
Holiday houses in Bourbon County
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Top-rated holiday rentals in Bourbon County
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1791 Cabin on Historic Horse Farm
This rare 1791 log cabin is located on Houstondale Farm, a working horse farm in the renowned Bluegrass region of Ky. You can stroll to the barn and visit the horses or enjoy the peace and quiet before relaxing at the pool, complete with a grill and outdoor dining area. It is a scenic 22 minute drive from the Ky Horse Park, 25 minutes from Lexington, and 30 minutes from Keeneland Race Track. Even with the remote feel of the farm you will only be a mile from Walmart, shops & downtown Paris.

Triple Crown Suites, Apt 1
This charming and cozy Secretariat-themed suite is centrally located in historic downtown Paris, KY, surrounded by the world's most beautiful horse farms. Built in 1880, the original building was the General Store, this unit overlooks quaint Main Street. Secretariat Park is two blocks down, Claiborne Farm (where Secretariat was retired and is buried) is minutes away. The Hopewell Bake Exchange is downstairs, smells of fresh baked goods will fill the air, coffee shops and restaurants are nearby.

1790s cottage in Millersburg
Le Ménil is a circa 1790 cottage on Main Street in Millersburg, KY. The early federal house is warm, comfortable, and inviting. Recently restored by the host, Le Ménil is full of antique furniture to compliment the period of its construction. Located on Main St. in Millersburg, it is conveniently located within walking and driving distance of Mustard Seed and Maplewood Estate and Barn. Proceeds from this listing go towards the preservation of this landmark. Ask about extended stay discounts.

Misfit Farm
Need to get away? Misfit Farm sits 700’ from the road, offers 3 bedrooms, a spacious kitchen & dining area for family meals and a theatre room to enjoy. 2 bedrooms have queen beds and 1 has a twin daybed with a trundle underneath. After a long day you can enjoy the 10' x70' covered porch while watching the sunset. 6 guests can make this a home base for visiting local farms, horse events and bourbon trails. We are just 40 minutes from Lexington where you can enjoy Rupp Arena & Keeneland.

Modern Trailer Living
Freshly painted, updated and fully furnished, towels, tp/pt, most kitchen utensils, microwave, coffee pot/press, full size stove and fridge, TV in living room, wi-if when accessible must hv ur own streaming device, outdoor porch with smoking Ok!! This is a non smoking space!!!! No Smoking/vaping in unit, if you do a charge will be imposed!!!! No exceptions!! if you’re not a registered guest here you must park outside the gate which remains closed/opened but remains closed otherwise!

Horse & Flower Farm Barn Loft
Enjoy peace and quiet in the countryside surrounded by Stoner Creek. Old Bridge Farm is a horse farm and also the home of Blooms of Bourbon County which is a flower, fruit and vegetable grower utilizing organic growing practices. Our 100 year old tobacco barn has been converted into a stable with a large rustic loft above with all of the conveniences of home. We're off the beaten path on a very quiet road in the middle of horse country. Come...relax, escape, recharge.

Scenic Stillwater Retreat
Savor the wonder and beauty in the heart of Thoroughbred horse country in this one-of-a-kind, custom-built home. Make memories canoeing and fishing, exploring the 27-acre farm while viewing surrounding horse farms, and relaxing in the waterfront gazebo and sunroom. Enjoy indoor/outdoor games, quiet workspaces, and a fire pit. Experience the restful haven of rural Kentucky at its finest! Easy day trips to the Ark Encounter, KHP, Bourbon Trail, Keeneland, and UK Games!

Paradise Inn B&B - Lover's Suite
The only B&B in Kentucky with an ‘Eiffel Tower’ view! Paradise Inn B&B is a unique penthouse suite atop "The World's Tallest Three Story Building" (from Ripley's Believe It or Not!) with exquisite oriental decor from the far East. The unbeatable hospitality is provided by your host and the owner, Lee Nguyen. This stay includes a $25 gift certificate for Paradise Cafe - Asian fusion and Pho restaurant located on the first floor.

The Booth House
Welcome to our beautifully restored 4-bedroom home in the heart of Millersburg! Perfect for those in town for an event or a quiet getaway. Enjoy the charm of this historic home while still enjoying all the modern amenities you could need. Our location couldn't be better - right in the heart of everything Millersburg has to offer. Don't miss out on this unique and luxurious experience!

Hilltop Retreat at Wendt’s Wildlife Adventure
Take it easy at this unique and tranquil getaway. Newly remodeled home on a 125 acre farm that is home to Kentucky’s newest wildlife park & Daniel Boone’s last home in Kentucky. Expansive views, and a visit to Wendt’s Wildlife Adventure (open seasonally), which is owned & operated by your hosts, are sure to give you just the right amount of rest & adventure that you are seeking.

One Bedroom upstairs apartment, Main street.
My place is a few block from shops, restaurants and bars. Rooster Brewing, trackside restaurant and Paradise Café are just a few nearby Places. You’ll love my place because of the light, the neighborhood, and the comfy bed. My place is good for couples, solo adventurers, and business travelers. Convenient parking in the front. Free high speed Wi-Fi.

Stoner View Farm
Hello! Our place is close to Paris, Mt. Sterling, Winchester and Lexington. . You’ll love our place because of its scenic views, privacy and seclusion. It sits on a 10 acre farm back off a country road that backs up to Stoner Creek! Our place is good for couples, solo adventurers, business travelers, and families (with kids).
Popular amenities for Bourbon County holiday rentals
Other great holiday rentals in Bourbon County

Peaceful Mt Sterling Cabin: Deck & Fire Pit!

King Bedroom/Bath on Horse Farm

Barr House Inn-historic 18 miles to LexKY/HorsePK

Spacious bedroom with queen bed

Secretariat Suite

Charming Apartment in Paris, Ky

Carriage House

Sweet Apartment on Horse Farm
Destinations to explore
- Pet-friendly rentals Bourbon County
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- Rentals with a washing machine and dryer Bourbon County
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- Rentals with a fire pit Bourbon County
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- Rentals with a fireplace Bourbon County
- Rentals with outdoor seating Bourbon County
- Ark Encounter
- Kentucky Horse Park
- Buffalo Trace Distillery
- Rupp Arena
- Anderson Dean Community Park
- Old Fort Harrod State Park
- Hamon Haven Winery
- Talon Winery & Vineyards
- Paradise Cove Aquatic Center
- Rising Sons Home Farm Winery
- Wildside Winery
- Lovers Leap Vineyards and Winer
- Equus Run Vineyards
- Seven Wells Vineyard & Winery