Vacation rentals in Bourbon County

1791 Cabin on Historic Horse Farm

This rare 1791 log cabin is located on Houstondale Farm, a working horse farm in the renowned Bluegrass region of Ky. You can stroll to the barn and visit the horses or enjoy the peace and quiet before relaxing at the pool, complete with a grill and outdoor dining area. It is a scenic 22 minute drive from the Ky Horse Park, 25 minutes from Lexington, and 30 minutes from Keeneland Race Track. Even with the remote feel of the farm you will only be a mile from Walmart, shops & downtown Paris.

Family · Value · Condition

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.

Location · Value · Checkout

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.

Family · Location · Hospitality

Bluegrass Bourbon Retreat/Pool/ Downtown Paris

This spacious home offers the ideal blend of comfort, charm, and relaxation. Just minutes from world-famous distilleries along the Kentucky Bourbon Trail, charming downtown Paris, and picturesque horse farms. The home features generous living spaces designed for gathering. The highlight of the property is the sparkling swimming pool — perfect for cooling off on warm Kentucky afternoons. The expansive outdoor space offers room to relax, dine, and enjoy the peaceful surroundings.

Family · Location · Comfort

Scenic Stillwater Retreat

Discover the beauty of Thoroughbred horse country at its finest in this custom-built artisan retreat. Spend your days canoeing or fishing on the private pond, exploring 27 scenic acres, and unwinding in the waterfront gazebo or sunroom. Enjoy elegant comfort with peaceful workspaces, indoor and outdoor games, and evenings by the fire pit. A refined yet family-friendly getaway—just a short drive to the Ark Encounter, Bourbon Trail, Keeneland, Horse Park, UK games, and more!

Location · Family · Kitchen

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.

Family · Location · Comfort

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.

Value · Family · Sleep quality

Paradise Inn B&B - Honeymoon 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.

Location · Value · Layout

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.

Family · Location · Decor

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.

Location · Family · Backyard

One Bedroom upstairs apartment, Main street.

My place is a few block from shops, restaurants and bars. Rooster Brewing, trackside restaurant and Paradise Café are just a few nearby Places. You’ll love my place because of the light, the neighborhood, and the comfy bed. My place is good for couples, solo adventurers, and business travelers. Convenient parking in the front. Free high speed Wi-Fi.

Location · Family · Nearby

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.

Family · Location · Decor