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
Oct 5 – 12
Apartment in Greenwich
4.9 out of 5 average rating, 40 reviewsSafe Quiet Greenwich 2.5 bd+massage+jacuzzi
Mar 27 – Apr 3
Home in Washington
4.79 out of 5 average rating, 19 reviewsZoomIn Map BestTown Washington "Kirby" PoshPadsCT
Jun 1 – 8
Home in Washington
4.96 out of 5 average rating, 25 reviewsGlorious Washington Country Estate
Aug 14 – 21
Apartment in Shelton
4.69 out of 5 average rating, 317 reviews1ST FLR APT Your private resort, now FAMILY-ized!
Sep 30 – Oct 7
Guest suite in Wilton
4.76 out of 5 average rating, 49 reviewsEnsuite with private entrance
Feb 4 – 11
Home in Stormville
5.0 out of 5 average rating, 11 reviews2 MasterSuites Heated SaltWater Pool+HotTub&More
Feb 27 – Mar 6
Home in North Salem
Equestrians Country Stay and Enchanted Farm House
May 21 – 28
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
Nov 23 – 30
Cottage in New Fairfield
4.93 out of 5 average rating, 259 reviewsSweet Dotti's Cottage on Candlewood Lake - 60M NYC
Oct 7 – 14
Home in Stamford
4.98 out of 5 average rating, 213 reviewsBright Stylish Chic 4BR 4BA Home
Dec 6 – 13
Apartment in Milford
4.89 out of 5 average rating, 238 reviewsThe Farmhouse Estate Apartment
Aug 27 – Sep 3
Cabin in New Milford
4.82 out of 5 average rating, 116 reviewsA-Frame Cottage off Candlewood Lake
Oct 26 – Nov 2
Home in Poughquag
4.98 out of 5 average rating, 132 reviewsThe Beekman Salt Box - 1860 Hudson Valley Home
Aug 14 – 21
Home in Westport
4.92 out of 5 average rating, 38 reviewsGorgeous, luxury Cape in Westport!
Nov 19 – 26
Home in Newtown
5.0 out of 5 average rating, 33 reviewsElegant Country Estate
Dec 31 – Jan 7
Family-friendly home rentals with a pool
Home in Redding
4.93 out of 5 average rating, 68 reviewsLovely Country Retreat:
Jun 6 – 13
Home in Fairfield
4.62 out of 5 average rating, 29 reviewsModern artist retreat near beach
Mar 14 – 21
Home in Lagrangeville
5.0 out of 5 average rating, 21 reviewsHudson Valley Colonial with Inground Pool
Apr 14 – 21
Home in Monroe
4.97 out of 5 average rating, 184 reviewsGarden Level Suite with Beautiful Pool
Apr 5 – 12
Cottage in New Milford
4.9 out of 5 average rating, 52 reviewsBUNTING HOUSE : CANDLEWOOD LAKEFRONT! 3BR CHALET
Apr 8 – 15
Cottage in Redding
4.94 out of 5 average rating, 18 reviewsGuesthouse & private pool, historic 24-acre estate
May 17 – 24
Apartment in Redding
5.0 out of 5 average rating, 14 reviewsPoolside apartment with private tennis court.
Jun 9 – 16
Home in New Milford
4.88 out of 5 average rating, 32 reviewsEnchanted Cottage~Complete Privacy~Pool!
Jun 8 – 15
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