Family-friendly vacation rentals in Litchfield County
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Litchfield 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 Litchfield 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 Litchfield
4.96 out of 5 average rating, 95 reviewsHome in historic Litchfield village
Home in Warren
4.44 out of 5 average rating, 16 reviewsStrawberry Ridge Chalet with Hot Tub & Sauna!
Home in Washington
4.94 out of 5 average rating, 17 reviewsShrink Map to Best Washntn! "Senff 5BR"PoshPadSCT
Home in Washington
5 out of 5 average rating, 6 reviews"Calhoun 5BR+POOL"PoshPadsCT Best Town Washington
Home in Roxbury
5 out of 5 average rating, 10 reviewsZoom In Map Best Roxbury "Painter Hill" PoshPadsCT
Home in Goshen
4.9 out of 5 average rating, 61 reviewsCharming renovated farmhouse with hot-tub
Home in Sharon
4.72 out of 5 average rating, 18 reviews1700 Historical Home on 26 Acres Near Schools
Family- and pet-friendly home rentals
Rental unit in Southington
4.93 out of 5 average rating, 287 reviews#4 *BRAND NEW*INCREDIBLE LOCATION *SUPERHOST*
Home in Millerton
4.89 out of 5 average rating, 149 reviewsThe 1913 House, book 6 days get the 7th free.
Cottage in New Fairfield
4.94 out of 5 average rating, 266 reviewsSweet Dotti's Cottage on Candlewood Lake - 60M NYC
Cottage in Washington
4.98 out of 5 average rating, 66 reviewsRiverfront Luxury and Tranquility - Bantam Cottage
Guest suite in Goshen
4.73 out of 5 average rating, 241 reviewsRural Litchfield County Apartment Goshen CT
Home in Warren
4.93 out of 5 average rating, 107 reviewsLitchfield County Getaway
Cottage in Canaan
4.85 out of 5 average rating, 162 reviewsCozy Little Cottage
Home in Kent
4.86 out of 5 average rating, 125 reviewsKent village home 2 hrs from NYC
Family-friendly home rentals with a pool
Home in Roxbury
4.96 out of 5 average rating, 25 reviewsZoomMap 5*Town Roxbury! "Painter Hill" PoshPadsCT
Home in Washington
4.83 out of 5 average rating, 6 reviewsZoom In Lux5*Washington! "Kielwasser" PoshPadsCT
Home in Washington
4.88 out of 5 average rating, 25 reviewsZoom Map BestTown Washntn "Sunny Ridge" PoshPadsCT
Home in Washington
4.89 out of 5 average rating, 27 reviewsShrinkMapBestTown Washington "Shearer" PoshPadsCT
Home in Washington
5 out of 5 average rating, 6 reviewsZoom In Lux 5*Washington "Calhoun 4BR" PoshPadsCT
Home in Roxbury
4.89 out of 5 average rating, 19 reviews5*Lux Roxbury! ZoomMapIn "Judds Bridge" PoshPadsCT
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
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 pools Litchfield County
- Rentals with a hot tub Litchfield County
- Bed and breakfasts Litchfield County
- Rentals with breakfast Litchfield County
- Rentals with outdoor seating Litchfield County
- Waterfront rentals Litchfield County
- Pet-friendly rentals Litchfield County
- Farmstay rentals Litchfield County
- Cabin rentals Litchfield County
- Rentals with lake access Litchfield County
- Rentals with a washer and dryer Litchfield County
- Rentals with a patio Litchfield County
- Apartment rentals Litchfield County
- Rentals with a fireplace Litchfield County
- House rentals Litchfield County
- Rentals with a fire pit Litchfield County
- Kid-friendly rentals Litchfield County
- Beachfront rentals Litchfield County
- Cottage rentals Litchfield County
- Rentals with a kayak Litchfield County
- Rentals with beach access Litchfield County
- Monthly Rentals Litchfield 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