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.

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.

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.

Country cottage in the heart of the Bluegrass

Enjoy 8 acres of quiet countryside, in this historic freshly renovated three-bedroom central Kentucky farmhouse. Situated just on the edge of Bourbon County, right in the heart of Bluegrass, this property is conveniently located to: • 9 miles to Kentucky Horse Park • 10 miles to Downtown Lexington — Rupp Arena, Distillery District, UK • 15 Miles to Bluegrass Airport • 16 miles to Keeneland • 8 miles to Downtown Paris • 5 miles to Interstate I75 and I64

The Parsonage | Grand 19th Century 4 Bdrm Home

Step into timeless elegance at The Parsonage, a beautifully restored 19th-century home overlooking Millersburg’s historic town square. Blending heritage and hospitality, this home captures the charm of a bygone era with soaring ceilings, original woodwork, and period furnishings, paired with the comfort and convenience of modern living. Thoughtful details and inviting spaces encourage you to slow down and savour your stay, with downtown Millersburg just steps from the door.

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!

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!

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 - 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.

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.