
Family-friendly holiday rentals in Fayette County
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Fayette County
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

Updated 1910 charm! Walk to Rupp/near Keeneland!
If you’re looking for a chic, clean, and comfortable stay in Lexington, look no further. This renovated Victorian home in downtown Lexington is within walking distance of excellent dining, distilleries, and entertainment. Attend a concert/sporting event at nearby Rupp Arena (5 min walk), stroll through Gatton Park (2 min walk), view the horse races at Keeneland (10 min drive), tour the Alltech bourbon distillery around the block, or explore the offerings of downtown just outside your front door

Cottage w/Jacuzzi - centrally located, comfy beds!
Keep it simple at this peaceful & centrally-located house with hot, clean jacuzzi year-round (jets are old!). Comfy beds, cozy linens & a good sleep are the hallmark of our BnB. The focus is family, friends & interacting through good ol’ conversation. Plenty of room in kitchen for good meals! Lots of books in the library for a good read & art from local artists - all for sale. Close to downtown, campus, NOLI District, New Circle, I-75/I-64. Great stay for traveling professionals, nurses/doctors.

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.

Spring Street Loft by Rupp-Covered Parking + Deck
Brand new 2nd-level loft with free covered parking spot beneath, a huge deck and outdoor dining option. Directly across Maxwell St. from Rupp Arena's parking lot-you can't get any closer! This single unit building was built on stilts to maximize outdoor space and downtown views. Your perfect oasis in the middle of the action includes a full kitchen, laundry room, bathroom, living area and Smart TV. Come for a concert or stay awhile, you'll have everything you need during your trip to Lexington!

Top Shelf the only Airbnb in KY above a Distillery
The Top Shelf is a space carefully crafted with amenities aplenty! Perched on top of the 90-year-old Pepper Bourbon Distillery, this condo is for the Lexington visitor who likes to be in the middle of the action. Soaring views, three balconies, and all the amenities to make your Bluegrass visit one of a kind. The Top Shelf is perfect for a discerning couple, an adventuring family, or for a group of fun-seekers. Large parties are not allowed. Maximum guests, per LFUCG code restrictions =10

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.

Modern Townhome Close to UK
Welcome to this modern townhome, located in the desirable Chinoe neighborhood. Steps away from Chinoe Shopping Center, you'll find a supermarket, salon, and several restaurants. It's just a quick drive to Kroger Field, and a short drive to the heart of downtown. So whether you're here to place a bet at the Keeneland racetrack, attend a concert at Rupp Arena, tour one of our many bourbon distilleries, or cheer on the Wildcats, you'll find that this townhome is in a convenient location.

The Rosewood Cottage of Lexington I Elegant & Cozy
Rosewood Cottage is one of Lexington's most unique and charming properties. Located steps away from Ashland Park and under 5 minutes to Downtown, this picturesque 1920's cottage offers history, charm and elegance in one extraordinary home. Relax with a bubble bath & champagne while reading a book from the host's curated collection, roast s'mores by the backyard firepit, or dive into some southern cooking in the newly renovated kitchen. This home away from home is not one to miss.

Cozy Kenwick Bungalow in the Heart of Lexington
Welcome to your home away from home in Kenwick, one of Lexington's favorite neighborhoods! This classic bungalow has 3 bedrooms (queen beds in 2 rooms and 2 twin beds in another room) plus a bright basement room with a sleeper sofa. Sit outside on the covered front porch or sit on the back deck and enjoy the fenced in yard. Kenwick is centrally located and is an easy drive to many popular destinations including downtown, UK, the bourbon trail, the Kentucky Horse Park, and Keeneland.

Hidden Gem|One Bedroom Apt Downtown Lexington
Our One Bedroom Apartment is conveniently located near Downtown Lexington; University of Kentucky, Transylvania, Thoroughbred Park, The Legacy Trail, Restaurants, Fine Dining & Nightlife. It is a Guest Favorite for many travel nurses! They call it their favorite tucked away spot. Martine’s Pastry conveniently located next door. Walk-able to nearby yoga studios, Historic Lyric Theater, Cup of Commonwealth Coffee Shop & Carson's Steakhouse. Approximately, 5 miles from I-75\I-64.

Relaxing Hot Tub | S’mores Fire Pit | Garage
Stay in one of Lexington's most desirable neighborhoods: quiet, safe, & in a low-traffic cul-de-sac that's also close to everything! Create lasting memories with friends & family: - Make s’mores by the fire pit under the stars! - Relax in the hot tub after a long day of travel! - Fenced in yard! - Coffee Bar! Just minutes from favorite local restaurants, shopping, attractions, downtown events, & the interstate (I-75 or I-64). Registration #15076499dash1

One Bedroom Apt - Close to Everything
This apartment is the perfect location for catching a UK game, a weekend at Keeneland, business trips or clinical rotations. It features an open concept kitchen and living area. The bedroom connects to a master bath with beautiful counter tops and fixtures. Simply pull the barn doors shut for privacy from the living area. Also features new stainless steel appliances, granite countertops, cultured marble shower, washer/dryer, and convenient parking.
Popular amenities for Fayette County family-friendly rentals
Family-friendly home rentals with a hot tub

Hot Tub Holly 13 min to Horse Park 30 min to Ark

My Old Kentucky Home

Luxe Hot Tub + Playground | Near KY Horse Park

Glow Golf Retreat~ Hot Tub~ Sauna~ Swing Fire Pit

13mi to Keeneland/C&K Property/ Historic Farm

Private cabin on KY River/Hot tub/30 miles to Lex

The Lodge at Marble Creek

The Prohibition - Downtown Speakeasy with Hot Tub
Family- and pet-friendly home rentals

Winterberry Drive Entire house

*Chevy Chase TH (1) mile to UK | EV Charging*

Lexington's Artistic Bunker / 1BR Downtown Condo

The Guesthouse on Lime

KY & Bourbon & Horses, Oh My! Close to Keeneland

Linden Place LLC

Luxury Stay at Kentucky Horse park-Newtown Springs

Victorian Apt Downtown Lexington
Family-friendly home rentals with a pool

1791 Cabin on Historic Horse Farm

The Wildwood RV Rental @ KHP

Life is Better On The River

Private for 4 No cleaning fee Discounts up to 20%

Central Lex Summer Pool Oasis: Hot tub! Games room!

Equestrian, Sports Fans, Bourbon Trailers

POOL/ game room! 8 beds 2 baths 3 bedrooms

Sugar Hill Farm-Gorgeous Farmhouse w FirePit
Destinations to explore
- Farm stay rentals Fayette County
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- Private suite rentals Fayette County
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- Rentals with a hot tub Fayette County
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- Family-friendly rentals Kentucky
- Family-friendly rentals United States
- Ark Encounter
- Kentucky Horse Park
- Buffalo Trace Distillery
- Rupp Arena
- University of Kentucky
- Castle & Key Distillery
- Four Roses Distillery Llc
- The Arboretum, State Botanical Garden of Kentucky
- Raven Run Nature Sanctuary
- Shaker Village of Pleasant Hill
- McConnell Springs Park
- Old Fort Harrod State Park
- Talon Winery & Vineyards
- Lovers Leap Vineyards and Winer
- Equus Run Vineyards
- Masterson Station Park
- Cove Spring Park
- Kroger Field
- Fort Boonesborough State Park





