Family-friendly vacation rentals in Fairfield County
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Fairfield 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 Fairfield County family-friendly rentals
Family-friendly home rentals with a hot tub
Home in Stamford
4.93 out of 5 average rating, 107 reviewsOCEAN COAST LUXURY BEACH HOUSE/45 min to NYC
Rental unit in Greenwich
4.9 out of 5 average rating, 40 reviewsSafe Quiet Greenwich 2.5 bd+massage+jacuzzi
Home in Washington
4.8 out of 5 average rating, 20 reviewsZoomIn Map BestTown Washington "Kirby" PoshPadsCT
Home in New Fairfield
4.9 out of 5 average rating, 89 reviewsEntertainers Dream, Candlewood lake, hot tub/views
Home in Washington
4.96 out of 5 average rating, 25 reviewsGlorious Washington Country Estate
Rental unit in Shelton
4.68 out of 5 average rating, 320 reviews1ST FLR APT Your private resort, now FAMILY-ized!
Guest suite in Wilton
4.76 out of 5 average rating, 50 reviewsEnsuite with private entrance
Home in Stormville
5 out of 5 average rating, 11 reviews2 MasterSuites Heated SaltWater Pool+HotTub&More
Family- and pet-friendly home rentals
Guest suite in Waterbury
4.94 out of 5 average rating, 253 reviewsPrivate 1 bedroom apartment in central Connecticut
Cottage in New Fairfield
4.94 out of 5 average rating, 264 reviewsSweet Dotti's Cottage on Candlewood Lake - 60M NYC
Cabin in New Milford
4.82 out of 5 average rating, 116 reviewsA-Frame Cottage off Candlewood Lake
Guesthouse in New Milford
4.94 out of 5 average rating, 180 reviewsCharming Cottage w/Pastoral Views
Home in Poughquag
4.98 out of 5 average rating, 133 reviewsThe Beekman Salt Box - 1860 Hudson Valley Home
Rental unit in Milford
4.89 out of 5 average rating, 248 reviewsThe Farmhouse Estate Apartment
Home in Westport
4.9 out of 5 average rating, 42 reviewsGorgeous, luxury Cape in Westport!
Home in Milford
5 out of 5 average rating, 92 reviewsMilford Beach House - Newer Construction!
Family-friendly home rentals with a pool
Home in Redding
4.93 out of 5 average rating, 70 reviewsLovely Country Retreat:
Home in Fairfield
4.62 out of 5 average rating, 29 reviewsModern artist retreat near beach
Home in Lagrangeville
5 out of 5 average rating, 24 reviewsHudson Valley Colonial with Inground Pool
Home in Monroe
4.97 out of 5 average rating, 188 reviewsGarden Level Suite with Beautiful Pool
Cottage in Redding
4.94 out of 5 average rating, 18 reviewsGuesthouse & private pool, historic 24-acre estate
Rental unit in Redding
5 out of 5 average rating, 16 reviewsPoolside apartment with private tennis court.
Home in Washington
4.96 out of 5 average rating, 24 reviewsWelcome to Hidden Haven, a simply serene getaway
Home in Roxbury
4.88 out of 5 average rating, 8 reviewsZoom Map 5*Town Roxbury! "PainterRidge" PoshPadsCT
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