Holiday rentals 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.

Horse farm in the Kentucky Bluegrass!

Experience the tradition of Kentucky in the heart of the Bluegrass region at this unique and tranquil getaway. Springhaven Farm is nestled on five private acres with a newly renovated carriage house that features a two-bedroom upstairs apartment with living room, full kitchen, and spacious bathroom. Enjoy scenic views from the balcony that overlooks the horse barn. Feel free to visit the horses or relax on the lower-level patio. Enjoy the BBQ grill, fire pit and seasonal swimming pool.

The Williams House | Cozy Bourbon County Getaway

Welcome to The Williams House, a beautifully renovated 4-bedroom, 2-bath ranch home just 1.4 miles from Mustard Seed Hill. This spacious and luxurious home is designed to provide you with the ultimate horse country experience. Located in the heart of Bourbon County, it offers easy access to Lexington (30 min), Keeneland (45 min), and Claiborne Farm. Explore nearby horse farms, shop downtown Paris, or visit the quaint towns of Cynthiana and Carlisle for an authentic Kentucky getaway.

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.

Hidden Lake Farm House Leesburg

Relax with the whole family or business getaway. Stay in the house, walk or drive back to our beautiful lake. Bring a kayak or use our canoe. Swimming, fishing, hiking friendly. We are centrally located- just minutes from the horse park, 30 minutes from Lexington, just 8 miles from Georgetown or Cynthiana. An hour from Cincinnati or an hour ish from Louisville. So many possibilities for this little getaway. Reach out if you have any questions.

Paradise Inn B&B - Lover's Suite

The only B&B in Kentucky with an ‘Eiffel Tower’ view! Paradise Inn B&B is a unique penthouse suite atop "The World's Tallest Three Story Building" (from Ripley's Believe It or Not!) with exquisite oriental decor from the far East. The unbeatable hospitality is provided by your host and the owner, Lee Nguyen. This stay includes a $25 gift certificate for Paradise Cafe - Asian fusion and Pho restaurant located on the first floor.

Peaceful Kentucky Ranch

Unplug and unwind at our peaceful 40-acre Kentucky ranch. This spacious 3BR, 2.5BA home offers views of Texas Longhorns and alpacas, plus modern comforts in a serene country setting. Relax on the porch, gather by the fire pit, and explore nearby attractions like Buffalo Trace Distillery, Kentucky Horse Park, hiking trails, and golf. Perfect for families, couples, or Bourbon Trail adventurers.

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 Escape

Escape to nature with comfort! Our farm is the perfect getaway surrounded by fresh air, open fields, and peaceful views. Enjoy quiet mornings, beautiful sunsets, and the charm of country living—all while staying close to modern comforts. Whether you’re looking to relax, explore, or reconnect with nature, this is the place for you.

Stoner View Farm

Hello! Our place is close to Paris, Mt. Sterling, Winchester and Lexington. . You’ll love our place because of its scenic views, privacy and seclusion. It sits on a 10 acre farm back off a country road that backs up to Stoner Creek! Our place is good for couples, solo adventurers, business travelers, and families (with kids).