Family-friendly vacation rentals in Fairfield County
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Fairfield County
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Fairfield County family-friendly rentals
Family-friendly home rentals with a hot tub
Home in Washington
4.81 out of 5 average rating, 21 reviewsZoomIn Map BestTown Washington "Kirby" PoshPadsCT
Home in Stormville
5 out of 5 average rating, 11 reviews2 MasterSuites Heated SaltWater Pool+HotTub&More
Home in Stamford
4.94 out of 5 average rating, 113 reviewsOCEAN COAST LUXURY BEACH HOUSE/45 min to NYC
Home in Washington
5 out of 5 average rating, 6 reviews"Calhoun 5BR+POOL"PoshPadsCT Best Town Washington
Rental unit in Shelton
4.68 out of 5 average rating, 321 reviews1ST FLR APT Your private resort, now FAMILY-ized!
Home in Roxbury
5 out of 5 average rating, 10 reviewsZoom In Map Best Roxbury "Painter Hill" PoshPadsCT
Guest suite in Wilton
4.76 out of 5 average rating, 50 reviewsEnsuite with private entrance
Family- and pet-friendly home rentals
Rental unit in South Salem
4.76 out of 5 average rating, 46 reviewsCozy Apartment in Horse Country
Cottage in New Fairfield
4.94 out of 5 average rating, 266 reviewsSweet Dotti's Cottage on Candlewood Lake - 60M NYC
Rental unit in Milford
4.87 out of 5 average rating, 260 reviewsThe Farmhouse Estate Apartment
Home in Cos Cob
4.98 out of 5 average rating, 57 reviewsCos Cob CT, 3bdrm, 2bath, with workout room
Home in Milford
5 out of 5 average rating, 97 reviewsMilford Beach House - Newer Construction!
Home in Stamford
4.98 out of 5 average rating, 228 reviewsBright Stylish Chic 4BR 4BA Home
Rental unit in Carmel
4.87 out of 5 average rating, 292 reviewsPrivate space, with yard
Home in Poughquag
4.99 out of 5 average rating, 139 reviewsThe Beekman Salt Box - Historic Hudson Valley 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 Washington
4.88 out of 5 average rating, 25 reviewsZoom Map BestTown Washntn "Sunny Ridge" PoshPadsCT
Cottage in Redding
4.95 out of 5 average rating, 22 reviewsGuesthouse & private pool, historic 24-acre estate
Home in Roxbury
4.96 out of 5 average rating, 28 reviewsZoom In 5* Town Roxbury "Moosehorn" PoshPadsCT
Home in Roxbury
4.89 out of 5 average rating, 19 reviewsZoom Map 5* Town Roxbury! "SentryHill" PoshPadsCT
Home in New Milford
4.8 out of 5 average rating, 40 reviewsEnchanted Cottage~Complete Privacy~Pool!
Home in Fairfield
4.94 out of 5 average rating, 35 reviewsNewly-Renovated, Private, 4BR Cape w/Pool
Home in Rye
4.57 out of 5 average rating, 7 reviewsCharming Rye Colonial Walk to Town & Train
Destinations to explore
- Family-friendly rentals New York
- Family-friendly rentals United States
- Family-friendly rentals Manhattan
- Family-friendly rentals Brooklyn
- Family-friendly rentals Connecticut
- Rentals with lake access Fairfield County
- Fitness-friendly rentals Fairfield County
- Rentals with pools Fairfield County
- Apartment rentals Fairfield County
- Rentals with a hot tub Fairfield County
- Beachfront rentals Fairfield County
- Rentals with an EV charger Fairfield County
- Pet-friendly rentals Fairfield County
- Kid-friendly rentals Fairfield County
- Rentals with a kayak Fairfield County
- Rentals with a patio Fairfield County
- Guesthouse rentals Fairfield County
- Rentals with a washer and dryer Fairfield County
- Rentals with a fireplace Fairfield County
- Rentals with a fire pit Fairfield County
- Waterfront rentals Fairfield County
- House rentals Fairfield County
- Monthly Rentals Fairfield County
- Rentals with a home theater Fairfield County
- Rentals with outdoor seating Fairfield County
- Rentals with beach access Fairfield County
- Farmstay rentals Fairfield County
- Rentals with breakfast Fairfield County
- Villa rentals Fairfield County
- Private suite rentals Fairfield County
- Condo rentals Fairfield County
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom