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, 195 reviewsCozy private apt 8 mins from UCONN - solar powered
Cabin in Colebrook
4.94 out of 5 average rating, 197 reviewsAdorable, storybook log cabin
Home in Colebrook
4.99 out of 5 average rating, 204 reviewsNorbrook Farm ~ Rustic farmhouse w/ pond & trails
Villa in Norwich
4.9 out of 5 average rating, 189 reviewsRomantic Spa Retreat minutes to Mohegan Sun Casino
Home in Goshen
4.9 out of 5 average rating, 49 reviewsCharming renovated farmhouse with hot-tub
Home in Ashford
4.9 out of 5 average rating, 71 reviewsLarge secluded house in the Woods; Pool, hot tub!
Home in New Haven
4.77 out of 5 average rating, 39 reviewsBeautiful barn in New Haven with a hot tub!
Condo in Norwich
4.84 out of 5 average rating, 138 reviewsVilla Flora @ Norwich Inn & Spa
Family- and pet-friendly home rentals
Guest suite in Waterbury
4.94 out of 5 average rating, 251 reviewsPrivate 1 bedroom apartment in central Connecticut
Home in East Haven
4.88 out of 5 average rating, 198 reviewsBeach Cottage by the Sea
Cabin in Coventry
4.84 out of 5 average rating, 129 reviewsLake | PetsOK | Wi-Fi | W&D | Fire Pit | Kayaks
Cottage in Guilford
4.93 out of 5 average rating, 246 reviewsCharm + location. Walk to beach, town, & harbor.
Guest suite in Greenport
4.94 out of 5 average rating, 142 reviewsGREENPORT RETREAT- PRIVATE 2 BR APT w/ PRIV BEACH
Cottage in Branford
4.85 out of 5 average rating, 198 reviewsCozy Home In Short Beach Community
Apartment in Milford
4.88 out of 5 average rating, 243 reviewsThe Farmhouse Estate Apartment
Home in East Lyme
4.77 out of 5 average rating, 135 reviewsCharming Black Pt beach house. 2 blocks beach.
Family-friendly home rentals with a pool
Home in Montville
4.91 out of 5 average rating, 237 reviewsCasino Wine Down House***
Home in Litchfield
4.93 out of 5 average rating, 167 reviewsStunning Views, Bucolic Bliss in 1790s Farmhouse
Home in New London
4.9 out of 5 average rating, 160 reviewsWATERFRONT VIEW @ OCEAN BEACH GATE: 6 QUEEN 1 SOFA
Cottage in Litchfield
4.98 out of 5 average rating, 65 reviewsCottage on Litchfield Farm
Guest suite in Guilford
4.96 out of 5 average rating, 151 reviewsBright, Cozy Apartment in Guilford
Home in Windham
4.96 out of 5 average rating, 138 reviewsMid Century Ranch House on Farmland
Apartment in Old Saybrook
4.98 out of 5 average rating, 116 reviewsConvenient and Cute in Downtown Old Saybrook
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
$137 CAD before taxes and fees
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