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

LUX Waterside Retreat|Geo Dome+Outdoor Fire Table
✅Climate controlled GeoDome w/movie screen ✅Fire Table ✅Family+baby friendly👶 ✅Not in a Neighborhood Tucked away on two private acres along Harrods Creek, this beautifully remodeled historic home offers rare privacy, creekside charm, and easy access to Louisville's best attractions. No crowded neighborhoods - just open space, creek views, and boats drifting by. Perfect for bourbon tours, concerts, and Derby weekends, you can explore the area, then return to your own peaceful creekside retreat.
4.98 out of 5 average rating, 128 reviews
Pool*Pickleball Bldg*HotTub*Speakeasy*BourbonTrail
Welcome to the "Bourbon Barrel Retreat" where this truly unique property offers a one-of-a-kind getaway. This newly renovated 5-bed, 3 full bath ranch boasts two additional buildings on the property to provide a Kentucky experience like no other. Immerse yourself in the ambiance of the Bourbon Speakeasy or spend time at the Pickleball Sports Lounge. Unwind and relax however you would like! An ideal location where you are a short drive to Bardstown, Louisville, Lexington, Mammoth Cave and more!
4.99 out of 5 average rating, 104 reviews
Historic Cabin by Bourbon Trail
Historic, unique, tasteful and serene - the Edward Tyler house, ca. 1783, is a stone cabin 20 minutes SE of Louisville on 13 acre estate. Near the famous bourbon trail, rental includes full cabin and large screen porch overlooking pond with fountain. First floor has living/dining/kitchen space with small sofa bed and stone fireplace (gas); queen bed and full bath on second floor. American and European antique furnishings and fine art welcome you to fully updated home with central HVAC.
4.98 out of 5 average rating, 318 reviews
"Call Me Old-Fashioned"in Derby & Bourbon Country!
Welcome to "Call Me Old-Fashioned" - a unique spin on Bourbon w/ a mix of new & vintage amenities! Located in a QUIET & SAFE neighborhood, this family-friendly home is located close to Downtown Louisville & Churchill Downs (18 min), Expo Center & airport (15 min). Bardstown, the Bourbon capitol, is 35 min away. We are also 5 min from Parklands @ Floyds Fork park system - home to 60 miles of hiking, biking & paddling trails & a big playground. Come make yourself at home in our cozy KY home!
4.99 out of 5 average rating, 256 reviews
Colonial Hideout | Close to fairgrounds!
Ready for a relaxing stay in Louisville, Kentucky?! Welcome to a wonderfully homey stay minutes away from the KY Expo Center & Kentucky Fair Grounds. Perfect for hitting the Kentucky Bourbon Trail, heading to one of Louisville's many events, or heading to a game at the KFC Yum! Center. The property & driveway can easily manage horse trailers and car trailers if you’ve got a lot to haul. We look forward to hosting you! Family Ready: Pack n Play, High Chair, Plastic Plates & Cups
4.99 out of 5 average rating, 122 reviews
DOWNTOWN LOUISVILLE ⭐ Expo Center⭐ 3 BR, 2 BT
- 3 min drive to U of Louisville - 5 min drive to KY Expo Center - 7 min drive to Louisville Zoo This gorgeous 3-bed, 2-bath house is less than 4 miles from downtown Louisville. With its fully-equipped kitchen, spacious rooms & completely renovated kitchen, the house is the perfect base for large groups wanting to explore the city. Enjoy the wide variety of shops, restaurants, & bars nearby. Kentucky Derby fans love the close proximity to Churchill Downs. No Locals Please
4.94 out of 5 average rating, 461 reviews
The Jungalow: 65" 4K TV, memory foam, kid-friendly
Michael and Ashley (Lumos Stays) welcome you to Louisville, home of bourbon! Centrally located, minutes from the interstate, and close to downtown and the bourbon trail, this is your home base for adventure. Enjoy the 65" 4K Roku TV, fast wifi (~387mbps), green tea memory foam mattresses, modern kitchen, kid-friendly amenities… and did you see that outdoor space? Solo Stove fire pit, hammock, propane grill, and games. Enjoy the private fenced-in backyard and large driveway!
4.91 out of 5 average rating, 176 reviews
Best Location in the City-2 Story Patio & Hot Tub
The Saddle Inn has everything you need for your upcoming stay. Situated in the heart of the city and walking distance to the best restaurants and bars in town, you are booking convenience when you book our home. This house has vintage Kentucky flare with modern furnishings & updates. It boasts 3 bedrooms, a 2 story patio, hot tub, fire pit, ping-pong table, shuffleboard, and all the bourbon barrels one can hope for in Kentucky. There's no better location than this one.
4.92 out of 5 average rating, 296 reviews
Quaint Highland's Bungalow
Kick back and relax in this calm, stylish space with equal proximity to beautiful Cherokee Park and all the shops and restaurants on Bardstown Road in the popular Highland's neighborhood. Two bedroom, one and a half bath, completely updated one hundred-year-old home. The backyard offers a beautiful firepit with Adirondack chairs, a patio with dining area and Traeger Grill and plenty of room in the landscaped backyard to throw a ball. Three day minimum stay.
5.0 out of 5 average rating, 146 reviews
My Old Kentucky Dome
An elevated camping “glamping” experience. This brand-new one of a kind geodesic dome is located on a private road that leads you to an overlook featuring one of the most beautiful countryside views in Kentucky. While this getaway experience is nestled deep in the woods, it is also a close drive to all the conveniences you can imagine. This is an off the grid outdoor experience with a ½ mile gravel road including a steep hill. AWD or 4WD advised.
4.98 out of 5 average rating, 259 reviews
"The Brook" - Louisville
Enjoy a stay at this spacious, beautifully decorated ranch home in East Louisville. Blending organic modern decor and intentional functionality, you will feel relaxed and right at home. The home is nestled in a quiet neighborhood and yet only 1 mile from the interstate - conveniently located, a drive anywhere isn't far. Bring your crew to town to experience a day at the horse track, a bourbon tour, or a Kentucky family getaway!
4.98 out of 5 average rating, 210 reviews
The GiGi Airstream, Lakeside at Progress Park
This Gigi is a 2022 Airstream Flying Cloud w/ all the bells and whistles. Everything you need is already here. Perfect for groups, families, or midweek getaways. Enjoy your own private space PLUS access to boating, games, & more. All included with your stay. Progress Park has 11 total units on site. 2 houses, 8 airstreams & a bunk house. *KY DERBY IS A 3 NIGHT MIN OF THURS-SUN. NO CHECKINS ON FRI OR SAT.
5.0 out of 5 average rating, 165 reviewsPopular amenities for Jefferson County family-friendly rentals
Family-friendly home rentals with a hot tub

Bourbon Trail*Tesla EV charging* HOT TUB
4.94 out of 5 average rating, 208 reviews
Best of the Ville’s Modernised
4.88 out of 5 average rating, 180 reviews
Butchertown & NuLu's Shantyboathouse
4.99 out of 5 average rating, 242 reviews
GreenHouse New Albany
4.88 out of 5 average rating, 188 reviews
Highlander House: Louisville's Bourbon Trail Home!
4.97 out of 5 average rating, 138 reviews
King of the Highlands * HUGE 7BR 6BA->Game Room
4.98 out of 5 average rating, 111 reviews
6 Kings + Hot Tub | Near Expo, Track & Downtown
4.97 out of 5 average rating, 275 reviews
Luxury Studio w/ Golf Sim, Rooftop, Gym, Pool
4.93 out of 5 average rating, 146 reviewsFamily- and pet-friendly home rentals

Hide away close to everything
4.95 out of 5 average rating, 329 reviews
Waterfront Red Ruby ping pong shuffle board
4.96 out of 5 average rating, 113 reviews
Cozy cottage, pets, private, convenient, parking
4.99 out of 5 average rating, 169 reviews
The Caldwell Highlands/Germantown
4.93 out of 5 average rating, 199 reviews
The Writer’s Den
4.94 out of 5 average rating, 122 reviews
Colonel Lou Lou's
4.93 out of 5 average rating, 246 reviews
Derby Dreaming in the Julep House - Churchill/Expo
4.93 out of 5 average rating, 152 reviews
Full House near EXPO Center - Best Location in Lou
4.94 out of 5 average rating, 143 reviewsFamily-friendly home rentals with a pool

Top 1%• Yard + Porch • 3BR • Peppermint Cottage
5.0 out of 5 average rating, 130 reviews
Cozy Neighborhood Home - 10 min to Louisville!
4.95 out of 5 average rating, 113 reviews
Come explore Jeffersonville & Louisville
4.94 out of 5 average rating, 191 reviews
Cherokee Park Oasis with Pool and Hot Tub
4.96 out of 5 average rating, 406 reviews
CIRCO LOCO - uNCommon Stay
4.99 out of 5 average rating, 69 reviews
Romantic Waterfront View Games HotTub Theater Pool
4.94 out of 5 average rating, 18 reviews
Exclusive Farmhouse w/ a Romantic Garden View!
4.87 out of 5 average rating, 95 reviews
The Getaway!
4.94 out of 5 average rating, 36 reviewsDestinations to explore
- Apartment rentals Jefferson County
- Rentals with breakfast Jefferson County
- Waterfront rentals Jefferson County
- Townhouse rentals Jefferson County
- Bed and breakfasts Jefferson County
- Private suite rentals Jefferson County
- Serviced apartment rentals Jefferson County
- Boutique hotels Jefferson County
- Rentals with a hot tub Jefferson County
- Rentals with pools Jefferson County
- Hotel rooms Jefferson County
- House rentals Jefferson County
- Loft rentals Jefferson County
- Pet-friendly rentals Jefferson County
- Rentals with a kayak Jefferson County
- Motorhome rentals Jefferson County
- Rentals with an accessible-height toilet Jefferson County
- Flat rentals Jefferson County
- Rentals with lake access Jefferson County
- Guest house rentals Jefferson County
- Family-friendly rentals Kentucky
- Family-friendly rentals United States
- Kentucky Exposition Center
- Buffalo Trace Distillery
- Kentucky Kingdom & Hurricane Bay
- Kentucky Derby Museum
- Louisville Slugger Field
- Churchill Downs
- Kentucky International Convention Center
- Waterfront Park
- University of Louisville
- Louisville Slugger Museum & Factory
- Jefferson Memorial Forest
- Falls of the Ohio State Park
- Muhammad Ali Center
- Castle & Key Distillery
- James B Beam Distilling
- Angel's Envy Distillery
- Frazier History Museum
- Bardstown Bourbon Company
- Marengo Cave National Landmark
- Bernheim Arboretum and Research Forest
- Big Four Bridge
- Four Roses Distillery Llc
- Cherokee Park
- Kentucky Science Center
- Things to do Jefferson County
- Things to do Kentucky
- Food tours Kentucky
- Tastings Kentucky
- Things to do United States
- Shopping and fashion United States
- Dining United States
- Museums United States
- Cultural tours United States
- Architecture United States
- Workouts United States
- Flying United States
- Art workshops United States
- Wellness United States
- Wildlife United States
- Landmarks United States
- Water sports United States
- Performances United States
- Food tours United States
- Tastings United States
- Galleries United States
- Cooking United States
- Beauty United States
- Outdoors United States





