Family-friendly holiday rentals in Versailles

A private entrance is framed by trees displaying vibrant autumn foliage, adding bursts of red and orange. A gravel driveway leads toward a gated entrance, while fallen leaves create a colorful carpet along the pathway. Clear blue skies provide a bright backdrop.

4.96 out of 5 average rating, 401 reviews

Horse Farm Creekside Cabin- 6 min to KY Horse Park

*Fiberoptic wi-fi added 10/11/22*Gorgeous N. Elkhorn Creek views from every room in this 1200 ft cabin on a private, gated horse farm. Your only neighbors are friendly horses! Wi/fi, SatTV/Netflix or enjoy wildlife viewing on the screened porch. Big Green Egg for grilling on the spacious deck. Fire pit and zipline. Living room/bedroom dual wood burning fireplace for chilly nights. Fully stocked granite kitchen. Kayaks available. Minutes to the Legacy Trail. 15 min to downtown Lex/G’town.

KitchenIndoor spacesHospitality

4.99 out of 5 average rating, 163 reviews

A paved driveway stretches into the distance, flanked by lush green grass and a large tree. Wooden fencing borders the property, offering views of rolling hills and a colorful sunset sky above.

Farm stay in Frankfort

The Cottage at Seldom Scene Farm - Bourbon Trail

SELF CHECK-IN, CLEAN, PRIVATE OASIS. Restored log home on gorgeous 273 acre farm along the KY RIVER. Serene & natural setting, close to several popular BOURBON TRAIL sites & horse farms. 10 MIN to WOODFORD RESERVE and CASTLE & KEY distilleries. 8 MIN to STAVE Restaurant & Bourbon Bar. Scenic horse farms (ASHFORD, AIRDRIE, WINSTAR). Convenient to KEENELAND, KY HORSE PARK, Versailles, Midway, Frankfort, Lexington, Louisville! Hike, bike, fish, wildlife, sheep, goats, chickens, stars & campfires.

Indoor spacesFamilyGetting around

5.0 out of 5 average rating, 143 reviews

The home is nestled amidst a backdrop of gently rolling hills, framed by trees showcasing autumn foliage. A welcoming front porch is visible, accompanied by a small staircase leading to the entrance. Large windows allow natural light to filter into the living space.

Home in Versailles

Birdsong Valley on Bourbon Trail

Great central location on Bourbon Trail. Close to Lexington, airport, Keeneland, Ride the Rails, Horse Park, Shakertown, many other attractions. You will love our 3 bedroom charming home on 2.2 beautiful acres in peaceful community. Perfect for couples, friends, families, singles to explore distilleries, horse farms, quaint small towns of Versailles, Midway, Lawrenceburg, country backroads, much more. OR relax, enjoy nature, butterflies, birds, deer. Let us make lodging highlight of your visit.

KitchenFamilyLocation

4.98 out of 5 average rating, 392 reviews

The living area showcases a light-colored sofa with decorative pillows, positioned on a patterned rug. A coffee table with a vibrant design complements the space, while artwork adorns the walls. An open dining area features a round table surrounded by white chairs, enhancing the bright, airy atmosphere.

Apartment in Versailles

High style on the Bourbon Trail

Historic 1 bedroom apt in the heart of horse country & the bourbon trail. Quiet bedroom. Central Main St. location in charming Versailles, steps from local coffee shop & bourbon bar. Walk to food, shopping and park. Light filled apartment with vaulted ceiling and exposed brick wall. Cozy bedroom has memory foam Cal king bed and percale cotton sheets. The decor is an eclectic mix of antiques, Ferrick Mason textiles, wallpapers and Alex K Mason original art. Parking space. Free washer & dryer.

FamilyIndoor spacesLayout

5.0 out of 5 average rating, 101 reviews

A bright and airy interior is displayed, featuring wooden double doors that open to an inviting space. A dining table is set with rustic design, while a cozy sleeping area is positioned in the background. Natural light enhances the warm tones of the decor.

Tiny home in Lexington

Horse & Barrel Haven

This precious tiny house in the horse and bourbon capital of the world is anything but ordinary and lets talk about Location, Location, Location! Located only 3.1 miles from the Lexington Bluegrass Airport and 3.9 miles from Keeneland Racetrack. Only 4.6 miles from the University of Kentucky and only 5.3 miles from downtown Lexington. Only 3.5-5 miles from several hospitals. Great restaurants and shopping are an easy 3-7 minute drive! Great work or leisure space w/several cozy sleeping options.

Indoor spacesFamilyCheck-in

4.99 out of 5 average rating, 573 reviews

A red farmhouse tractor is positioned prominently in the foreground, with a vibrant red caboose labeled 'SOUTHERN X525' in the background. An outdoor pavilion with a gabled roof is partially visible, bordered by trees displaying autumn foliage.

Train in Lawrenceburg

Bourbon Trail: Caboose on the Farm

Nestled under the shadows of trees on a working cattle farm, The Southern x525 Caboose is now resting in the heart of the Bourbon Trail. Maintaining the industrial feel of an authentic caboose, while bringing in the warmth of handcrafted woodwork design, the Caboose on the Farm creates a unique experience like no other! Queen bed, twin bunkbeds, full bath, kitchenette. Beautiful outdoor pavilion with grill and fire pit. Working cattle farm, see cattle, goats, a donkey, a horse, and a pig!

Indoor spacesFamilyBarbecue

5.0 out of 5 average rating, 131 reviews

The exterior of The Dew Drop In is framed by two large trees, showcasing a well-manicured lawn. The house, painted in light colors, is set back from the foreground, with a wraparound porch visible. A wooden fence outlines the property, enhancing the natural setting.

Farm stay in Midway

Saxony Farm - The Dew Drop In

Nestled in the heart of Kentucky's Bluegrass region, The Dew Drop In, (newly constructed in 2018) is located on Saxony Farm, a working Thoroughbred horse farm, family-owned and operated for over 50 years. More than just a place to rest your head, guests will experience a home-away-from-home location, & enjoy the peace and quiet of farm life, all within striking distance of downtown Lexington, KY's Bourbon Trail, locally-owned restaurants, shops and numerous family-friendly activities.

FamilyKitchenLaundry

4.95 out of 5 average rating, 243 reviews

A serene landscape showcases a gravel path winding through lush green grass, framed by wooden fences. A large tree stands prominently, with the sun rising in the background, casting a warm glow across the misty field under a softly clouded sky.

Home in Versailles

Quaint little farm house close to Keeneland/horses

Remodeled beautiful 1900s 2 story house on farm surrounded by Creek and fire pit for your convenience. LOCATION, LOCATION!!! This is the perfect example of having the country in the city! If you are wanting the true feeling of relaxation, this is for you. Amazing views, and close to many famous attractions. 5-10 minutes away... Keeneland The Kentucky Castle Bluegrass Airport Castle Hill Winery Aviation Museum Eckert Orchard also.. Restaurants, Wineries, Breweries, Bourbon Trails

Indoor spacesFamilyBarbecue

Superhost

Home in Versailles

4.83 out of 5 average rating, 144 reviews

Woodford Stables / Walk to Eckert's Orchard

Welcome to Woodford Stables, your serene retreat nestled amidst rolling hills and picturesque paddocks. This charming farmhouse boasts a modern kitchen, three inviting bedrooms, and two pristine bathrooms. Relax in the cozy living area, or step outside to savor breathtaking views. With horses grazing nearby, it's a tranquil escape. Conveniently located, you can stroll to Eckerts Orchard for a delightful local experience. Ask us about boarding your horses during your stay!!

Indoor spacesFamilyQuiet

4.99 out of 5 average rating, 293 reviews

Relax in the hot tub with a view of the River!

Welcome to the Kentucky River Bourbon Cabin! Relax and rejuvenate in this cozy cabin nestled in a wooded setting & on the edge of the Kentucky River! Here you will find peace and serenity in nature with an upfront view of the water. Secluded and private yet still close to stores, restaurants and many tourist attractions such as major distilleries and wineries. Four Roses, Wild Turkey, Woodford Reserve and Buffalo Trace are just a short drive away.

Indoor spacesFamilyHot tub

4.96 out of 5 average rating, 157 reviews

A functional kitchen features modern appliances, including a stove, refrigerator, and coffee maker. Light streams through two windows, illuminating the wooden countertop and the unique round window above the sink. A rustic wooden bar with seating creates a welcoming breakfast area.

Cabin in Versailles

Handcrafted Rustic Cabin on the Bourbon Trail

The cabin has been entirely built by the owner, Doris, (with help from family and friends) from reclaimed and local salvaged materials. Located on a beautiful Kentucky Scenic byway, on a working farm, the cabin is only 15 minutes from Wild Turkey Distillery, the town of Versailles , golf courses, dining, shopping, wineries and other major distilleries. 35 minutes from Keeneland race course, downtown Lexington, UK, Rupp Arena, the Horse Park and more .

Indoor spacesFamilySleep quality

A gravel path leads up to the cabin, surrounded by lush greenery and tall trees. The cabin's exterior features a mix of wood and metal siding, with a deck extending from the entrance, providing a connection to the natural surroundings.

4.99 out of 5 average rating, 126 reviews

Hidden View Cabin

Welcome to Hidden View Cabin, a delightful cabin where seeing wildlife and listening to the sounds of nature are yours to enjoy! Take the scenic drive down the gravel lane to this private and peaceful place located among pine trees and overlooking a one acre pond. Whether you have come to relax and get away from it all or want to visit the many attractions throughout central Kentucky this is the place for you. Only 20 minutes from Lawrenceburg.

KitchenFamilyWi-Fi

Popular amenities for Versailles family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.99 out of 5 average rating, 126 reviews

The exterior of the remodeled house is framed by lush trees, showcasing a welcoming deck with ambient lighting. A traditional barrel sauna is positioned nearby, blending with the natural surroundings. The inviting façade reflects warm tones, enhanced by the soft glow of the setting sun.

Home in Frankfort

Bourbon Trail*River Views*Hot Tub*Sauna*EVSE*WiFi

Indoor spacesKitchenDecor

5.0 out of 5 average rating, 155 reviews

A log cabin is set against a vibrant sunset, highlighting its wooden exterior and spacious porch. Lush green grass surrounds the cabin, complemented by flower beds and gravel pathways. The rear showcases windows and entrance doors that invite natural light into the home.

Cabin in Frankfort

Sip on bourbon in the hot tub! +hiking & game shed

KitchenIndoor spacesHospitality

A rustic cabin is nestled among trees, featuring a well-lit entryway and a front deck with two wooden lounge chairs. Soft evening light spills through the windows, creating a welcoming atmosphere. Stone stepping stones lead towards the doorway, enhancing the natural setting.

4.98 out of 5 average rating, 254 reviews

Romantic Cozy Cabin Getaway w/ Firepit & Hot Tub

FamilyIndoor spacesNearby

Two wooden Adirondack chairs are positioned around a stoned fire pit, overlooking a tranquil lake. The scene features lush greenery and a group of ducks gently swimming in the water, complemented by a boathouse and kayaks in the background.

4.97 out of 5 average rating, 159 reviews

Bourbon Trail Bliss by the Lake, HotTub, Kayaks

Indoor spacesFamilyAccess

4.99 out of 5 average rating, 194 reviews

A bright living area features a comfortable gray sofa adorned with colorful throw pillows. A round coffee table sits atop a soft area rug, complemented by wooden chairs nearby. Natural light streams through multiple windows, creating a welcoming atmosphere in this open space.

Home in Frankfort

Limestone Landing - Cozy Luxury Retreat w/ HOT TUB

Indoor spacesFamilyBathroom

4.83 out of 5 average rating, 178 reviews

A hot tub is illuminated with blue LED lights, creating a serene atmosphere in a cozy corner. The tub features multiple seating positions and control buttons for easy adjustments. A wooden bench is placed nearby, offering a place to relax before or after use.

Home in Lawrenceburg

Restful Bourbon Trail Lodge with Pool and Hot Tub

Indoor spacesFamilyCheck-in

4.96 out of 5 average rating, 743 reviews

A private hot tub is surrounded by lush greenery and hanging ferns. The area features a charming, screened structure with large windows. Soft fabric curtains provide a sense of privacy, while brick pathways lead into a tranquil outdoor setting.

Guesthouse in Lexington

My Old Kentucky Home-Downtown LEX's Premier Stay!

KitchenIndoor spacesComfort

Superhost

A large, in-ground pool reflects the surroundings, framed by lush greenery. Comfortable lounge chairs are positioned around the pool, complemented by a spacious deck attached to the house. The inviting outdoor space is ideal for relaxation and enjoyment.

4.84 out of 5 average rating, 141 reviews

4 BR 3 Bath 9 beds! Hot Tub, Pool, Movie room!

FamilyKitchenAmenities

Family- and pet-friendly home rentals

4.98 out of 5 average rating, 450 reviews

A two-story brick house is set among green grass and trees, with a gravel driveway leading to it. A black wooden fence borders the property, and vibrant yellow flowers are visible in the foreground. The outdoor space exudes a sense of openness and tranquility.

Farm stay in Georgetown

Great Crossings Goat Farm & Apiary

FamilyKitchenCleanliness

4.91 out of 5 average rating, 490 reviews

The charming exterior of a cottage is framed by a large tree and green grass. A red metal roof contrasts with the light-colored siding. The front porch features two potted plants at either side of the entrance, while the surrounding landscape shows open fields and a clear blue sky.

Farm stay in Versailles

Bluegrass Country Cottage

Indoor spacesFamilyHospitality

4.95 out of 5 average rating, 188 reviews

An outdoor area is visible, featuring a fire pit surrounded by several chairs and a picnic table. Lush green grass is present, complemented by trees in the background. An active railroad bridge looms above, with soft, diffuse light filtering through the clouds.

Cabin in Wilmore

Highbridge River Cabin, Private Dock, EV Charger

Indoor spacesKitchenCleanliness

The cottage exterior is framed by lush greenery and a neatly maintained lawn, featuring a charming porch with rocking chairs. A stone pathway leads up to the entrance, surrounded by trees and open space, providing a serene rural setting.

4.94 out of 5 average rating, 178 reviews

Charming Cottage Home on a Horse Farm in the City!

KitchenIndoor spacesBarbecue

4.98 out of 5 average rating, 103 reviews

A charming exterior view of a two-story bungalow features blue-green siding and a welcoming front porch. American flags are displayed, while flower beds with various plants enhance the landscaped front yard. The stone walkway leads to the entrance, inviting visitors to approach the home.

Home in Frankfort

The Crafty Bourbon Bungalow Apartment

FamilyIndoor spacesSleep quality

4.9 out of 5 average rating, 116 reviews

A spacious room showcases a king bed dressed in soft linens at its center, complemented by decorative cushions. A comfortable seating area includes a tufted ottoman. A dining table for two is positioned beside the kitchen, which features modern appliances. Exposed brick adds character to the space.

Apartment in Frankfort

Location! Stylish Downtown Frankfort Studio Apt

KitchenIndoor spacesAccess

4.87 out of 5 average rating, 262 reviews

The exterior of a charming red barn is shown, featuring white accents and a welcoming front door. A wreath adorns the door, and colorful autumn decorations are placed at the base, complemented by lush greenery and a peaceful sunset backdrop.

Barn in Harrodsburg

The Beaumont Parlor, 8 miles to Shaker Village

FamilyKitchenHeating

4.96 out of 5 average rating, 103 reviews

A seating area is furnished with two brown recliners and a matching couch, arranged around a light area rug. A television is placed on a wooden stand against the wall. Framed artwork decorates the neutral-colored walls, contributing to a cozy atmosphere.

Apartment in Georgetown

Private Farm Basement Apartment!

Indoor spacesKitchenCleanliness

Family-friendly home rentals with a pool

4.97 out of 5 average rating, 155 reviews

A cozy living area is presented with a television mounted on the wall. A black leather sofa faces a small wooden coffee table and two armchairs. Natural light filters through the windows, complemented by patterned curtains, creating a warm atmosphere.

Cottage in Salvisa

Cottage on the Bourbon Trail

KitchenFamilyValue

4.96 out of 5 average rating, 162 reviews

Two horses are depicted, one dark brown and the other light chestnut, standing side by side. They are adorned with riding gear, their eyes focused on the landscape ahead, which features rolling hills blanketed in greenery and autumn foliage.

Farm stay in Harrodsburg

The Bunkhouse at Big Red Stables

Indoor spacesKitchenLong stay

4.99 out of 5 average rating, 103 reviews

A charming two-story home features white siding and dark shutters, framed by lush greenery and seasonal decorations. A welcoming path of brick leads to the entrance, where decorative pumpkins add a touch of warmth, inviting guests to explore the property.

Home in Midway

The Bees Wing

KitchenFamilyBreakfast

4.97 out of 5 average rating, 188 reviews

A spacious living and dining area features a full-sized, counter-height dining table with six chairs. A cozy seating area includes a sofa and a secondary sleeping area with a twin bed and trundle. Decorative shelving displays various kitchenware and the room is softly illuminated by natural light.

Farm stay in Georgetown

Beautiful farm stay apartment, rural Georgetown KY

KitchenIndoor spacesBreakfast

4.99 out of 5 average rating, 102 reviews

Close to Everything! Beautiful two-story home

FamilyKitchenQuiet

4.92 out of 5 average rating, 321 reviews

A cozy living area features a light gray couch and a wooden loveseat with soft cushions. A coffee table sits between them, positioned in front of an electric fireplace. A small TV is placed on a stand nearby, and large windows allow natural light into the space.

Guest suite in Wilmore

The Roosting Place

Indoor spacesFamilyQuiet

4.95 out of 5 average rating, 126 reviews

An open-concept living area features high ceilings supported by dark beams. A comfortable sofa and a rug are positioned on the wood floor, while a kitchen with colorful bar stools is visible in the background. Large windows allow natural light to fill the space.

Home in Georgetown

Modern Farmhouse/20 acres/9 miles from Horse Park

Indoor spacesKitchenCondition

A refreshing pool is surrounded by a wooden deck, featuring lounge chairs and a table with an umbrella. Floating toys are visible in the clear water, while lush greenery and trees provide a natural backdrop to the inviting outdoor space.