Family-friendly vacation rentals in Middlesex County
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Top-rated family-friendly rentals in Middlesex County
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.
Vacation rentals for every style
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Popular amenities for Middlesex County 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
Villa in Norwich
4.89 out of 5 average rating, 369 reviewsPeaceful Spa Escape minutes to Mohegan Sun Casino
Home in Wading River
4.97 out of 5 average rating, 462 reviewsYour Zen Retreat
Home in Norwich
4.81 out of 5 average rating, 185 reviewsGrand 9 BR Near Casinos
Home in Cutchogue
4.96 out of 5 average rating, 191 reviewsPrivate Oasis Stunning Views 7/6 - 7/20 Available
Cottage in Cutchogue
4.69 out of 5 average rating, 188 reviewsLovely 2 BR Beach House No. Shore
Home in Southampton
4.83 out of 5 average rating, 201 reviewsCozy & Chic Summer Getaway near village/beaches
Home in East Hampton
4.94 out of 5 average rating, 63 reviewsFamily Friendly Springs Beach House
Family- and pet-friendly home rentals
Cottage in East Haddam
4.93 out of 5 average rating, 87 reviewsCottage on the hill
Home in Guilford
4.67 out of 5 average rating, 101 reviewsPurple Button Factory Sleeps 6 Walk to Town Green
Apartment in Branford
5.0 out of 5 average rating, 73 reviewsTree Fort Suite at Stony Creek Depot
Home in East Hampton
4.77 out of 5 average rating, 52 reviewsMAGNIFICENT PRIVATE RIVERFRONT HOME, 10% off
Cottage in Guilford
4.93 out of 5 average rating, 234 reviewsThe Cottage at Indian Cove
Apartment in Old Saybrook
4.98 out of 5 average rating, 116 reviewsConvenient and Cute in Downtown Old Saybrook
Apartment in Guilford
5.0 out of 5 average rating, 3 reviewsLakefront Country Oasis
Cottage in Old Saybrook
5.0 out of 5 average rating, 80 reviewsCozy Waterfront Retreat
Family-friendly home rentals with a pool
Home in Cheshire
5.0 out of 5 average rating, 120 reviewsPool House
Home in Montville
4.91 out of 5 average rating, 237 reviewsCasino Wine Down House***
Guesthouse in Shelter Island
4.97 out of 5 average rating, 105 reviewsWaterfront carriage house studio
Bungalow in Montauk
4.91 out of 5 average rating, 536 reviewsMontauk Oceanview with Fireplace (2)
Guest suite in East Hampton
4.89 out of 5 average rating, 225 reviewsPrivate Cozy Cottage with Pool / Private Beach
Home in Hampton Bays
4.98 out of 5 average rating, 114 reviewsBeach House Feel - newly renovated backyard Oasis
Home in Southampton
4.95 out of 5 average rating, 133 reviewsWaterview, Pool, DogsStayFree! Kayaks, PingPong
Home in East Hampton
4.88 out of 5 average rating, 101 reviewsGorgeous East Hampton Getaway
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