Vacation 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.

The Stagg House on the Ky River

Nestled on the Kentucky River in Frankfort, KY, our peaceful retreat is surrounded by historic chestnut trees and wildlife like deer & cardinals. Just 5 miles from Buffalo Trace, 6.7 miles from Castle & Key, and 10 miles from Woodford Reserve and Whiskey Thief, it’s ideal for bourbon enthusiasts. Enjoy the river beach, backyard BBQs in summer, or cozy nights by the fireplace in winter—wood provided. Fully stocked kitchen, pet and family-friendly, with a secluded vibe yet close to the main road.

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.

Wilmore Cozy Corner Reg. #9575

For up to 2 adults and 2 kids. Escape to our charming, centrally located apartment in the heart of Wilmore, Kentucky. Nestled in a peaceful neighborhood, our space offers a tranquil retreat for visitors seeking comfort, convenience, and a touch of Southern hospitality. You'll immediately feel at home in our cozy and thoughtfully designed apartment greeted by the open-concept living area. The fully equipped kitchen, tranquil bedroom, and well-appointed bathroom will ensure a comfortable stay.

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

Built in 2023, this barndominium sits at the end of a private drive surrounded by woods and horse farms. 2 bedrooms (queen and full w/twin trundle), a queen pull-out sofa and full futon comfortably sleep 8. Located only 4 miles from Bluegrass Parkway, there is quick access to local dining, the Bourbon Trail and Rail Explorers. Amenities include Wi-Fi, a laundry room, full kitchen / dining area, patio with grill, and a nature trail through the forest. The reviews tell it better than I do!

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!

Bluegrass Bourbon Retreat

Welcome to our cozy & conveniently located retreat! Situated just off Versailles Road, you'll enjoy quick access to Bluegrass Airport, Lexington, & Frankfort, making travel a breeze. We're only minutes away from the iconic Keeneland Racetrack and The Kentucky Castle, perfect for sightseeing and memorable experiences. Start your Bourbon Trail adventure with Woodford Reserve, just 15 mins away. Want to catch a game at Rupp Arena or shop at Fayette Mall both are less than 30mins away.

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.

Bourbon Trail ~ Pickleball ~ Hot Tub ~ Mini-Golf

Step into the stylish and bright 3BR 1BA one-acre oasis in the heart of the picturesque bourbon country. It promises a relaxing retreat just a few minutes from local distilleries, scenic countryside landmarks, and exciting attractions. ✔ 3 Comfortable Bedrooms ✔ Bright Living Area ✔ Full Kitchen ✔ 9-hole Duck Duct Putt-Putt Golf Course ✔ DIY Pickleball Court ✔ Vintage Jukebox ✔ Hot Tub ✔ Fire Pit ✔ Smart TVs ✔ Wi-Fi ✔ Laundry ✔ Parking See more below!