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 Colebrook
4.99 out of 5 average rating, 204 reviewsNorbrook Farm ~ Rustic farmhouse w/ pond & trails
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
Villa in Norwich
4.89 out of 5 average rating, 368 reviewsPeaceful Spa Escape minutes to Mohegan Sun Casino
Home in Norwich
4.82 out of 5 average rating, 184 reviewsGrand 9 BR Near Casinos
Home in Milford
5.0 out of 5 average rating, 85 reviewsDirect Waterfront-Best location in Milford-Hot Tub
Home in Ashford
4.9 out of 5 average rating, 71 reviewsLarge secluded house in the Woods; Pool, hot tub!
Home in Goshen
4.9 out of 5 average rating, 48 reviewsCharming renovated farmhouse with hot-tub
Family- and pet-friendly home rentals
Home in Feeding Hills
4.89 out of 5 average rating, 888 reviewsFarm Fresh Feeding Hills
Guest suite in Fairfield
4.94 out of 5 average rating, 367 reviewsPrivate Studio Apartment; Kitchen; Fully Furnished
Cottage in Redding
4.93 out of 5 average rating, 234 reviewsCozy Cottage by the pond
Guest house in Fairfield
4.96 out of 5 average rating, 175 reviewsSouthport, CT across from BEACH
Flat in Southington
4.93 out of 5 average rating, 270 reviews#4 *BRAND NEW*INCREDIBLE LOCATION *SUPERHOST*
Guest house in Groton
4.94 out of 5 average rating, 389 reviewsQuiet studio with sleeping loft and deck
Guest suite in Goshen
4.76 out of 5 average rating, 218 reviewsRural Litchfield County Apartment Goshen CT
Home in Groton
4.98 out of 5 average rating, 118 reviewsThe Iconic Dutch Bell in Downtown Mystic
Family-friendly home rentals with a pool
Barn in Bethel
4.98 out of 5 average rating, 204 reviewsEscape to a Restored New England Antique Milk Barn
Home in Litchfield
4.93 out of 5 average rating, 166 reviewsStunning Views, Bucolic Bliss in 1790s Farmhouse
Home in Montville
4.91 out of 5 average rating, 236 reviewsCasino Wine Down House***
Guest house in Shelter Island
4.97 out of 5 average rating, 105 reviewsWaterfront carriage house studio
Home in Woodstock
4.93 out of 5 average rating, 212 reviewsCedar Ridge
Home in East Hampton
4.87 out of 5 average rating, 188 reviewsHeated Saltwater Pool, Walk to Beach, Dog Friendly
Home in New London
4.91 out of 5 average rating, 158 reviewsSUNSETS IN OCEAN BEACH PARK $1MIL VIEW OF ATLANTIC
Home in Redding
4.93 out of 5 average rating, 68 reviewsLovely Country Retreat:
Quick stats about holiday 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
€ 92 before taxes and fees
Destinations to explore
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