Family-friendly vacation rentals in Fairfield County
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Top-rated family-friendly rentals in Fairfield County
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.
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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
Aug. 8 – 15
Apartment in Greenwich
4.9 out of 5 average rating, 40 reviewsSafe Quiet Greenwich 2.5 bd+massage+jacuzzi
Jun. 19 – 26
Home in Washington
4.79 out of 5 average rating, 19 reviewsZoomIn Map BestTown Washington "Kirby" PoshPadsCT
May 28 – Jun. 4
Home in Carmel Hamlet
4.66 out of 5 average rating, 220 reviewsLake House with Indoor Spa, 1 hour from Manhattan
Jun. 7 – 14
Apartment in Shelton
4.69 out of 5 average rating, 316 reviews1ST FLR APT Your private resort, now FAMILY-ized!
Nov. 27 – Dec. 4
Home in Washington
4.96 out of 5 average rating, 25 reviewsGlorious Washington Country Estate
Dec. 18 – 25
Guest suite in Wilton
4.76 out of 5 average rating, 49 reviewsEnsuite with private entrance
Jan. 14 – 21
Home in Stormville
5.0 out of 5 average rating, 11 reviews2 MasterSuites Heated SaltWater Pool+HotTub&More
Mar. 24 – 31
Family- and pet-friendly home rentals
Home in New Milford
4.88 out of 5 average rating, 165 reviewsRenovated, one level home in an excellent location
Feb. 4 – 11
Cottage in New Fairfield
4.93 out of 5 average rating, 259 reviewsSweet Dotti's Cottage on Candlewood Lake - 60M NYC
Dec. 15 – 22
Home in Poughquag
4.98 out of 5 average rating, 132 reviewsThe Beekman Salt Box - 1860 Hudson Valley Home
Aug. 26 – Sep. 2
Apartment in Milford
4.89 out of 5 average rating, 238 reviewsThe Farmhouse Estate Apartment
Dec. 28 – Jan. 4
Cabin in New Milford
4.82 out of 5 average rating, 116 reviewsA-Frame Cottage off Candlewood Lake
Sep. 28 – Oct. 5
Home in Westport
4.92 out of 5 average rating, 38 reviewsGorgeous, luxury Cape in Westport!
Sep. 19 – 26
Home in Newtown
5.0 out of 5 average rating, 33 reviewsElegant Country Estate
Dec. 26 – Jan. 2
Home in New Canaan
5.0 out of 5 average rating, 16 reviewsFountain Courtyard & Fireplace Kitchen
Jul. 3 – 10
Family-friendly home rentals with a pool
Home in Redding
4.93 out of 5 average rating, 68 reviewsLovely Country Retreat:
Jun. 25 – Jul. 2
Home in Fairfield
4.62 out of 5 average rating, 29 reviewsModern artist retreat near beach
Aug. 6 – 13
Home in Lagrangeville
5.0 out of 5 average rating, 21 reviewsHudson Valley Colonial with Inground Pool
Apr. 9 – 16
Home in Monroe
4.97 out of 5 average rating, 184 reviewsGarden Level Suite with Beautiful Pool
Sep. 6 – 13
Cottage in New Milford
4.9 out of 5 average rating, 52 reviewsBUNTING HOUSE : CANDLEWOOD LAKEFRONT! 3BR CHALET
Jul. 7 – 14
Cottage in Redding
4.94 out of 5 average rating, 18 reviewsGuesthouse & private pool, historic 24-acre estate
May 12 – 19
Apartment in Redding
5.0 out of 5 average rating, 14 reviewsPoolside apartment with private tennis court.
May 5 – 12
Home in Rye
4.67 out of 5 average rating, 6 reviewsBike to Beach Walk to Town & Train + Housekeeper
Jun. 17 – 24
Destinations to explore
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