of Kentucky horse farm country. Learn about their history, see their cathedral-like breeding arenas, and visit historic farms home to world champions like Secretariat and Seabiscuit. LOCAL DINING EXPERIENCES ✔ DOWNTOWN LAWRENCEBURG (~10 MINUTES): Explore charming shops, local eateries, and historic sites in this quaint downtown area.​ ✔ HEAVENS TO BETSY! (~10 MINUTES): A local favorite offering delicious sandwiches, salads, and baked goods in a cozy atmosphere.​ ✔ BLUEGRASS SABOR (~10 MINUTES): Savor traditional Kentucky cuisine with a modern twist at this popular dining spot.​ OUTDOOR ADVENTURES ✔ TAYLORSVILLE LAKE STATE PARK (~30 MINUTES): Ideal for hiking, fishing, and boating, this state park offers a variety of outdoor activities amidst beautiful scenery.​ ✔ SALATO WILDLIFE EDUCATION CENTER (~35 MINUTES): Learn about Kentucky's native wildlife through interactive exhibits and walking trails.​ SHOPPING AND LOCAL FINDS ✔ LAWRENCEBURG ANTIQUE MALL (~10 MINUTES): Discover unique antiques, collectibles, and vintage items in this expansive mall.​ ✔ SWEET MASH SOUTHERN GOODS (~10 MINUTES): A boutique offering a curated selection of Southern-inspired goods, from clothing to home décor.​ GETTING AROUND ✔ BLUE GRASS AIRPORT (~40 MINUTES): Located in Lexington, this airport offers convenient access for domestic flights.​

Luxe Estate-Poker Room-Hot Tub-near Bourbon Trail

Bourbon Trail Hideaway – Where Luxury Meets Fun Gather your favorite people and settle into this stunning 6-bedroom, 4.5-bath modern farmhouse, built for connection, comfort, and fun. With room for up to 14 guests, enjoy spacious living areas, relaxing spa amenities, and entertainment everyone will love. Whether you’re here for the Bourbon Trail or simply to unwind together, this home delivers an unforgettable stay. 🥃 Reserve your dates today and make it a trip to remember. The space ★ Breathtaking 6BR Luxury Farmhouse w/ Hot Tub, Sauna & Game Room | Near Bourbon Trail ★ Welcome to BOURBON TRAIL HIDEAWAY — a custom-built modern luxury farmhouse by Hideaway Vacations, perfectly set on a private 1-acre estate in the heart of Kentucky’s Bourbon Country. Designed for comfort, connection, and unforgettable experiences, this upscale retreat blends stylish interiors with resort-style amenities — including a hot tub, infrared sauna, game room, home theater, and custom bourbon bar — all surrounded by peaceful Bluegrass views. Whether you’re planning a bourbon getaway, family reunion, or friends’ retreat, this home delivers space, luxury, and location in one unforgettable stay. ✨ Highlights & Premium Amenities • 6 Bedrooms | 4.5 Bathrooms | Sleeps 14 • Private 1-Acre Estate in Central Kentucky • Custom Bourbon Bar + Game Room (Poker • Shuffleboard • Darts) • Covered Hot Tub & Fire Pit Lounge • Private Home Theater + Multiple Smart TVs • Chef’s Kitchen + Breakfast Bar • Infrared Sauna + Spa-Inspired Primary Bath • High-Speed Wi-Fi + YouTubeTV • Dual Washer & Dryer Sets • Keurig + Nespresso • Traeger Grill + Outdoor Dining • Brand-New Furniture, Beds & Décor • 100% Self Check-In + Professional Cleaning • This home checks every box for luxury, space, and convenience — perfect for unforgettable Kentucky stays. Sleeping Arrangement • Primary Suite 1 : King Bed • 55” TV • Walk-In Closet • En-Suite Spa Bath w/ Sauna, Soaking Tub & Rain Shower • Primary Suite 2 : King Bed • 55” TV • Walk-In Closet • En-Suite Luxury Walk-In Shower • Bedroom 3 : King Bed • 55” TV • Bedroom 4 : Queen Bed • 55” TV • Bedroom 5 : Queen Bed • 55” TV • Bedroom 6 (Upstairs Suite) : King Bed + (2) Queen Beds • En-Suite Tub/Shower Combo 🛁 Additional Bathrooms • Shared Hall Bath w/ Dual Vanities & Tub/Shower • En-Suite Bath in Bedroom 6 All bathrooms are newly remodeled with tile-and-glass showers, deep soaking tubs, and spa-style finishes. 📍 Prime Location – Kentucky Bourbon Trail • Quick access to iconic distilleries, wineries, and attractions, while still enjoying the peace of the countryside. 🥃 Nearby Distilleries (Minutes Away): • Wild Turkey – 12 • Four Roses – 14 • Castle & Key – 21 • Buffalo Trace – 22 • Woodford Reserve & Jim Beam – 23 🍷 Local Favorites & Attractions: • Vertigo Bungee – 8 • Lovers Leap Winery – 11 • Prodigy Vineyards – 20 • The Kentucky Castle – 27 🛎️ Concierge & Add-On Experiences 🛒 Optional Grocery Stocking Arrive to a fully stocked kitchen — just ask! Exclusive Experiences (Upon Request): • Private Chef Services – Perfect for celebrations or relaxing nights in • Private Bourbon Tours – Customized, chauffeured distillery experiences Ask us how to book these add-ons after confirming your stay. 🎉 Perfect for Every Occasion • Family Reunions • Friends’ Getaways • Bourbon Trail Adventures • Relaxing Escapes Many guests say they never want to leave — and we get it. • Peace of Mind & Guest Comfort • Professionally cleaned & sanitized • Contactless self check-in • 24/7 guest support • Exterior security cameras only (for safety & property protection) • Welcome spa packs & stocked essentials • Fully loaded kitchen Relax, reconnect, and make memories in this luxurious farmhouse retreat! Other things to note • Primary renter must be 25+ • Up to 14 guests · Rental agreement required • No indoor smoking · No parties · No pets • Quiet hours: 10 PM – 7 AM • Security deposit hold ($500) required prior to check-in Full house guidelines will be shared upon booking.

Bourbon Speakeasy 6BR Estate · Hot Tub · Sleeps 14

Bourbon Yall offers the best location for Bourbon Trail, minutes away from the most iconic distilleries! Enjoy soaking in the hot tub or sips by the firepit after a long day of tours and tastings. There's endless amenities for adult groups or families to enjoy including pool table, movie theater room, shuffleboard, poker table, large gas grill, outdoor dining, cornhole, pickleball, volleyball, basketball, yard games, hammocks, rapid 48amp EV charger. Book now and let the good times pour! The space Pool is open April-Oct. *Pool heat is an additional $75/night and requires a week in advance. ✨ Property Highlights ✔ 5 Kings beds, 4 queens ✔ 2 Master ensuite bedrooms ✔ Coffee bar and helpful toiletries provided ✔ Comfy movie theatre room and game room speakeasy-style entertainment space ✔ *Heated* inground pool with toys and childproof gate locks ✔ Hot tub, fire pit, & covered porch with seating and dining, outdoor rainfall shower ✔ Fastest EV charger, fiber WiFi with work station in master bedroom, & smart TVs in every bedroom and living rooms 🛏️ Bedrooms & Bathrooms Each bedroom is uniquely designed for both charm and relaxation. Whether you're a family with kids, a group of friends, or a multi-generational gathering, everyone gets a cozy space to call their own. Ground Floor Blue Oaks Master Suite – King Bed, ensuite shower bath, work desk, 65" Smart TV Bourbon Stave Room – King Bed, 50" Smart TV Equestrian Room – King Bed, 43" Smart TV Hallway Tub/Shower Bathroom Basement Level Blue Derby Master Room- King Bed, ensuite shower bath, 55" Smart TV Bourbon Room- Queen Bed, 50" Smart Tv, Walk-in Closet Cooper Bunk Room - Two queen beds, 2 queen bunk beds, ideal for kids or groups, 55inch Smart TV 🍳 Kitchen & Dining – Designed to Gather Whether you're prepping breakfast for a crowd or mixing bourbon cocktails, you'll find everything you need. Chef’s Kitchen – Fully stocked with modern appliances, cookware, dinnerware, pantry basics, plus a coffee & tea station Other things to note Plentiful outdoors parking available. EV charger available for your convenience.

#LuxBourbon-*Heated Pool, HotTub, Firepit,Gameroom

Sip, play, and unwind in the heart of Kentucky Bourbon Country! 🥃🌳 This 4-bed, 3-bath, 2,300 sq ft retreat sits minutes from Wild Turkey, Four Roses, and Woodford Reserve. After distillery tours, soak in the private hot tub, battle it out on classic arcade games, or catch sunset views from the upper deck. With Roku TVs in every room, two roomy lounges, and a propane fire-pit under starry skies, it’s the perfect base for families, friends, and bourbon lovers alike. 🏡✨ The space 🌟 Key Features 🛏 4 Bedrooms | Sleeps 10 (King • 4 Queens) 🛁 3 Full Baths | plush towels + toiletries 🎮 Game Room w/ Ms. Pac-Man, Mortal Kombat & air hockey 🏊‍♀️ Private Hot Tub + propane fire-pit 📺 Roku TVs in every room (two 65″ in lounges) 🍳 Fully Equipped Kitchen + coffee station 📶 Fast Wi-Fi | dedicated work nook 🌅 Upper deck for sunset sipping 🚗 Driveway + street parking | smart-lock entry 🥃 10–50 min to 7 famed distilleries on the Bourbon Trail 🛏 Bedroom layout 🛌 Master Suite (upstairs) – King bed • 58″ TV • ensuite bath 🛌 Bedroom 2 (upstairs) – Queen bed • 43″ TV 🛌 Bedroom 3 (upstairs) – Queen bed • 43″ TV 🛌 Bedroom 4 (downstairs) – 2 Queen beds • 43″ TV • ensuite bath + laundry All rooms feature premium linens, blackout curtains, and ample storage. 🛁 Bathrooms 🚿 Bathroom 1 (Master ensuite) – walk-in shower 🛀 Bathroom 2 (Hall, upstairs) – tub/shower combo 🚿 Bathroom 3 (Down ensuite) – walk-in shower + washer/dryer Stocked with shampoo, conditioner, body wash, hair dryers, and soft towels. 🍽 Kitchen & Dining 🧊 Stainless fridge, range, dishwasher & microwave ☕ Keurig + drip coffee maker + kettle 🍳 Cookware, bakeware & basic spices 🍽 Dining table seats 6; breakfast bar seats 3 🎬 Living & game spaces 📺 Upstairs lounge/living room – 65″ Roku TV, plush sofa, open to dining deck 🎮 Downstairs game room – 65″ Roku TV, Ms. Pac-Man, Mortal Kombat, air hockey, board games 🌲 Outdoor space 🔥 Propane fire-pit with Adirondack seating ♨️ Private hot tub under the stars 🌅 Upper deck—perfect for bourbon at sunset & stargazing 🏓 Axe throwing on the lawn 🧭 Nearby attractions Wild Turkey – 10 min • Four Roses – 15 min Woodford Reserve – 20 min • Buffalo Trace – 20 min Heaven Hill – 45 min • Maker’s Mark – 50 min 🐎 Horse farms & Keeneland races (35 min) 🚴‍♂️ Trails, fishing & kayaking at Taylorsville Lake (30 min) 🍴 Farm-to-table dining & antiques in downtown Lawrenceburg (5 min) 🔑 Guest access Smart-lock code sent 3 days pre-arrival Full private access to both levels, decks & yard Driveway parking for 4 cars 📝 Other things to note 🚫 No pets & no parties | quiet-hours 10 PM–8 AM 📷 Exterior security cameras (front/drive only) 🌟 Book your Bluegrass getaway now—bourbon, games, and unforgettable sunsets await! 🌟 Guest access The home is equipped with smart locks and you will be given a code 3 days before arrival to access the home.

Bourbon Trail Getaway | Hot Tub • Fire Pit

Welcome to The Buckley, a newly renovated cabin centrally located along the Bourbon Trail! This 4 bedroom/ 3bath cabin sleeps up to 10 guests, and is a short drive to some of the world's most favored distilleries. With its modern KY charm on a private 2-acre setting coupled with thoughtfully selected comfortable furnishings, our cabin offers relaxation for your Bourbon Trail stay. *Must be at least 25 years old to book, and be staying at the property the duration of the reservation. The space Get ready to enjoy your fun-filled stay with family and friends, offering plenty of room to spread out and multiple gathering spaces for everyone. This spacious property has everything you need to make your stay unforgettable. Enjoy cooking a home made meal in the fully equipped kitchen, gathering at the 10-person dining table. Relax on the front porch listening to our LPs on the Crosley record player with Bluetooth capability to play your music from your device, while playing cards on the convertible card/poker table. Unwind with a soak in the hot tub under the star-filled sky in the serene KY countryside. Nestled on two acres, this cabin is the prime Bourbon Trail retreat minutes away from some of Kentucky's top distilleries like Buffalo Trace, Wild Turkey, Castle and Key, Woodford Reserve, and Four Roses. 🌟Absolutely wonderful stay! The house was amazing and everything was as described! It was a PERFECT centralized spot to stay on the Bourbon Trail. Kelly was wonderful and helpful. I highly recommend this host! Jeremiah · November 2025Absolutely wonderful stay! The house was amazing and everything was as described! It was a PERFECT centralized spot to stay on the Bourbon Trail. Kelly was wonderful and helpful. I highly recommend this host! -Jeremiah · November 2025 Hosted by an AirBnB Super Host, this beautiful renovated and tastefully decorated cabin sets us apart to offer you and your guests a 5-star guest experience for ever lasting memories. ☆☆ KEY FEATURES ☆☆ 4 Bedrooms (1st floor: 1 King, 2nd floor: 2 King, 2 Queen,1 pull down sofa bed) 6 person Hot Tub 3 full bathrooms (2 with shower/soaking tub,1 with walk-in shower) Comfortable living room w/ gas fireplace Fully equipped kitchen w/ brand new stainless steel appliances Dining seating up to 10 Smart TVs in living area, all bedrooms, gaming garage. No cable, stream only on your accounts. High speed internet Pack and Play and high chair Full size washer + dryer on second floor Poker table for 4 Gaming garage with pool table, air hockey, Golden Tee arcade game, and corn hole Bar-b-q propane grill and cooking utensils Outdoor seating w/ propane fire table EV Charger Hammock Outdoor basketball hoop ☆☆ DOG-FRIENDLY ☆☆ We welcome 1 furry companion up to 50 lbs. Additional non-refundable pet fee of $100.00 will be applied. A dog crate, dog bed, and water/food bowls are provided: - Dog must be crated if unattended. -Clean dog blanket provided to protect furnishings- please use during your stay. -Please clean up your pet waste from the yard. ☆☆ BEDROOMS ☆☆ One bedroom is located on the first floor while the other three bedrooms are upstairs on the second floor. The Four bedrooms are tastefully decorated with high-quality linens, comfortable pillows, and brand new memory foam mattresses to give you a well-rested sleep after a long day. Each bedroom has it’s own 50” Smart TV for you to stream your favorite shows from your own accounts (no cable). BR 1 on the 1st floor: 1 king bed BR 2 on 2nd floor: 1 king bed BR 3 on 2nd floor: 2 queen beds BR 4 on 2nd floor: Primary 1 King bed+ sun room with a double fold down sofa, perfect for kids or additional guest ☆☆ BATHROOMS ☆☆ There are three bathrooms offering plenty of room and privacy. The home has a tankless hot water heater to ensure all guests can shower without running out of hot water. Toiletries ( shampoo, conditioner, body wash, lotion) and plush towels are provided. 1st floor: Bathroom with step-in shower 2nd floor: Bathroom with soaking tub/shower combo 2nd floor: Primary bathroom ensuite with soaking tub/shower combo and double vanity ☆☆ KITCHEN & DINING ☆☆ The kitchen has brand new stainless steel appliances and is fully-equipped for prepping large meals. The dining room accommodates up to10 guests. *Note: No garbage disposal because we are on septic system ☕️Coffee station includes a brewed coffee machine and a K-Cup Includes: Ground Starbucks coffee, Pete's coffee beans, french press, bean grinder, assorted creamers, syrups, sweeteners, assorted teas, and honey ☆☆ LOUNGE SPACES ☆☆ There are multiple areas to congregate or spread out throughout the property: -Rear outdoor gathering patio with plenty of seating - 2 person hammock -Gaming garage with pool table, air hockey, Gold Tee arcade game, 65" Smart TV, basketball hoop in the driveway, corn hole -Living room with gas fireplace and 70” Smart TV for you to stream your favorite shows from your own accounts (no cable) -Cozy enclosed porch for reading, listing to music, playing games, and having good conversation over sipping your newly purchased bourbon -Sunroom connected to the primary bedroom, offers a sleeping fold-down sofa and coffee bar, for early solo coffee, meditation, napping, or solo time Guest access -Keyless entry -Guest will enter property through the rear door located by the garage via code issued day of check-in Other things to note ☆☆ NOTES☆☆ -Tankless hot water heater, so HOT showers for all guests, never running out of hot water -The home is comfortably cooled/heated with a heat pump system. Mini-split on front porch and upstairs sitting area off Primary Bedroom -The area is not fenced to keep animals or children contained -As a guest, you have access to the entire home (3,000 sq.ft.) except the ‘owner's closet’ in the primary guest room (there is an additional guest closet in the same room for your use), and a second ‘owner's closet’ off of the kitchen -To enhance protection of the property, there is a Ring doorbell camera at the front door, which records audio and video. The camera actively records the street in front of the house, as well as the driveway entrance. Please be assured that the camera is configured to respect your privacy and does not have visibility into any interior spaces. - Prior to your stay, we require you to complete a pre-arrival form and sign and agree to our rental conditions. -The guest is responsible for their own travel insurance to cover any delays and/or cancellations. Host purchases damage insurance for each guest. -No glass is allowed in the hot tub- any glass in the hot tub will result in a $250.00 fine -This is a no smoking property- any evidence of smoking inside the house will result in a $500.00 fine -One dog 50 pounds or less is allowed with a non refundable deposit of $100.00 -Check-in is flexible anytime after 4PM

Bourbon Trail Cabin- Sleeps 10-Hot Tub, Firepit

🌄 Luxury 4BR cabin on 4 private acres along the Bourbon Trail! 🥃 Just minutes to Buffalo Trace, Castle & Key, Four Roses & more. Close to Keeneland’s spring races and Derby Week at Churchill Downs 🐎. Enjoy a hot tub, seasonal pool, game room, indoor pickleball/cornhole courts, and a fire pit. Sleeps 12—perfect for groups, horse-racing trips, and bourbon getaways. ✨ The space For guest and property safety, the home uses exterior security cameras and a noise monitoring device that measures sound levels only (no audio recording). No cameras are located inside the home. Enjoy over 3,400 sq ft of beautifully designed living space—perfect for groups, families, and couples exploring the Bourbon Trail or visiting for horse racing season. 🏡 Spacious, Comfortable Living • 4 inviting bedrooms designed for relaxation • 2.5 bathrooms stocked with essentials • Fully equipped kitchen for shared meals & bourbon cocktails 🍽️🥃 • Open living and dining areas ideal for gathering • Sleeps up to 12 guests comfortably ⭐ Designed for Comfort & Connection • Large rooms with plenty of space to unwind • Thoughtful layout perfect for groups wanting to spread out • Warm, welcoming interiors that blend comfort with Kentucky charm 🎉 Entertainment Around Every Corner • Game room with slate pool table, air hockey & arcade games 🎱 • Indoor pickleball & cornhole courts—rare and unforgettable experiences 🏓 • Hot tub for starlit evenings with a drink in hand ✨ • Seasonal pool for warm-weather relaxation 🏊‍♂️ • Fire pit for s’mores, storytelling & bourbon tasting 🔥🥃 Other things to note Distilleries, Wineries and Attractions: •	Close to Lover’s Leap Winery, just a quick 2 minute drive down the hill •	Short drive to famous Bourbon Trail Distilleries, including Four Roses, Wild Turkey, and Woodford Reserve, Buffalo Trace , Whisky Thief and Castle and Key. •	Easy access to Keeneland Race Course, perfect for horse racing fans •	Nearby Kentucky River runs behind the property for scenic views and exploration Spectacular Views: •	Stunning views across Shelby & Franklin counties from the front, enhancing the cabin’s serene ambiance This luxury cabin caters to guests seeking an upscale, relaxing, and memorable stay while exploring the best of Kentucky’s bourbon and horse country. Enjoy every moment surrounded by beautiful design, top-notch amenities, and a peaceful natural setting. Book your stay and experience the essence of Kentucky!

4 Private Acres! HotTub/Pool | Pickleball | Arcade

Only 5 minutes from the interstate and nestled atop a tranquil hill, this home offers unparalleled serenity with breathtaking views of sprawling farms. Spanning 70 acres, it's a haven where wildlife thrives, adding to the peaceful ambiance while also minutes away from all that Frankfort has to offer. With 4 bedrooms and 3.5 baths, it's ideal for families seeking ample space and comfort. This home is 5 minutes from the interstate and minutes from several stops on Kentucky's famous Bourbon Trail!

Home in Frankfort on 70 acres

Welcome to The Wild Turkey Roost! Newly renovated and perfectly located in the heart of Kentucky’s Bourbon Trail, our home offers a stylish and comfortable stay just minutes from legendary distilleries like Wild Turkey, Buffalo Trace, Woodford Reserve, Four Roses, and more. With plenty of space to relax, it’s the perfect retreat for bourbon enthusiasts and Kentucky visitors alike. Whether touring distilleries or attending the Derby, you'll love the convenience and charm of this stay! The space Distances to Distilleries from house (grouped for closeness) Wild Turkey - 7 mi (southeast) Larrikin Bourbon Co - 6 mi (southeast) Buffalo Trace - 11.7 mi (northeast) J. Matting 1845 - 11.8 mi (northeast) Woodford Reserve - 16.4 mi (northeast) Castle & Key - 13.9 mi (north) Glenn's Creek - 14.8 mi (northeast) Whiskey Thief - 6.5 mi (northwest) Four Roses - 9.4 mi (south) Bluegrass Dist at Elkwood Farm - 18.4 mi Saddlestone Dist - 20.9 mi (northeast) Bulleit Distilling - 18.4 mi (northwest) Jeptha Creed Dist - 22.5 mi (northwest) Maker's Mark - 50.3 mi (southwest) Guest access Our guests have full access to the entire home and the surrounding property. Other things to note Recommended local eateries: Bluegrass Sabor Taylor Belle's & Burgers Coffman Station* Craft House Pizza Don Pedro's Big Jack's (breakfast) The Burg Coffeehouse Off the Ground Coffeehouse Frankfort: The Stave Goodwood The Dock: A River Cafe Sage Garden Cafe*

The Wild Turkey Roost · Newly Renovated · 1K + 2Q

Welcome to The Tavern on the Trail, a beautifully restored 1800's home located in the heart of Lawrenceburg, Kentucky, centrally located along the Bourbon Trail. This home was once a tavern for the area in the 1800's. The tavern is a perfect blend of historic charm and modern amenities, ideal for bourbon lovers, horse enthusiasts, and those looking to experience a true slice of Kentucky history. Guests will love being centrally located to the popular distilleries along the Bourbon Trail! The space Your Gateway to Adventure, Wrapped in Tradition ✨Key Features and Amenities✨ Historic 1800s Tavern with Original Character – Featuring original stair rails, foyer floors, living room and bedroom floors, exposed beams, and a charming fireplace mantle, this nearly 200-year-old home tells the story of a bygone era while offering all the comforts of modern living. Spacious, Comfortable Bedrooms w/ KING beds upstairs – The home comfortably sleeps 6 with 3 bedrooms, each decorated with a nod to Kentucky's bourbon and horse racing culture. Luxury & Comfort – Memory foam mattresses, high ceilings, poplar wood beams, and a mix of antique and modern furnishings provide the perfect ambiance for relaxation. Perfect for Bourbon & Horse Lovers – Decorated throughout with themed accents that celebrate the area’s rich bourbon and horse racing heritage. Dog-Friendly – Your furry friends are welcome! 🛏️ The Bedrooms 🛏️ Main Floor Bedroom – This spacious room features a luxurious queen-sized bed with a memory foam mattress and two sitting chairs with ottomans. The charming poplar wood ceiling adds to the room’s character. Upstairs Bedrooms – Two beautifully decorated king rooms with vaulted ceilings and exposed 200-year-old beams. One boasts a luxurious en suite bathroom with a freestanding tub, a separate shower, and double vanity. 🍳 The Kitchen & Dining 🍳 Fully Stocked Kitchen – Cook, create cocktails, and enjoy meals in a spacious, well-equipped kitchen. Guests can sit down to a meal in the dining room, with seating for 8. Complimentary Coffee & Treats – Ground coffee, whole beans with a grinder, K-cups, and tea are provided. 🛁 Bathrooms & Laundry 🛁 Full Bath on Main Floor – Includes a deep soaking tub with shower combo, along with complimentary shampoo, conditioner, body wash, and bar soap for your stay. Upstairs En Suite – The primary upstairs bedroom features a luxurious bathroom with a freestanding tub, separate 5' shower, and double vanity. 🛋️ Living Room & Entertainment 🛋️ Enjoy the comfortable living room with camel leather recliners and plenty of seating for all! Take in the charming poplar wood ceilings and vintage distillery prints as you relax or play games. TV, Board Games, & Record Player – Perfect for a cozy night in after a day of exploring the Bourbon Trail! 🌳 Outdoor Spaces 🌳 Wood Burning Fire Pit - Beautiful wood burning fire pit in the backyard with string lights. Cozy up by the fire and roast some s’mores! Large Back Deck, Grill, & Propane Fire Table – A spacious deck with a propane fire table, and a covered hot tub pavilion. Enjoy stargazing or a cozy evening by the fire. Private Hot Tub – Relax in the hot tub for a peaceful and rejuvenating experience. 🐾 Pet-Friendly 🐾 🚗⚡️Level 2 EV Charger on site ⚡️🚗 📍 Location & Surroundings 📍 This historic home is situated on a busy main road. White noise machines are provided in each bedroom for your comfort. This is a semi-rural area, so you may encounter critters, insects / local wildlife. Don’t be alarmed—regular pest control treatments are in place. ⚠️ Additional Notes ⚠️ There is a wood burning fire pit. Firewood is not provided, however there is a Tractor Supply (9 minutes) & Walmart (7 minutes) located close by to the property. Stair Rails – The original 200-year-old stair rails are lower than today’s standards, so please use caution when navigating the stairs. Fireplace in Living Room - this fireplace is an aesthetic piece of the house that is not operable. Fire Table Instructions – To use the fire table you must turn the propane tank on at your own risk, then take the long lighter stick provided and press ignite/prime as you light the mid area where the stones are. Once finished, turn off the table AND turn off the propane tank. Put the metal plate back over Center area and wait to cool before placing the cover back on it. 🍹 Bourbon Trail Distilleries & Local Attractions 🍹 Located in the heart of the Kentucky Bourbon Trail, The Tavern on the Trail offers easy access to dozens of world-famous distilleries. Whether you're a bourbon aficionado or simply looking to explore the region's rich history, you'll find plenty to see and do just minutes from your front door. Here’s a quick guide to nearby distilleries and attractions: Buffalo Trace Distillery – 16 minutes Wild Turkey Distillery – 11 minutes Four Roses Distillery – 13 minutes Lawrenceburg Bourbon Company – 11 minutes Woodford Reserve Distillery – 20 minutes Three Boys Farm Distillery – 8 minutes (a local favorite!) Castle & Key Distillery – 19 minutes Jim Beam Distillery – 55 minutes Churchill Downs – 48 minutes (Home of the Kentucky Derby!) Jefferson’s Bourbon Distillery – 46 minutes Keeneland Racecourse – 28 minutes Kentucky Horse Park – 30 minutes Vertigo Bungee – 12 minutes (for the adventurous!) Lovers Leap Winery – 10 minutes Prodigy Vineyards & Winery – 17 minutes Bulleit Distillery – 21 minutes The Kentucky Castle – 26 minutes 🌍 Additional Nearby Attractions 🌍 Bardstown, KY (Bourbon Capital of the World) – 45 minutes Danville, KY – 35 minutes Lexington, KY – 35 minutes Whiskey Row (Louisville) – 42 minutes Angels Envy Distillery – 44 minutes Rabbit Hole Distillery – 44 minutes Old Forester Distillery – 44 minutes Heaven Hill Distillery – 43 minutes Kentucky River Tour – 13 minutes Lawrenceburg Downtown – Just a few miles away! Enjoy amazing local shops, restaurants, a coffee shop, dessert places, and the Lawrenceburg Tourism office. Please Note: The Tavern on the Trail is a family-friendly and dog-friendly property, but most distilleries have age restrictions. Please contact the distilleries you wish to visit for information on family and pet friendly recommendations. Whether you’re here to explore the Bourbon Trail, relax with family and friends, or immerse yourself in the rich history of Kentucky, The Tavern on the Trail offers a perfect retreat. Book your stay today and step back in time without sacrificing modern comfort! Guest access While staying here, you will have access to the entire property. We use a keyless entry system, so you can come any time after check-in and enter using your unique access code. Other things to note House Rules: -Check in 4 pm -Check out 10 am -Quiet Hours are 10PM - 8AM. Please be respectful of our quiet hours. Parties are not allowed at the property, including loud music. -Smoking, drugs, & vape use is NOT allowed inside or outside the property. -Please adhere to the hot tub rules posted and use at their own risk. Adult supervision is required when using the pool/hot tub. -There are 2 exterior security cameras: 1 at the front door & 1 at the side door. -No extra / overnight guests. -No Mail Delivered while you are staying at the property. -No Unplugging of the electronics -Host is not responsible for any accidents, injuries, illness, or deaths that occur while on the premise of the property or its amenities. Host is not responsible for the loss of personal belongings or valuables of the guest. By accepting this reservation, it is agreed that all guests are expressly assuming the risk of any harm arising from their use of the premises of the property. -By booking, you agree to comply with the above rules & agreements. We reserve the right to cancel your reservation if these rules are broken.

Bourbon Trail! Tavern*Hot Tub * EV Charger

Enjoy our newly remodeled home that is situated on 4 acres. Ideally located for Bourbon Tours, Keeneland & Churchill Downs, or the Capital. Property is perfect for small families or friends wanting to gather. Other things to note The property has 3 bedrooms with 2 Queen beds and 1 full size bed

Newly Renovated, Bourbon and Horse Racing

Centrally located on the Kentucky Burbon trail in the midst of horse country. Conveniently located between Keeneland and Church Hill Downs.

Green Acres

Comfort in the Bluegrass is a very clean, home nestled in the heart of bourbon and horse country. If it’s a little R&R you’re after, or entertainment…. This is the perfect location for either! We sit in a beautiful 1.6 acres located in a quiet, peaceful area in Anderson county. You can choose to relax with your friends or family by the fire pit, or tour one (or several) of the many sites around here! We are in between Lexington and Louisville, and only a few miles from Frankfort. The space This basement suite consists of a private drive. Access of entry is within the side door from private drive way. Upon entering, guest will walk into a foyer with a coffee bar, small refrigerator and microwave. The large bedroom has a queen bed with plenty of closet space and chest of drawers. This space also has a full private bath, large eating area and den with a queen sleeper sofa and lots of natural light. Right off the den guest can walk out onto a private covered patio for their morning cup of coffee or winding down at night. The basement suite is very spacious. But does not have a Kitchen. Guest access Basement suite with private driveway and entrance. Other things to note Comfort In the Bluegrass is our home in which we live on the second level. The basement suite (1st level) has a private driveway with a private entrance.

Comfort in the Bluegrass

Nestled under the shadows of trees on a working cattle farm, The Southern x525 Caboose is now resting in the heart of the Bourbon Trail. Maintaining the industrial feel of an authentic caboose, while bringing in the warmth of handcrafted woodwork design, the Caboose on the Farm creates a unique experience like no other! Queen bed, twin bunkbeds, full bath, kitchenette. Beautiful outdoor pavilion with grill and fire pit. Working cattle farm, see cattle, goats, a donkey, a horse, and a pig! The space Enjoy an authentic caboose with the comforts of home! Private, queen master bedroom with full bathroom. Kitchenette, fully stocked with microwave and air fryer/convection oven. Smart tv and recliner sofa, and fold out, twin bunk beds.

Bourbon Trail: Caboose on the Farm

Recognized as Airbnb’s “2021 Top New Airbnb in Kentucky,” this cozy farm cabin overlooks rolling fields on a working cattle farm. Meet and feed cows, goats, a pig, and our beloved donkey Otis! Inside, enjoy hand-crafted charm with barn wood walls, full bath with bourbon barrel sink, king bed, sleeper sofa, and custom kitchenette. Connect with nature in the large outdoor pavilion with a stone fireplace. Located in the heart of the Bourbon Trail, close to Wild Turkey, Four Roses, & Buffalo Trace! The space - Large Picnic Shelter with stone fire-place and gas grill next to the cabin. - Free WiFi - Kitchenette, which includes a mini fridge & freezer, sink, microwave, electric skillet, and convection oven. - Includes a smart tv, king bed, full bath, sleeper sofa, dining table, and vanity. - 400 square feet - Handcrafted playground, made out of trees from our farm. (Use at your own risk) -Pets are welcome. The fee is $10 per pet. Guest access The cabin has a large yard and a large pavilion with stone fireplace to enjoy. Guests are provided "critter cups" with feed to give to our farm petting zoo which is located right beside the cabin. Other things to note Guests are provided "critter cups" with feed to give to our farm petting zoo which is located right beside the cabin. Meet and feed goats, cows, and our donkey "Otis". You also be visited by are 3 barn cats, "Bandit", "Blanche", and "Arrow".

Bourbon Trail Cabin on the Farm

Embrace the opportunity to create your dream retreat! Tucked away in a secluded setting, this home is bursting with potential and awaits your personal touch. With its charming features, it's the perfect canvas for bringing your vision to life. Inside, you'll be greeted by the timeless allure of beautiful trim work and wood flooring that adds warmth and character to the space. The generously sized rooms offer endless possibilities for customization, ensuring ample space for comfortable living and entertaining. Discover a total of 4 bedrooms and 4.5 bathrooms, providing plenty of accommodation for family and guests. A partially finished basement presents additional living space or recreational opportunities, while a 2-car garage offers convenient storage for vehicles and outdoor essentials. Seize the chance to transform this property into your own private sanctuary, where every detail reflects your unique style and preferences. With its desirable location and abundance of features, this home is truly a rare find. Acreage is an estimate only, no acreage listed on the description.

1820 Old Frankfort Rd Lawrenceburg, Kentucky

$172,437

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