Family-friendly vacation rentals in Bourbon County

Cozy, cute 2BR townhouse near downtown, businesses

Registration#15019537-1 Comfy, cozy Five Squared is tucked in a quiet neighborhood near downtown's restaurants, bars and arts; Rupp Arena and UK basketball games and concerts; the hip Distillery District's restaurants; and Meadowthorpe's antique shops. For business travelers, it's also convenient to New Circle Road and local industry. Our place is great for couples, solo travelers, families with kids, and anyone who likes cotton sheets, exposed brick and the gentle rumble of passing trains.

Kentucky Horse Farm Barndo On The Bourbon Trail

My place is close to Shaker Village, Old Fort Harrod State Park, Historic Beaumont Inn, Bright Leaf Golf Course, Pioneer Playhouse, Perryville Battlefield State Historic Site, Danville KY, Centre College. You’ll love my place because of the views, the location, the horses, the ambiance. My place is good for couples, solo adventurers, business travelers, and families (with kids). Also close to Four Roses Distillery, Wild Turkey Distillery, Wilderness Trail & Buffalo Trace & Makers Mark

Silver Streak Equestrian Horse Haven

Step out your front door to see beautiful pastures where you can take your coffee and walk to greet the horses. Peaceful setting but just five minutes to downtown Lexington. If traveling by plane it just two minutes away. Enjoy a little quaint piece of Kentucky with historical Keeneland racetrack your next door neighbor. Experience Lexington the horse capital of the world on an actual working horse farm. Sorry pool and hot tub not included

The Roosting Place

Enjoy the comforts of home while visiting charming Wilmore! We are located on a quiet street within walking distance to Asbury University and Asbury Seminary. Our guest suite is located in the daylight basement of our family home and can accommodate up to 4 guests. We are a 20-minute drive from Blue Grass Airport and Keeneland. Only 15 minutes from Shaker Village of Pleasant Hill.

BLUE MOON LODGE- --UNWIND, CONNECT, REFUEL, RELAX!

If you are looking for a absolutely breathtaking, cozy place for just a few days break, or a complete unique, custom vacation for your family, you have found the place. Come and see for yourself what all the 5 star reviews are about. Every now and then you run across a place that just lifts a weight off your shoulders as soon as you open the door, THE BLUE MOON IS THAT PLACE!!!

100 Acre Preserve | Private Hiking | Creek & Pond

100+ acre private preserve & surrounded by 65K acres of National Forest connected to RRG. Private hiking trail to Sunset Point overlook. Creek meandering entire property with fossil rocks and swimming holes. 1/2 Acre Pond with fishing (Catfish & Bass) & onsite Kayaks & Paddleboard Endless space for outdoor recreation. KIDS: Foosball table. Just 15 minutes from Red River Gorge.

Treetops Solar Sanctuary

Colorful, light-filled,solar-powered studio apartment within walking distance of the UK campus, football stadium, medical center, arboretum and the Chevy Chase area. Also nearby is downtown Lexington, with its many restaurants and bars. The apartment has a kitchenette with no stove, but with a microwave, toaster and mini-fridge. STR #15085005-1

Charming, private central KY apt

Enjoy our beautiful garden and this charming, cozy, private 1-bedroom non-smoking apartment in downtown Mt. Sterling, KY. Located in central Kentucky near the world-class hiking and rock climbing of Red River Gorge; the beautiful horse farms and horse racing of the Bluegrass; and the Kentucky Bourbon Trail.

Purple Door, Tiny House

Centrally located on a double dead-end street, my quaint and charming little house is perfect for couples or small families! Just a 10-minute drive from downtown, Hamburg Pavilion, or the interstate, it's easy to access all that Lexington has to offer. We are pet-friendly with a $40 pet fee.