
Holiday houses in Woodford County
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Top-rated holiday rentals in Woodford County
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Basement apt. w/private entrance & kitchenette
Our full basement apartment with private entrance is modest but comfortable. Located within one mile of Asbury Seminary and University, our space is ideally suited for commuting students, out-of-town guests, or folks visiting the beautiful Bluegrass region. Our home is a 15-minute walk from the campuses and business district. We are a family of six and you will occasionally hear our boys upstairs, but as a Christian family, we strive to treat our guests as we would want to be treated. Reg. 9485

The Cottage at Seldom Scene Farm - Bourbon Trail
SELF CHECK-IN, CLEAN, PRIVATE OASIS. Restored log home on gorgeous 273 acre farm along the KY RIVER. Serene & natural setting, close to several popular BOURBON TRAIL sites & horse farms. 10 MIN to WOODFORD RESERVE and CASTLE & KEY distilleries. 8 MIN to STAVE Restaurant & Bourbon Bar. Scenic horse farms (ASHFORD, AIRDRIE, WINSTAR). Convenient to KEENELAND, KY HORSE PARK, Versailles, Midway, Frankfort, Lexington, Louisville! Hike, bike, fish, wildlife, sheep, goats, chickens, stars & campfires.

Birdsong Valley on Bourbon Trail
Great central location on Bourbon Trail. Close to Lexington, airport, Keeneland, Ride the Rails, Horse Park, Shakertown, many other attractions. You will love our 3 bedroom charming home on 2.2 beautiful acres in peaceful community. Perfect for couples, friends, families, singles to explore distilleries, horse farms, quaint small towns of Versailles, Midway, Lawrenceburg, country backroads, much more. OR relax, enjoy nature, butterflies, birds, deer. Let us make lodging highlight of your visit.

Country Cottage in Horse and Bourbon Country
This completely updated cottage is located on a scenic byway voted one of the ten best scenic drives in the United States, on which you will see thoroughbred farms for which Kentucky is famous. Keeneland and the Kentucky Horse Park are within 20 minutes. There are 4 distilleries within 10 miles, 11 within 30 miles, and 23 within an hour’s drive. Two bedrooms, new kitchen, new bathroom, washer and dryer, covered porch, deck, air conditioning, wifi, cable TV, and ample parking. Relax and enjoy!

Cottage on the Bourbon Trail
Cottage located in the country. Enjoy amazing views from a covered front porch as you rock in comfortable rocking chairs. Fully furnished and beautifully decorated to make your stay comfortable and delightful. Memory foam mattresses for wonderful sleep and a kitchen for cooking if desired. Pool is behind owners residence and is shared with owners family and possibly 2 additional people June-Sept. We have recently also installed a Tesla High Powered Wall Charger w/60amps. We’d love to have you!

Creekside- Bourbon Trail Oasis
Welcome to Creekside, a unique vacation experience nestled in the heart of Versailles, KY. Steeped in nature, Creekside offers majestic views of the river with peaceful waterfalls. In the evening, gather round the crackling fire pit, creating memories under the stars. When you're ready to explore, you'll find downtown Versailles is just a 10-minute drive away. For bourbon lovers, we are just 25 minutes from the famous Woodford Reserve. We now have Starlink wifi to always keep you connected!

Saxony Farm - The Dew Drop In
Nestled in the heart of Kentucky's Bluegrass region, The Dew Drop In, (newly constructed in 2018) is located on Saxony Farm, a working Thoroughbred horse farm, family-owned and operated for over 50 years. More than just a place to rest your head, guests will experience a home-away-from-home location, & enjoy the peace and quiet of farm life, all within striking distance of downtown Lexington, KY's Bourbon Trail, locally-owned restaurants, shops and numerous family-friendly activities.

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

Woodford Stables / Walk to Eckert's Orchard
Welcome to Woodford Stables, your serene retreat nestled amidst rolling hills and picturesque paddocks. This charming farmhouse boasts a modern kitchen, three inviting bedrooms, and two pristine bathrooms. Relax in the cozy living area, or step outside to savor breathtaking views. With horses grazing nearby, it's a tranquil escape. Conveniently located, you can stroll to Eckerts Orchard for a delightful local experience. Ask us about boarding your horses during your stay!!

Bourbon Trail Cottage | Walk Downtown | Keeneland
Escape to this charming Bourbon Trail cottage, just a short walk to downtown Versailles and minutes from Keeneland. Enjoy local shops, restaurants, and easy access to top distilleries. Tucked on a private drive, this peaceful retreat offers the perfect blend of convenience and relaxation for bourbon getaways, special events, or a quiet escape. Spend your evenings by the firepit with a glass of bourbon and your mornings enjoying a scenic walk through the park into town.

Horse and Bourbon Lover’s Cabin
Whether you are trying your luck at Keeneland Racetrack or sampling the many local and renowned bourbon distilleries, you are sure to enjoy your stay at our comfortable cabin in the heart of the Bluegrass. Nestled on 45 acres of a working horse farm in Versailles, KY, this cabin puts you within a few short miles in any direction of all Central KY has to offer. And, you will enjoy being surrounded on all sides by the equine neighbors that call this place home.

Relax in the hot tub with a view of the River!
Welcome to the Kentucky River Bourbon Cabin! Relax and rejuvenate in this cozy cabin nestled in a wooded setting & on the edge of the Kentucky River! Here you will find peace and serenity in nature with an upfront view of the water. Secluded and private yet still close to stores, restaurants and many tourist attractions such as major distilleries and wineries. Four Roses, Wild Turkey, Woodford Reserve and Buffalo Trace are just a short drive away.
Popular amenities for Woodford County holiday rentals
Other great holiday rentals in Woodford County

Buffalo Trace Suite — The Woodford Hotel

Willow Springs 2br/1ba- Sleeps 8 33 acres w/trails

Home in Versailles on the Bourbon Trail

River Retreat: Cabin Getaway

The Cottage at Montresor

Morgan Street Apartment

Hillside Farm & Creek - A Bourbon Trail Retreat

Man o’ War Cottage | Versailles KY Stay
Destinations to explore
- Family-friendly rentals Woodford County
- Rentals with a fireplace Woodford County
- Rentals with a patio Woodford County
- Farmstay rentals Woodford County
- Apartment rentals Woodford County
- Rentals with outdoor seating Woodford County
- Pet-friendly rentals Woodford County
- Rentals with a washing machine and dryer Woodford County
- Rentals with a fire pit Woodford County
- Rentals with a hot tub Woodford County
- Ark Encounter
- Kentucky Horse Park
- Buffalo Trace Distillery
- Rupp Arena
- University of Kentucky
- Castle & Key Distillery
- Four Roses Distillery Llc
- Bardstown Bourbon Company
- The Arboretum, State Botanical Garden of Kentucky
- Raven Run Nature Sanctuary
- My Old Kentucky Home State Park
- Shaker Village of Pleasant Hill
- Heaven Hill Bourbon Experience
- McConnell Springs Park
- Lovers Leap Vineyards and Winer
- Old Fort Harrod State Park
- Talon Winery & Vineyards
- Cove Spring Park
- Kroger Field
- Equus Run Vineyards
- Masterson Station Park
- Fort Boonesborough State Park





