Vacation rentals in Bourbon County

NEW Lilley Manor: Paris Elegance & Antique Comfort

Step into history while enjoying cozy comfort in this private suite of the 1860 Lilley Manor, the very first house built on Duncan Avenue. With original walnut and cherry floors, antique 1800s furniture, and a touch of European charm, this is where Kentucky history meets modern hospitality. Perfect for couples, travelers, and history buffs, this private suite offers 1 bedroom, 1 bathroom, kitchenette, and parlor seating - all completely closed off from the main house with a secure keypad entry.

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.

Triple Crown Suites, Apt 1

This charming and cozy Secretariat-themed suite is centrally located in historic downtown Paris, KY, surrounded by the world's most beautiful horse farms. Built in 1880, the original building was the General Store, this unit overlooks quaint Main Street. Secretariat Park is two blocks down, Claiborne Farm (where Secretariat was retired and is buried) is minutes away. The Hopewell Bake Exchange is downstairs, smells of fresh baked goods will fill the air, coffee shops and restaurants are nearby.

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.

Modern Trailer Living

Freshly painted, updated and fully furnished, towels, tp/pt, most kitchen utensils, microwave, coffee pot/press, full size stove and fridge, TV in living room, wi-if when accessible must hv ur own streaming device, outdoor porch with smoking Ok!! This is a non smoking space!!!! No Smoking/vaping in unit, if you do a charge will be imposed!!!! No exceptions!! if you’re not a registered guest here you must park outside the gate which remains closed/opened but remains closed otherwise!

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.

Helena's Cottage | Lavish King Bed, Gas Fireplace

Welcome to Helena’s Cottage, a beautifully restored one-bedroom retreat in the heart of Millersburg’s historic district. Elegant, inviting, and full of small-town allure, this thoughtfully designed home blends timeless character with modern comfort and convenience; perfect for couples seeking a romantic getaway, honeymoon, anniversary, or lovely escape in Kentucky’s Bluegrass region.

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.