Holiday rentals with outdoor seating in Bourbon County

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.

The Cottage at Hickory Manor

The cottage at Hickory Manor offers incredible views, a perfect location, and a modern set up to insure your stay is perfect. Surrounded on both sides by horse farms, experience a true KY visit . House consists of a large open floor plan, master bedroom with attached full bath, a queen room and 3rd bedroom with 2 twin beds. An air mattress is available for 2. Conveniently located 13 miles to the KY Horse Park, 14 miles to downtown Lexington city center, 19 miles to Bluegrass Airport

Private Carriage house in KY

Kick back and relax in this calm, stylish space. Your own private retreat for you and your pets, a 2 Bedroom / 1 Bath carriage house, with an in-ground heated pool (Apr - Oct), firepit and plenty of space to unwind in the country! Convenient location in horse country that is within 20 miles from Lexington (LEX), Keeneland, UK, Kentucky Horse Park, Horse Farm Tours, Bourbon / Distillery tours, or enjoy the charm of Paris, KY. Come and let us show you Southern hospitality!

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!

Historic Mt Lebanon, The Governor’s Estate

Experience Kentucky history and scenic farm-living at historic Mt. Lebanon while being nestled in the middle of thoroughbred and bourbon country. You will be within 30 minute drive to Keeneland Race Track, The Kentucky Horse Park, bourbon distilleries and the University of Kentucky. You are also just minutes from the well-known Claiborne Farms (Home to Secretariat) and the historical Runnymede Farm.

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.

The Honey Hut, Think of “ On Golden Pond"

The perfect honeymoon or family-friendly quality getaway spot, nestled in the quiet countryside of Mt. Sterling, KY - with a beautiful lake just steps from your back porch. Take your family or friends canoeing, paddle-boating, fishing. End your stay with a campfire in the fire pit to make this an unforgettable getaway.