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
Home in Wading River
4.96 out of 5 average rating, 457 reviewsYour Zen Retreat
5–12 Jul
Home in Cutchogue
4.96 out of 5 average rating, 190 reviewsStunning Vinyard Views - Spring Special $475/Nt!
4–11 Feb
Villa in Hopewell Junction
4.96 out of 5 average rating, 279 reviewsThe Mission House Sanctuary
9–16 Apr
Home in Stamford
4.93 out of 5 average rating, 107 reviewsOCEAN COAST LUXURY BEACH HOUSE/45 min to NYC
27 Aug – 3 Sept
Home in Carmel Hamlet
4.66 out of 5 average rating, 220 reviewsLake House with Indoor Spa, 1 hour from Manhattan
24 Jun – 1 Jul
Home in New Fairfield
4.89 out of 5 average rating, 85 reviewsEntertainers Dream, Candlewood lake, hot tub/views
25 Mar – 1 Apr
Villa in Guilford
4.91 out of 5 average rating, 11 reviewsPrivate Luxury Waterfront Home
12–19 Apr
Flat in Greenwich
4.9 out of 5 average rating, 40 reviewsSafe Quiet Greenwich 2.5 bd+massage+jacuzzi
21–28 Aug
Family- and pet-friendly home rentals
Guest house in South Salem
4.93 out of 5 average rating, 220 reviews1795 colonial w private 2 bd rm, 1 bth,LR,Kit apt
11–18 Aug
Home in Stamford
4.98 out of 5 average rating, 211 reviewsBright Stylish Chic 4BR 4BA Home
10–17 Oct
Cottage in Riverhead
4.98 out of 5 average rating, 126 reviewsSavor Blazing Ocean Sunsets at a Soothing Beachfront Haven
11–18 Jan
Flat in Middletown
4.9 out of 5 average rating, 240 reviews3 bedroom near Wesleyan, downtown
15–22 Oct
Cottage in Putnam Valley
4.9 out of 5 average rating, 214 reviewsLakefront Cottage near Hudson Valley
11–18 Nov
Cottage in Middlefield
4.93 out of 5 average rating, 230 reviewsLake Beseck cottage
27 Mar – 3 Apr
Flat in Carmel
4.87 out of 5 average rating, 275 reviewsPrivate space, with yard
2–9 Nov
Flat in Milford
4.89 out of 5 average rating, 237 reviewsThe Farmhouse Estate Apartment
27 Dec – 3 Jan
Family-friendly home rentals with a pool
Home in Cheshire
5.0 out of 5 average rating, 117 reviewsPool House
15–22 Apr
Home in Stormville
4.94 out of 5 average rating, 156 reviewsPrivate Hudson Valley Country Retreat
17–24 Oct
Home in Yorktown Heights
4.88 out of 5 average rating, 119 reviewsCozy winter getaway 1 hr from NYC!
23–30 Sept
Home in Putnam Valley
4.93 out of 5 average rating, 182 reviewsPutnam Valley Escape
26 Sept – 3 Oct
Home in Fairfield
4.62 out of 5 average rating, 29 reviewsModern artist retreat near beach
15–22 Sept
Home in Redding
4.93 out of 5 average rating, 68 reviewsLovely Country Retreat:
27 May – 3 Jun
Home in East Quogue
5.0 out of 5 average rating, 38 reviewsHamptons Getaway/ Backyard OASIS/Monthly available
24–31 Jul
Home in Monroe
4.97 out of 5 average rating, 184 reviewsGarden Level Suite with Beautiful Pool
17–24 Sept
Quick stats about holiday rentals that are family-friendly in Fairfield
Total rentals
190 properties
Rentals with dedicated workspaces
110 properties have a dedicated workspace
Rentals with a pool
30 properties have a pool
Pet-friendly rentals
70 properties allow pets
Total number of reviews
3.3K reviews
Nightly prices starting at
£40 before taxes and fees
Destinations to explore
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