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Private Retreat in the Palisades on Bourbon Trail

"Escape to peace and tranquility in the heart of Kentucky's Bourbon Country. Located in Pleasant Hill, directly beside Shaker Village, our farm and custom barn home offer unparalleled privacy and breathtaking views from one of the highest points in Central Kentucky. Offering expansive grounds for memorable outdoor activities. Within minutes to beautiful golf courses, Shaker town, over 30 distilleries and the world famous Keeneland race track. We sit on the Scenic Byway 20 min South of Lex.

Bluegrass Boujee, Hot tub, Bar, Game room

Five minutes from the airport, Fayette Mall, Keeneland. Ten minutes to Rupp Arena. 6,000 square feet of tastefully decorated bliss. 2 king, 4 queen, 2 bunk w/ futon. 5 full baths and 2 half baths. 5 fireplaces. Dedicated office with library. Stocked kitchen. Indoor and outdoor seating/dining. Loaded basement with exercise room, gaming, hot tub, bar. 2 laundry rooms. Premium bedding and 4k smart tv in every room. 2 car garage. Parking for up to 4 vehicles. 12 guest maximum. No guest exceptions.

Cozy, Fun, Relaxing 4Bd, 2Bth Home near Keeneland.

Bring the whole family to this great home away from home. This lovely 4 Bedroom 2 Bath home is open, spacious and fun. 5 minutes from Bluegrass Airport and Keeneland. 9 minutes from downtown Lexington and Rupp Arena. 18 minutes from The Kentucky Horse park. Kroger 5 minutes away. Shopping and dining is minutes away. Exercise on the treadmill. Business desk in quiet room. Enjoy hours in the entertainment space in the basement which features an air hockey table. Largescreen TV's throughout..

Entire Home Near Bourbon Trail w/ Pool & Gym

Welcome to Bottled in Black Silver Lake Manor. A 3 level home with 4 bedrooms | 4.5 baths built in the 1830s. Experience a one-of-a-kind retreat in this unique historic home near downtown Frankfort & the Bourbon Trail. Enjoy the outdoor patio, pool, koi pond, private gym & basketball court. Ideal for groups & pet-friendly. Perfect for exploring the Capital city, historic landmarks, & bourbon culture. A peaceful getaway for those who love older homes with heritage & charm. Comfortably sleeps 8

Serene barn loft in the heart of the Bluegrass

Relax and unwind in this charming barn loft nestled amidst 13 rolling acres on Honey & Vine Farm. This loft is the ideal honeymoon and anniversary space! Enjoy coffee in the morning from Adirondack chairs overlooking the pond, spectacular sunsets from the deck, and absolute serenity in this peaceful setting. Queen bed, private entrance, and beautiful sunsets. The goats and two horses love meeting new friends! 20 minutes to Danville and near hiking, lake Herrington, and Shaker Village.

Wild Turkey Suite, The Woodford Hotel

Beautifully renovated building built in 1880's in the heart of downtown Versailles. Wild Turkey Unit • 2 Bedrooms, 1.5 bathrooms • Kitchenette • Living Room • 2 45" Smart TV's • Onsite parking Walking distance to coffee shops, restaurants, bourbon bar, bakery. 11 min to Keeneland 15 min to Distilleries 12 min to Lexington Airport 50 miles to Louisville *Offsite Amenities- public pool & boat dock. Please refer to Location Activities section for more details. *Rental agreement required

Cozy Retreat-Hot Tub-Fire Pit-Gym-Chevy Chase

Welcome to a luxurious home and perfect spot for large gatherings with 6 bedrooms and 5 bathrooms. This property has beautifully designed common areas on the main level and an expansive living room with big screen television and comfortable seating. Two master suites with large king beds with ensuite bathrooms and double vanities. Four modern bedrooms with Queen Size beds. Enjoy a hybrid of luxury with full access to our entire property with firepit, large deck, hot tub and garage gym.

Lex Family&Friends Paradise: Pool! HotTub! GameRm!

Your friends and family will be centrally located in a peaceful Cul-de-sac in Lexington with all the perks! Whether you are going to Keeneland, the University of Kentucky, or just looking for a fun getaway, we have all the entertainment you need! Featuring a POOL, HOT-TUB, ARCADE, pool table, ping pong, air hockey, and shuffleboard table! Looking to just relax? Help yourself to our complimentary FULLY STOCKED coffee bar and take in the cozy sounds by our fire pit in the back yard!

Tiny Home with Hot Tub Near KY Horse Park and Ark

✨ Luxury Tiny Home Hideaway in downtown Georgetown, KY 🛏️ Queen Purple mattress + pull-out couch bed 🛁 Private patio with gazebo and inflatable hot tub 📺 65” 4K smart TV, full kitchen with stove & coffee 🧺 In-unit laundry + fast Wi-Fi 🌿 Quiet private backyard space to relax 🚶 5-min walk to Local Feed, Galvin’s and downtown spots 🚗 12m Kentucky Horse Park • 30m Ark Encounter 🔒 Security cams (doorbell + backyard) Ask about booking “The Retro” next door for larger groups! 🔄

Wishing Well Guesthouse On The Lake

A peaceful, waterfront guesthouse in a serene quiet neighborhood. On 2 acres of rolling hills, this choice location will be a peaceful getaway. Updated furnishings and appliances in this beautiful, open concept living space with a gas fireplace inside or a rustic fire pit outside. Close to lake marina rentals. #Center College #Pioneer Playhouse #Brass Band Festival #Pasture at Marksbury Farm #KY BBQ Festival #Bourbon Trail #Norton Center For The Arts #127 yard sale

The Sawyer House

Step back into 1964 when houses had character and were built to last! This remodeled four bedroom two bath home is a perfect getaway with your friends and family. Settled in one of the most beautiful wood lined neighborhoods in Frankfort, this house offers a ton of amenities and is close to distilleries, parks and downtown Frankfort. The house offers a full coffee bar, a dream eat in kitchen as well as a separate dining room. There is even a retro spiral staircase!

Pet-Friendly Cozy Retreat 10 mins to Horse Park

Experience equestrian chic at The Layover House, a renovated 3-bed, 2-bath home in Georgetown. Perfect for families or groups, our home offers vintage charm with modern comforts. Ideally located just 10 mins from the Kentucky Horse Park and 20 mins from Lexington's distilleries and downtown. Enjoy a private backyard with a fire pit, a fully equipped kitchen, and premium amenities. Your perfect base for exploring the Bourbon Trail and horse country!