Holiday rentals with a patio in Woodford County

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.

River Retreat: Cabin Getaway

Welcome to your ultimate riverfront escape at our charming cedar cabin nestled in the thoroughbred capital of the world. This peaceful two-bedroom retreat comfortably sleeps six & offers a private dock on a serene pond. Enjoy kayaking and fishing right at your doorstep, or unwind by the fire pit under the stars. With easy access to the famous Keenland Racetrack, Shaker Village and the Bourbon Trail, you'll experience the perfect blend of adventure and relaxation surrounded by vibrant wildlife.

Top Shelf on the Bourbon Trail

Discover the perfect blend of history, charm, and excitement at The Top Shelf in downtown Versailles. Our beautiful two-bedroom apartment on Main Street puts you steps away from restaurants, a bourbon bar, coffee shop and park. Centrally located with Keeneland Racetrack and Kentucky's most celebrated distilleries like Woodford Reserve, Buffalo Trace, and Castle & Key, just minutes away. The Top Shelf is the ultimate destination for those seeking comfort, style, and adventure in Versailles, Ky.

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!

Barndominium on the Bourbon Trail - **HOT TUB**

Welcome to our farm! Enjoy 34 acres of rolling hills and woods with beautiful views of horses and wildlife. We are located 1 mile from the BG Parkway giving you easy access to all the FUN Kentucky has to offer. LOCATION: Within 10 miles of Four Roses, Wild Turkey, and LBC . Within 25 miles of Buffalo Trace, Keeneland Race Track, Lexington Airport, UK Hospital, Shaker Village, Woodford Reserve, and Rupp Arena. Bring your horses or ride one of ours! Stall and pasture rental available.

Hillside Farm & Creek - A Bourbon Trail Retreat

Reconnect with nature at this unforgettable escape. Hillside Farm is a peaceful paradise located in the heart of horse and bourbon country. It is a serene and natural setting tucked away but only 8 miles from downtown Versailles. You will stay in a tobacco barn converted into a charming cabin making for a unique and memorable experience. Sit on the large, covered porch and enjoy the sweeping views of the hillside overlooking Clear Creek. It is a nature, horse, and bourbon lovers dream!

NEW Garden, Modern, Horse Farms, Bourbon, Downtown

Welcome to Keeneland Manor, your Kentucky retreat in downtown Versailles! Nestled on a historic Triple Crown–winning horse farm, this home blends modern comfort with timeless Bluegrass charm. Explore the Bourbon Trail with tastings at Four Roses and Woodford Reserve. On November 9, experience local spirit at the Pumpkin Smash 5K & Kid’s Fun Run at Falling Springs Recreation Center. Surrounded by scenic farms, shops, and cafés, your fall getaway awaits—book your stay today!

The Cottage at Montresor

Certainly one of the most enchanting, smartest places to escape to. Everything about it is just right: stay at our splendid 50 acres just minutes from Keeneland. Relax in comfort surrounded by beautiful decor - all in proportion. An unrivaled ambiance of peace & tranquility with the convenience of contemporary living. This destination will leave you wishing you could stay forever. 5 minutes from restaurants & grocery, 12 minutes from the airport & luxury shops.

Limestone Landing - Cozy Luxury Retreat w/ HOT TUB

Limestone Landing is a modern, fully renovated, open space home in a country neighborhood setting. The home is the perfect retreat for your next getaway to Kentucky. Conveniently situated only a 1/4 mile from Castle and Key Distillery and 2 miles from Woodford Reserve. 1/2 mile from the highly rated restaurant and bourbon bar, The Stave. Indulge in the ultimate bourbon tasting experience, knowing that comfort awaits you at your cozy haven.