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
Home in Louisville
4.99 out of 5 average rating, 222 reviews2 Living Rooms Close 2 Shopping & Restaurants
26 Aug – 2 Sep
Cabin in Henryville
4.96 out of 5 average rating, 280 reviewsStone Creek Cabin Retreat
14–21 Feb
Cabin in La Grange
4.98 out of 5 average rating, 157 reviewsRunning Creek Log Cabin
31 May – 7 Jun
Home in Brandenburg
4.95 out of 5 average rating, 239 reviewsLuxury lakehouse retreat with picturesque views
26 Oct – 2 Nov
Home in Bloomfield
4.84 out of 5 average rating, 86 reviewsSerenity &Tranquility Lodge on Bourbon Trail
27 Mar – 3 Apr
Home in Louisville
4.55 out of 5 average rating, 173 reviewsThe Big Chill-New Hot Tub! MEGA DECK! Walk to Fun!
9–16 Jun
Cottage in Taylorsville
4.65 out of 5 average rating, 63 reviews"On the Rocks" Bourbon Trail Getaway!!
21–28 Feb
Home in Louisville
5.0 out of 5 average rating, 12 reviewsGreat patio - Northeast Louisville
20–27 Sep
Family- and pet-friendly home rentals
Flat in Louisville
4.92 out of 5 average rating, 460 reviewsUnique Studio in the Highlands
22–29 Jun
Guest suite in Louisville
4.86 out of 5 average rating, 313 reviewsBasement Abode in Cherokee Park
21–28 Oct
Home in Louisville
4.88 out of 5 average rating, 241 reviewsThe Camp Taylor Cottage Close to Airport/ Downtown
7–14 Aug
Home in Louisville
4.9 out of 5 average rating, 476 reviewsCharming Home in the Highlands
20–27 Dec
Home in Louisville
4.93 out of 5 average rating, 327 reviewsDOWNTOWN LOUISVILLE ⭐ Expo Center⭐ 3 BR, 2 BT
28 Nov – 5 Dec
Home in Elizabeth
4.97 out of 5 average rating, 110 reviewsCabin on Lake Close to Louisville Ky
3–10 Oct
Townhouse in Louisville
4.95 out of 5 average rating, 117 reviewsRestaurant Row Townhouse
9–16 Aug
Cottage in Prospect
4.84 out of 5 average rating, 140 reviewsCottage in Louisville,KY on Scenic River Rd
6–13 Oct
Family-friendly home rentals with a pool
Guest suite in Louisville
4.96 out of 5 average rating, 354 reviewsCherokee Park Oasis with Private Entrance
22–29 Aug
Guest suite in Jeffersonville
4.93 out of 5 average rating, 169 reviewsBook now for Abby Road on the River
17–24 Dec
Cottage in Taylorsville
4.96 out of 5 average rating, 173 reviewsFour Seasons Cottage at Taylorsville Lake KY
13–20 Jan
Cottage in Taylorsville
4.8 out of 5 average rating, 118 reviewsAnchor Rental
2–9 Jul
Cottage in Taylorsville
4.88 out of 5 average rating, 112 reviewsBest view of the lake two bed two bath cottage #4
3–10 Jun
Home in Louisville
4.93 out of 5 average rating, 134 reviewsSleeps 16, Highlands Area, Heated Pool, Hot tub
11–18 Dec
Cottage in Taylorsville
4.83 out of 5 average rating, 92 reviewsShore Thing #20
30 Jan – 6 Feb
Guest suite in Oldham County
4.79 out of 5 average rating, 73 reviewsWATERFALL WALKOUT HILLTOP SLEEPS 10+, 4 BR 2BA
10–17 Oct
Quick stats about holiday rentals that are family-friendly in Middletown
Total rentals
40 properties
Wifi availability
40 properties include access to wifi
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Pet-friendly rentals
10 properties allow pets
Total number of reviews
730 reviews
Nightly prices starting at
€ 65 before taxes and fees
Destinations to explore
- Cincinnati Holiday rentals
- Louisville Holiday rentals
- Lexington Holiday rentals
- Bloomington Holiday rentals
- Nashville Holiday rentals
- Williamstown Holiday rentals
- Frankfort Holiday rentals
- Lake Cumberland Holiday rentals
- Mammoth Cave Holiday rentals
- Bardstown Holiday rentals
- Nashville Holiday rentals
- Chicago Holiday rentals
- Family-friendly rentals United States
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