
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.

LenMar Farm Country Stay near Lexington KY
Farm stay in the heart of the Kentucky Bluegrass 20 min from the KY Horse Park and downtown Lexington. 30min to Keeneland. 45min to Red River Gorge. Quiet, private walk out basement apt. with 2 bedrooms, great room, fooseball and butlers pantry w/ coffeemaker, small refrigerator, microwave, and kitchen basics. Space is not shared. Eat indoors or out, fire pit and horses/cattle out back. Up to 2 well-behaved dogs with pre-approval from hosts. Dogs can’t be left alone. 2 night min, 10 night max.

Basement apt. w/private entrance & kitchenette
Our full basement apartment with private entrance is modest but comfortable. Located within one mile of Asbury Seminary and University, our space is ideally suited for commuting students, out-of-town guests, or folks visiting the beautiful Bluegrass region. Our home is a 15-minute walk from the campuses and business district. We are a family of six and you will occasionally hear our boys upstairs, but as a Christian family, we strive to treat our guests as we would want to be treated. Reg. 9485

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!

Clean Private Studio w/Full Kitchen (Wildcat Den)
This private studio apartment is in a historic triplex near the University of Kentucky and downtown Lexington, KY. There are two large rooms - a kitchen and a bedroom - in addition to the small bathroom. The bedroom has a comfy queen bed and a full-sized futon couch (for an additional sleeping option). The kitchen is fully stocked with dishes, pots, pans, and utensils. Forget something? Kroger grocery is only 1/2 block away, as are a variety of local restaurants, bars, and retail stores!

West meets South in this Garden Cottage Retreat
STR PERMIT #15078463 A cozy backyard cottage nestled in historic Pensacola Park, part of the national register of historic places. Conveniently, located along Hwy 27 (Nicholasville Road). A stones throw from the University of Kentucky, Kroger Field, 3 hospitals (Baptist Health, UK, and Children's Hospital), and Lexington's celebrated state botanical garden: The Arboretum. This standalone cottage features one dedicated parking space, full amenities, garden views, and artistic embellishments.

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.

KY & Bourbon & Horses, Oh My! Close to Keeneland
This home has been completely renovated with flawless finishes and top of the line appliances. This is for the UPSTAIRS only. (No one else lives at the residence & is solely for Airbnb) 10 minutes from Keeneland & a few miles from hospitals. Convenient location to shopping and restaurants. Clean and comfortable living spaces. This is a chefs kitchen, that has double doors to a walk out patio. The bathroom has a Bluetooth fan. I’ve provided everything to make your trip enjoyable as possible.

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.

Canopy of trees
Enjoy this peaceful and centrally-located apartment. Across the street from the historic Henry Clay estate. Just a few miles from Rupp arena, Uk, stadium and downtown. A short drive to the horse park. Walking distance to restaurants. There is a $50 per pet fee. Please be sure to include pet in your booking. This is a one bedroom with a queen bed. The couch folds into a sleeper and there are curtains for privacy.. Street parking only. The back and driveway are our private areas

Pool Table + Fast Wifi - 2BR in Lexington
Welcome to The Corner Pocket Experience a stylish, comfortable stay in the heart of Lexington, KY — perfect for couples, friends, business travelers, or game-day guests. With a pool table, fast Wi-Fi, and a prime central location, this guest-favorite home blends fun, comfort, and convenience. Why Guests Love Staying Here ✔ Top 1% of Airbnb homes ✔ 4.98★ rating from hundreds of 5-star reviews ✔ Guest Favorite + 7-year Superhost ✔ Professionally cleaned & thoughtfully stocked

BoHo Paradise - Fire Pit- Downtown - Rupp Arena
Start your mornings with fresh coffee and unwind in the indoor hammock with a good book. This cozy, boho-inspired cottage comes fully furnished in the heart of Lexington’s vibrant Distillery District. Just 1.5 miles from Rupp Arena and 5 miles from Keeneland, it’s ideally located for city excitement and classic Kentucky charm. Relax by the backyard fire pit or step out to nearby cafés, restaurants, and downtown energy. A stylish, comfortable retreat for your Lexington stay.

Cozy studio with private pool and firepit
Welcome to our charming studio apartment located above our detached garage with a private pool. Whether you're looking for a relaxing getaway or a convenient base to explore the city, our cozy studio has everything you need. Close to the following locations: Fayette mall 1.9 miles Bluegrass airport 4.5 miles University of Kentucky 4.6 miles Keeneland 5.1 miles Manchester Music Hall 5.7 miles Rupp Arena 6.4 miles Lexington Opera House 6.5 Please no smoking in the room.
Popular amenities for Fayette County family-friendly rentals
Family-friendly home rentals with a hot tub

Hot Tub Tiny Home Hideaway Near Horse Park and Ark

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

The Luxe/HotTub/Playground/12min KHP/30min Ark

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

Cottage w/Jacuzzi - centrally located, comfy beds!

Magnolia Molly | Rupp Arena, Distillery District

Relaxing | Hot Tub | Fire Pit | S’mores | Garage

The Outpost-Urban Basecamp w/ Hot Tub & Comfy Beds
Family- and pet-friendly home rentals

Winterberry Drive Entire house

*Bluegrass Getaway*

The Guesthouse on Lime

Horse Central-Be our Guest!

The Rosewood Cottage of Lexington I Elegant & Cozy

*One Bedroom Apt | One Mile to Downtown Lex*

Luxury Stay at Kentucky Horse park-Newtown Springs

Retro Mid-Century English Cottage
Family-friendly home rentals with a pool

1791 Cabin on Historic Horse Farm

Close to Everything! Beautiful two-story home

My Old Kentucky Home

Private for 4 No cleaning fee Discounts up to 20%

Southland Swim House

Lexington Holiday FUN-ZONE! Pool! Hottub! GameRm!

Equestrian, Sports Fans, Bourbon Trailers

Stone & Cedar Lodge - pool, hot tub, fire pit, EV
Destinations to explore
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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
- Anderson Dean Community Park
- Old Fort Harrod State Park
- Hamon Haven Winery
- Talon Winery & Vineyards
- Paradise Cove Aquatic Center
- Rising Sons Home Farm Winery
- Equus Run Vineyards
- Wildside Winery
- Lovers Leap Vineyards and Winer




