House vacation rentals in Bourbon County

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Top-rated house rentals in Bourbon County

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Guest favorite

Home in Stamping Ground

4.97 out of 5 average rating, 652 reviews

Buffalo Springs Distilling Company

On the Bourbon Trail The Buffalo Springs Distilling Company got it's start in 1868. It closed and it's warehouses were emptied out by the 1970's. This building is one of the last structures left on the site. This historic building was the main office and gatehouse for visitors to the distillery, so we can offer one bedroom due to the size of the structure. Queen size bed in the bedroom. There’s also a Queen Air Mattress that can be utilized in a pinch for folks that are staying at least a week

Guest favorite

Home in Lexington

4.95 out of 5 average rating, 349 reviews

Horse Farm Creekside Cabin- 6 min to KY Horse Park

*Fiberoptic wi-fi added 10/11/22*Gorgeous N. Elkhorn Creek views from every room in this 1200 ft cabin on a private, gated horse farm. Your only neighbors are friendly horses! Wi/fi, SatTV/Netflix or enjoy wildlife viewing on the screened porch. Big Green Egg for grilling on the spacious deck. Fire pit and zipline. Living room/bedroom dual wood burning fireplace for chilly nights. Fully stocked granite kitchen. Kayaks available. Minutes to the Legacy Trail. 15 min to downtown Lex/G’town.

Guest favorite

Home in Sadieville

4.99 out of 5 average rating, 126 reviews

80 acre farm/beautiful views/donkeys & goats

Cannon Farm is a 80acres working farm that has plenty of trails, 1 pond, and a creek that runs through it. Your cabin is a new 2 bedroom, 1 bath that can accommodate up to 5 people. Relax and enjoy the sunrise on your big front porch or have a fire and BBQ on your back patio. We are 15 minutes from the very cute town of Cynthiana and only 30-40 minutes away from Georgetown and Lexington. Just a short drive to many attractions like Kentucky Horse Park, Ark Encounter and all the bourbon tours.

Guest favorite

Home in Lexington

4.93 out of 5 average rating, 715 reviews

Restored historic Lex charm!Walk to Rupp/dining/UK

If you’re looking for a chic, clean, and comfortable stay in Lexington, look no further. This renovated Victorian home in downtown Lexington is within walking distance of excellent dining, distilleries, and entertainment. Attend a concert or sporting event at nearby Rupp Arena (5 minute walk), watch the horse races at Keeneland (10 minute drive down the road), tour the bourbon distillery right around the corner, or explore the unique offerings of downtown Lexington. Stay in the heart of it all!

Guest favorite

Home in Mount Sterling

4.88 out of 5 average rating, 185 reviews

THE DOLLY - Cozy, Bright Home in Historic Downtown

Hello, Dolly! This bright and cozy home in the heart of downtown Mt. Sterling provides comfort and convenience. With hundreds of unique artifacts and rare photos to discover, you will find peace, relaxation, and tons of Dolly-themed photo ops! In addition to WiFi and Roku TV, guests will enjoy a massive collection of Dolly Parton films, records, and books. A fully-themed kitchen, bedroom, dining room, and bathroom offer many fun Dolly touches. A place so cute, even Jolene wants to stay!

Guest favorite

Home in Versailles

4.95 out of 5 average rating, 158 reviews

Quaint little farm house close to Keeneland/horses

Remodeled beautiful 1900s 2 story house on farm surrounded by Creek and fire pit for your convenience. LOCATION, LOCATION!!! This is the perfect example of having the country in the city! If you are wanting the true feeling of relaxation, this is for you. Amazing views, and close to many famous attractions. 5-10 minutes away... Keeneland The Kentucky Castle Bluegrass Airport Castle Hill Winery Aviation Museum Eckert Orchard also.. Restaurants, Wineries, Breweries, Bourbon Trails

Guest favorite

Home in Georgetown

4.98 out of 5 average rating, 133 reviews

Creekside Kentucky Cottage

2 bedroom, 1 bathroom creek side cottage located minutes away from many attractions. Whether you are in town for a bourbon tour or two, to visit your kids at college, or a stroll along horse country, Central Kentucky does not disappoint! Located on Elkhorn creek, enjoy fishing and wildlife with creek side living. Across the creek there is a walking trail that leads to a dog park. Watch kayakers and boaters launch across the creek from you, or bring your own and join in!

Guest favorite

Home in Winchester

4.9 out of 5 average rating, 744 reviews

Cozy Cottage

Sweet little cottage within walking distance of historic downtown Winchester. Open floor plan, 500 square feet of coziness! Queen size bed, kitchen, living room, dining all in one place. We’re a working farm on the edge of the city limits in an older neighborhood. Surrounded by the Kentucky Horse Park, Keeneland, Rupp Arena, Fort Boonesboro, Red River Gorge and the Kentucky Bourbon Trail. Easy access to I-64, I-75, and Mountain Parkway - gateway to Appalachia.

Guest favorite

Home in Lexington

4.97 out of 5 average rating, 241 reviews

Relaxing | Hot Tub | Fire Pit | S’mores | Garage

Stay in one of Lexington's most desirable neighborhoods: quiet, safe, & in a low-traffic cul-de-sac that's also close to everything! Create lasting memories with friends & family: - Make s’mores by the fire pit under the stars! - Relax in the hot tub after a long day of travel! - Fenced in yard! - Coffee Bar! Just minutes from favorite local restaurants, shopping, attractions, downtown events, & the interstate (I-75 or I-64). Registration #15076499dash1

Guest favorite

Home in Lexington

4.84 out of 5 average rating, 493 reviews

Silver Streak Equestrian Horse Haven

Step out your front door to see beautiful pastures where you can take your coffee and walk to greet the horses. Peaceful setting but just five minutes to downtown Lexington. If traveling by plane it just two minutes away. Enjoy a little quaint piece of Kentucky with historical Keeneland racetrack your next door neighbor. Experience Lexington the horse capital of the world on an actual working horse farm. Sorry pool and hot tub not included

Guest favorite

Home in Flemingsburg

4.98 out of 5 average rating, 305 reviews

BLUE MOON LODGE- --UNWIND, CONNECT, REFUEL, RELAX!

If you are looking for a absolutely breathtaking, cozy place for just a few days break, or a complete unique, custom vacation for your family, you have found the place. Come and see for yourself what all the 5 star reviews are about. Every now and then you run across a place that just lifts a weight off your shoulders as soon as you open the door, THE BLUE MOON IS THAT PLACE!!!

Guest favorite

Home in Lexington

5 out of 5 average rating, 146 reviews

Horse Central-Be our Guest!

Comfortable, easily accessible home! Convenience at it's best! Only 5 minutes to the Kentucky Horse Park, 10 minutes to Keeneland or Fasig-Tipton, 1 mile to Kearney Creek Golf Course, 10 minutes to downtown Lexington and Rupp Arena. 15 minutes to Georgetown. Easy access to the Bourbon Trail and beautiful drives past many famous horse farms as well as access to I-64 and I-75.