Family-friendly vacation 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.
Vacation 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
Guest suite in Mansfield
4.95 out of 5 average rating, 193 reviewsCozy private apt 8 mins from UCONN - solar powered
Home in Goshen
4.9 out of 5 average rating, 48 reviewsCharming renovated farmhouse with hot-tub
Home in Ashford
4.9 out of 5 average rating, 71 reviewsLarge secluded house in the Woods! Bonfires, hikes
Villa in Guilford
4.91 out of 5 average rating, 11 reviewsPrivate Luxury Waterfront Home
Home in New Haven
4.79 out of 5 average rating, 38 reviewsBeautiful barn in New Haven with a hot tub!
Apartment in New Haven
4.75 out of 5 average rating, 126 reviewsLuxury Penthouse Minutes to Yale
Home in East Lyme
4.9 out of 5 average rating, 42 reviewsDowntown Niantic Home with Hot Tub.
Home in Litchfield
4.95 out of 5 average rating, 88 reviewsHome in historic Litchfield village
Family- and pet-friendly home rentals
Home in East Haven
4.88 out of 5 average rating, 196 reviewsBeach Cottage by the Sea
Cottage in Guilford
4.93 out of 5 average rating, 245 reviewsCharm + location. Walk to beach, town, & harbor.
Cabin in Coventry
4.83 out of 5 average rating, 122 reviewsLake | PetsOK | Wi-Fi | W&D | Fire Pit | Kayaks
Cottage in Branford
4.85 out of 5 average rating, 197 reviewsCozy Home In Short Beach Community
Apartment in Milford
4.89 out of 5 average rating, 237 reviewsThe Farmhouse Estate Apartment
Home in East Lyme
4.77 out of 5 average rating, 135 reviewsCharming Black Pt beach house. 2 blocks beach.
Cottage in East Haddam
4.93 out of 5 average rating, 86 reviewsCottage on the hill
Apartment in Branford
5.0 out of 5 average rating, 69 reviewsTree Fort Suite at Stony Creek Depot
Family-friendly home rentals with a pool
Home in Montville
4.91 out of 5 average rating, 234 reviewsCasino Wine Down House***
Home in Litchfield
4.93 out of 5 average rating, 162 reviewsStunning Views, Bucolic Bliss in 1790s Farmhouse
Cottage in Litchfield
4.98 out of 5 average rating, 65 reviewsCottage on Litchfield Farm
Home in Fairfield
4.62 out of 5 average rating, 29 reviewsModern artist retreat near beach
Home in Monroe
4.97 out of 5 average rating, 184 reviewsGarden Level Suite with Beautiful Pool
Apartment in Old Saybrook
4.99 out of 5 average rating, 111 reviewsConvenient and Cute in Downtown Old Saybrook
Guest suite in Guilford
4.96 out of 5 average rating, 151 reviewsBright, Cozy Apartment in Guilford
Condo in Farmington
4.8 out of 5 average rating, 50 reviewsFarmington -NEWLY UPDATED NEAR UCONN HC and WEHA
Quick stats about vacation rentals that are family-friendly in Middletown
Total rentals
30 properties
Wifi availability
30 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
2.2K reviews
Nightly prices starting at
$100 before taxes and fees
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