Family-friendly holiday rentals in Fairfield
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Fairfield
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 Fairfield family-friendly rentals
Family-friendly home rentals with a hot tub
Rental unit in Downtown New Haven
4.75 out of 5 average rating, 138 reviewsLuxury Penthouse Minutes to Yale
Home in North Fork
4.94 out of 5 average rating, 16 reviewsChic Beach House: Waterfront, Vineyards, Hot Tub
Home in Wading River
4.96 out of 5 average rating, 488 reviewsYour Zen Retreat
Villa in Hopewell Junction
4.96 out of 5 average rating, 289 reviewsThe Mission House Sanctuary
Home in Shippan Point
4.94 out of 5 average rating, 113 reviewsOCEAN COAST LUXURY BEACH HOUSE/45 min to NYC
Home in Putnam Valley
4.99 out of 5 average rating, 72 reviewsThe Lodge of Putnam Valley w/hot tub/pool/grounds
Cabin in North Fork
4.86 out of 5 average rating, 97 reviewsBeach & Forest: Cozy Cabin, Hot Tub, Peloton
Rental unit in Shelton
4.68 out of 5 average rating, 321 reviews1ST FLR APT Your private resort, now FAMILY-ized!
Family- and pet-friendly home rentals
Cottage in Middlefield
4.92 out of 5 average rating, 244 reviewsLake Beseck cottage
Rental unit in Milford
4.87 out of 5 average rating, 260 reviewsThe Farmhouse Estate Apartment
Cabin in New Milford
4.84 out of 5 average rating, 128 reviewsA-Frame Cottage off Candlewood Lake
Cottage in Guilford
4.99 out of 5 average rating, 122 reviews"Red House on the Knoll" at Indian Cove
Cottage in Guilford
4.93 out of 5 average rating, 264 reviewsCharm + location. Walk to beach, town, & harbor.
Cottage in Port Jefferson Station
4.8 out of 5 average rating, 430 reviewsThe Red Cottage Circa 1936
Rental unit in Middletown
4.89 out of 5 average rating, 275 reviews3 bedroom near Wesleyan, downtown
Home in Stamford
4.98 out of 5 average rating, 228 reviewsBright Stylish Chic 4BR 4BA Home
Family-friendly home rentals with a pool
Rental unit in Redding
5 out of 5 average rating, 17 reviewsPoolside apartment with private tennis court.
Home in Stormville
4.94 out of 5 average rating, 176 reviewsPrivate Hudson Valley Country Retreat
Home in Stormville
5 out of 5 average rating, 11 reviews2 MasterSuites Heated SaltWater Pool+HotTub&More
Home in Cheshire
5 out of 5 average rating, 128 reviewsPool House
Cottage in Redding
4.95 out of 5 average rating, 22 reviewsGuesthouse & private pool, historic 24-acre estate
Apartment in Mount Sinai
5 out of 5 average rating, 30 reviews1856 Trading House close to water
Guest suite in Wilton
4.76 out of 5 average rating, 50 reviewsEnsuite with private entrance
Home in Fairfield
4.94 out of 5 average rating, 35 reviewsNewly-Renovated, Private, 4BR Cape w/Pool
Quick stats about holiday rentals that are family-friendly in Fairfield
Total rentals
200 properties
Nightly prices starting at
$67 SGD before taxes and fees
Total number of reviews
3.8K reviews
Pet-friendly rentals
90 properties allow pets
Rentals with a pool
30 properties have a pool
Rentals with dedicated workspaces
120 properties have a dedicated workspace
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