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 10 – 17
Apartment in Greenwich
4.9 out of 5 average rating, 40 reviewsSafe Quiet Greenwich 2.5 bd+massage+jacuzzi
Nov 9 – 16
Home in Washington
4.79 out of 5 average rating, 19 reviewsZoomIn Map BestTown Washington "Kirby" PoshPadsCT
May 31 – Jun 7
Home in Carmel Hamlet
4.66 out of 5 average rating, 220 reviewsLake House with Indoor Spa, 1 hour from Manhattan
Jul 17 – 24
Home in Milford
5.0 out of 5 average rating, 84 reviewsDirect Waterfront-Best location in Milford-Hot Tub
Sep 5 – 12
Home in Washington
4.96 out of 5 average rating, 25 reviewsGlorious Washington Country Estate
Aug 12 – 19
Apartment in Shelton
4.69 out of 5 average rating, 316 reviews1ST FLR APT Your private resort, now FAMILY-ized!
Feb 5 – 12
Guest suite in Wilton
4.76 out of 5 average rating, 49 reviewsEnsuite with private entrance
Jan 26 – Feb 2
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
Oct 21 – 28
Cottage in New Fairfield
4.93 out of 5 average rating, 259 reviewsSweet Dotti's Cottage on Candlewood Lake - 60M NYC
Oct 5 – 12
Home in Poughquag
4.98 out of 5 average rating, 132 reviewsThe Beekman Salt Box - 1860 Hudson Valley Home
Oct 17 – 24
Cabin in New Milford
4.82 out of 5 average rating, 116 reviewsA-Frame Cottage off Candlewood Lake
Sep 28 – Oct 5
Apartment in Milford
4.89 out of 5 average rating, 238 reviewsThe Farmhouse Estate Apartment
Nov 28 – Dec 5
Home in Westport
4.92 out of 5 average rating, 38 reviewsGorgeous, luxury Cape in Westport!
Dec 18 – 25
Home in Newtown
5.0 out of 5 average rating, 33 reviewsElegant Country Estate
Dec 29 – Jan 5
Home in Milford
5.0 out of 5 average rating, 89 reviewsMilford Beach House - Newer Construction!
Oct 28 – Nov 4
Family-friendly home rentals with a pool
Home in Redding
4.93 out of 5 average rating, 68 reviewsLovely Country Retreat:
May 16 – 23
Home in Fairfield
4.62 out of 5 average rating, 29 reviewsModern artist retreat near beach
Mar 8 – 15
Home in Lagrangeville
5.0 out of 5 average rating, 21 reviewsHudson Valley Colonial with Inground Pool
Apr 15 – 22
Home in Monroe
4.97 out of 5 average rating, 184 reviewsGarden Level Suite with Beautiful Pool
Sep 19 – 26
Cottage in Redding
4.94 out of 5 average rating, 18 reviewsGuesthouse & private pool, historic 24-acre estate
May 16 – 23
Cottage in New Milford
4.9 out of 5 average rating, 52 reviewsBUNTING HOUSE : CANDLEWOOD LAKEFRONT! 3BR CHALET
Aug 30 – Sep 6
Apartment in Redding
5.0 out of 5 average rating, 14 reviewsPoolside apartment with private tennis court.
May 8 – 15
Home in New Milford
4.88 out of 5 average rating, 32 reviewsEnchanted Cottage~Complete Privacy~Pool!
Jun 7 – 14
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