Family-friendly vacation rentals in Litchfield
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Litchfield
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 family-friendly rentals
Family-friendly home rentals with a hot tub
Home in Colebrook
4.99 out of 5 average rating, 204 reviewsNorbrook Farm ~ Rustic farmhouse w/ pond & trails
Farm stay in Kent
4.87 out of 5 average rating, 266 reviews(°) The Wandering Peacock (°)
Cabin in Colebrook
4.94 out of 5 average rating, 197 reviewsAdorable, storybook log cabin
Bungalow in Easthampton
4.92 out of 5 average rating, 438 reviewsThe Creation Station
Home in Craryville
4.92 out of 5 average rating, 221 reviewsThe City Farmers Upstate. Farm house with hot tub
Home in Hudson
4.95 out of 5 average rating, 251 reviewsLivingston Farmhouse Escape with hot tub and sauna
Home in Ancramdale
4.93 out of 5 average rating, 127 reviewsSki & unwind in the country, stargaze in hot tub
Home in Craryville
4.98 out of 5 average rating, 191 reviewsModern Home in Woods w/ Hot Tub 10 Miles to Hudson
Family- and pet-friendly home rentals
Apartment in Sandisfield
4.92 out of 5 average rating, 229 reviewsSunny Berkshire Studio Apartment
Home in Feeding Hills
4.89 out of 5 average rating, 891 reviewsFarm Fresh Feeding Hills
Cottage in Craryville
4.91 out of 5 average rating, 485 reviewsColumbia County Getaway - Raspberry Ridge Cottage
Home in East Haven
4.88 out of 5 average rating, 197 reviewsBeach Cottage by the Sea
Cottage in Middlefield
4.93 out of 5 average rating, 232 reviewsLake Beseck cottage
Cottage in Redding
4.93 out of 5 average rating, 235 reviewsCozy Cottage by the pond
Cottage in Red Hook
4.98 out of 5 average rating, 601 reviewsbright serene + spacious barn
Home in Verbank
4.98 out of 5 average rating, 156 reviewsThe Waterfall House
Family-friendly home rentals with a pool
Barn in Bethel
4.98 out of 5 average rating, 204 reviewsEscape to a Restored New England Antique Milk Barn
Home in Hudson
4.93 out of 5 average rating, 227 reviewsCasa Luna Country Retreat with Pool, Hudson, NY
Apartment in Glastonbury
4.9 out of 5 average rating, 411 reviewsQuiet 2 bed room apt w/ private entrance.
Home in Yorktown Heights
4.88 out of 5 average rating, 121 reviewsCozy winter getaway 1 hr from NYC!
Home in Putnam Valley
4.93 out of 5 average rating, 182 reviewsPutnam Valley Escape
Home in Lagrangeville
4.84 out of 5 average rating, 121 reviewsClassic Hudson Valley Farmhouse Nestled in 9 Rolling Acres
Home in Sheffield
4.85 out of 5 average rating, 114 reviewsRace Mountain House
Cottage in Litchfield
4.98 out of 5 average rating, 65 reviewsCottage on Litchfield Farm
Quick stats about vacation rentals that are family-friendly in Litchfield
Total rentals
100 properties
Rentals with dedicated workspaces
60 properties have a dedicated workspace
Rentals with a pool
20 properties have a pool
Pet-friendly rentals
40 properties allow pets
Total number of reviews
3.6K reviews
Nightly prices starting at
$90 before taxes and fees
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