Family-friendly vacation rentals in Middlesex County
Find and book unique family-friendly homes on Airbnb
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
Cottage in Cutchogue
4.69 out of 5 average rating, 187 reviewsLovely 2 BR Beach House No. Shore
Guest suite in Mansfield
4.95 out of 5 average rating, 193 reviewsCozy private apt 8 mins from UCONN - solar powered
Home in Wading River
4.96 out of 5 average rating, 457 reviewsYour Zen Retreat
Villa in Norwich
4.89 out of 5 average rating, 366 reviewsPeaceful Spa Escape minutes to Mohegan Sun Casino
Home in Sag Harbor
4.82 out of 5 average rating, 132 reviewsNew! Sag Harbor Village Pool, Hot Tub &Beach House
Home in Cutchogue
4.96 out of 5 average rating, 190 reviewsStunning Vinyard Views - Spring Special $475/Nt!
Home in Norwich
4.82 out of 5 average rating, 183 reviewsGrand 9 BR Near Casinos
Home in Southampton
4.82 out of 5 average rating, 198 reviewsCozy & Chic Summer Getaway near village/beaches
Family- and pet-friendly home rentals
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
Home in Old Saybrook
4.78 out of 5 average rating, 134 reviewsCapt Clarke Historic Homestead/Venue. Beaches,Pets
Home in East Hampton
4.77 out of 5 average rating, 52 reviewsMAGNIFICENT PRIVATE RIVERFRONT HOME, 10% off
Apartment in Old Saybrook
4.99 out of 5 average rating, 111 reviewsConvenient and Cute in Downtown Old Saybrook
Cottage in Guilford
4.93 out of 5 average rating, 230 reviewsThe Cottage at Indian Cove
Apartment in Deep River
4.76 out of 5 average rating, 54 reviewsSpacious 1-Bedroom Apartment surrounded by Woods
Cottage in Old Saybrook
5.0 out of 5 average rating, 78 reviewsCozy Waterfront Retreat
Family-friendly home rentals with a pool
Home in Cheshire
5.0 out of 5 average rating, 117 reviewsPool House
Home in Montville
4.91 out of 5 average rating, 234 reviewsCasino Wine Down House***
Bungalow in Montauk
4.91 out of 5 average rating, 529 reviewsMontauk Oceanview with Fireplace (2)
Guesthouse in Shelter Island
4.97 out of 5 average rating, 105 reviewsWaterfront carriage house studio
Guest suite in East Hampton
4.89 out of 5 average rating, 222 reviewsPrivate Cozy Cottage with Pool / Private Beach
Home in East Hampton
4.93 out of 5 average rating, 140 reviews1800 Historical East Hampton Home, 1 Mile to Town!
Home in Sag Harbor
4.85 out of 5 average rating, 250 reviewsExclusive Sag Harbor Compound
Home in Hampton Bays
4.98 out of 5 average rating, 112 reviewsBeach House Feel - newly renovated backyard Oasis
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