Family-friendly holiday rentals in Shelby County

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Shelby County

Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

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Top Guest favourite

Cottage in Taylorsville

4.96 out of 5 average rating, 194 reviews

Luxury Retreat with Hot Tub

Welcome to Four Seasons Cottage on the Bourbon Trail! This charming property is located in a peaceful vacation community, just a short walk from the seasonal pool. Featuring 2 bedrooms, a fully equipped kitchen, and cozy living room with a fireplace, this cottage is perfect for a family getaway or a couples retreat. Enjoy the large deck with a hot tub and BBQ, as well as access to nearby hiking trails and attractions. Cottage 37 sits on a ridge that overlooks the 3,050-acre Taylorsville Lake.

Superhost

Home in Louisville

4.86 out of 5 average rating, 237 reviews

Adorable 2 BR - WALK to The Kentucky Derby!

Adorable, recently remodeled home only 3 blocks from Churchill Downs and only minutes from the University of Louisville and Cardinal Stadium, Kentucky Expo Center, Kentucky Kingdom and 3 miles from Downtown. It's also just an Uber away from the Bourbon distilleries! Our home has 2 comfortable Bedrooms with new mattresses, that sleeps 4. Our couch is comfortable enough to sleep a 5th guest. Private Parking in Driveway. 50% of our home's electric is sourced from eco-friendly, renewable energy .

Top Guest favourite

Cabin in Henryville

4.97 out of 5 average rating, 325 reviews

Close to Louisville~Hot Tub~Fire Pit~Game Room

Welcome to Stone Creek, a private 3 acre estate conveniently located minutes to Louisville, KY. This is the Ultimate Getaway! Upon entering the premises, you will find a custom iron security gate requiring coded access. Stone Creek boasts 2500+ sq ft of luxury living space complete with a full kitchen, laundry, and office. Guests will have full use of the grounds including the hot tub, fire pit, and the numerous covered decks & patios. Perfect romantic getaway or multi person retreat.

Guest favourite

Apartment in Louisville

4.9 out of 5 average rating, 315 reviews

Charming Apartment in Historic Old Louisville

Beautiful, clean, sunny, private apartment with private entrance and garden space. No cleaning fees or any other fees not charged by Airbnb ! Sleep machine provided to help with good nights sleep! Located in beautiful historic Old Louisville, one of the largest contained Victorian neighborhoods in the country. Near historic Churchill Downs and just moments away from fantastic restaurants, and other attractions. A short Uber, Lyft or Taxi ride to almost anywhere in the downtown area.

Top Guest favourite

Guest suite in Louisville

4.99 out of 5 average rating, 202 reviews

Spacious Lower-Level in Quiet Neighborhood

This is a spacious, walk-out lower level with a private entrance. Our quiet neighborhood is 1 1/2 miles from I-265, which means easy access to Louisville or beyond the city to bourbon country. It has a large living area and a fully equipped kitchen. Adventure lovers will like being 5 miles from The Parklands. Downtown Louisville is 20 minutes away. The space has 1 queen bed, 1 double bed, and twin bunk beds. It sleeps 5-6 comfortably. We live upstairs so we are available if needed.

Top Guest favourite

Guesthouse in Frankfort

4.99 out of 5 average rating, 119 reviews

Treetop Hideaway

Fully equipped apartment, only 5 blocks from the state Capitol in historic, tree-lined neighborhood. Kentucky Derby, Horse Park, and Bourbon Trail all close. Real pricing - no hidden fees! Downtown restaurants, entertainment, & distilleries are only minutes away by car or foot. Apartment includes everything for short-term or extended stays, including washer/dryer and fully-equipped kitchen. Separate building - totally separate entrance for privacy.

Guest favourite

Home in Lexington

4.84 out of 5 average rating, 526 reviews

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

Guest favourite

Home in Louisville

4.94 out of 5 average rating, 141 reviews

HOUSE ON HERRICK

Fully renovated home in the heart of Historic Middletown. Hardwood and tile floors throughout. Queen size memory foam mattresses in both bedrooms and a full-size blowup mattress can be used in the living room if needed. 3 blocks from Main Street where you will find restaurants, shopping, and antiques! 15 minutes from Churchill Downs! Less than 1 mile to Interstate 64 with a quick Uber ride to downtown, Crescent Hill, and the Highlands.

Top Guest favourite

Apartment in Mount Washington

4.94 out of 5 average rating, 198 reviews

“Crossroads” connecting Louisville and Bardstown

This apartment is good for couples, solo adventurer and business travelers. It is 10 miles south of Louisville, 18 miles north of Bardstown, 18 miles west of Taylorsville Lake and 1 hr away from Lexington. It is close to a very cool park, The Parklands, where you can hike, bike and kayak. The apartment is centrally located in the “crossroads” of several really cool communities in horse country, Kentucky.

Top Guest favourite

Farm stay in Goshen

4.98 out of 5 average rating, 331 reviews

The Coop

This 2 bedroom house is a renovated old farmhouse located on the site of a small vegetable farm and native plant nursery. The back deck overlooks the woods, where you can watch the wild birds and keep an eye on the free range chickens. This is a quiet spot for a retreat, but also 25 minutes from downtown Louisville. The Coop has a fully stocked kitchen and comes with eggs right from our flock....

Guest favourite

Loft in Shelbyville

4.99 out of 5 average rating, 134 reviews

Urban Loft Sleeps 16 and close to Buffalo Trace

"The biggest and best rental option in downtown Shelbyville, Urban Loft is the best place to stay in town. It’s an absolutely breathtaking space with enough sleeping space for well over a dozen guests to comfortably cohabitate, but the space is so absolutely picture perfect and secluded that you might have trouble coaxing all your traveling companions to ever leave." - Bourbon Review Magazine

Top Guest favourite

Farm stay in La Grange

4.95 out of 5 average rating, 705 reviews

The Cottage at StoneLedge 2 bedroom/1bath

Nestled on an expansive 80 acre horse farm, the cottage is the perfect escape. Hike the 30+ acres of woods that boast a creek and waterfall. Relax on the cozy front porch while enjoying the sounds of nature. If traveling with pets please note prior approval is required and be sure to read the pet policy in 'other things to note'. Thank you for your consideration.