
Family-friendly holiday rentals in Middletown
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Middletown
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Middletown family-friendly rentals
Family-friendly home rentals with a hot tub

Luxury lakehouse retreat with picturesque views

Running Creek Log Cabin

Great patio - Northeast Louisville

Bourbon Trail Hot Tub Retreat King Beds, Spacious

"On the Rocks" Bourbon Trail Getaway

2.0 Southern Comfort Highlands-Cherokee Triangle

Golf House

Derby Getaway: Relax in a Hot Tub, Enjoy Shopping
Family- and pet-friendly home rentals

Cottage in Louisville,KY on Scenic River Rd

Guesthouse on Story- Bourbon Trail

Spacious Historic Home, Louisville Adjacent

Downtown Convenience with Privacy!!

Welcome to the Nest!

Home near the Highways

Charming home in the Highlands

Family-friendly! Walkable to downtown shops!
Family-friendly home rentals with a pool

Cherokee Park Oasis with Private Entrance

Anchor Rental

WATERFALL WALKOUT HILLTOP SLEEPS 10+, 4 BR 2BA

The Waterfall Place, Suite and Walkout!

Bourbon Country/ Derby Guest House

Highlands Oasis- Summer and Winter Retreat

Shore Thing #20

ShoreThing #21
Quick stats about holiday rentals that are family-friendly in Middletown
Total rentals
40 properties
Nightly prices starting at
₹5,986 before taxes and fees
Total number of reviews
780 reviews
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wifi availability
40 properties include access to wifi
Destinations to explore
- Louisville Holiday rentals
- Cincinnati Holiday rentals
- Lexington Holiday rentals
- Bloomington Holiday rentals
- Williamstown Holiday rentals
- Nashville Holiday rentals
- Lake Cumberland Holiday rentals
- Frankfort Holiday rentals
- Nashville Holiday rentals
- Gatlinburg Holiday rentals
- Chicago Holiday rentals
- Western North Carolina Holiday rentals
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- Holiday Chalets United Kingdom
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- Holiday Apartments Australia
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- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
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- Dog-Friendly Cottages United Kingdom
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- Big Four Bridge
- Buffalo Trace Distillery
- River Run Family Water Park
- Waterfront Park
- Evan Williams Bourbon Experience
- Charlestown State Park
- Falls of the Ohio State Park
- Frazier History Museum
- Muhammad Ali Center
- Kentucky Science Center
- Louisville Slugger Museum & Factory
- Heritage Hill Golf Club
- Anderson Dean Community Park
- Angel's Envy Distillery
- Valhalla Golf Club
- Hurstbourne Country Club
- Big Spring Country Club
- Kentucky Kingdom & Hurricane Bay
- Kentucky Derby Museum
- Turtle Run Winery
- Louisville Slugger Field