Holiday rentals with outdoor seating in Bourbon County

1790s cottage in Millersburg

Le Ménil is a circa 1790 cottage on Main Street in Millersburg, KY. The early federal house is warm, comfortable, and inviting. Recently restored by the host, Le Ménil is full of antique furniture to compliment the period of its construction. Located on Main St. in Millersburg, it is conveniently located within walking and driving distance of Mustard Seed and Maplewood Estate and Barn. Proceeds from this listing go towards the preservation of this landmark. Ask about extended stay discounts.

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.

Carriage House

Unwind with the spacious area this apartment has to offer. It is located on a working horse farm above the shop, in the renowned Bluegrass region of Ky. At Houstondale you can stroll to the barn and visit the horses or hide away in your space and relax. The KY Horse Park is a 22 minute drive, Lexington is 25 minutes and you are 30 minutes from horse racing at Keeneland Race Track. Even with the remote feel you are only 1 mile from Walmart, shops, and downtown Paris.

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!

Bluegrass Hospitality- Paris, Entire Cottage

Historic stone cottage located on a 245 acre farm. Guests enjoy the entire private 900 square ft cottage. Master bedroom with queen sized bed. Second bedroom offers 2 twin beds. Full bathroom, kitchen, cozy library and washer/dryer. Short drive to downtown Paris or Cynthiana full of shopping, eateries and more. 30 mins from Lexington. Contact host for awesome extras- farm to table breakfast, champagne & strawberries, charcuterie...

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.