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
Farm stay in Kent
4.87 out of 5 average rating, 263 reviews(°) The Wandering Peacock (°)
Jan 21 – 28
Cabin in Colebrook
4.94 out of 5 average rating, 197 reviewsAdorable, storybook log cabin
Oct 1 – 8
Home in Red Hook
4.88 out of 5 average rating, 212 reviewsWooded Retreat w/ Hot Tub and Trout River
Jan 25 – Feb 1
Home in Craryville
4.92 out of 5 average rating, 220 reviewsThe City Farmers Upstate. Farm house with hot tub
Mar 20 – 27
Home in Hudson
4.95 out of 5 average rating, 249 reviewsLivingston Farmhouse Escape with hot tub and sauna
Oct 8 – 15
Home in Rhinebeck
4.9 out of 5 average rating, 206 reviewsRhinebeck Modern Home with amazing outdoor space
Feb 21 – 28
Home in Ancramdale
4.93 out of 5 average rating, 127 reviewsSki & unwind in the country, stargaze in hot tub
Sep 24 – Oct 1
Home in Craryville
4.98 out of 5 average rating, 187 reviewsModern Home in Woods | Hot Tub | 20 mins to Skiing
Dec 10 – 17
Family- and pet-friendly home rentals
Guest suite in Goshen
4.75 out of 5 average rating, 214 reviewsRural Litchfield County Apartment Goshen CT
Jan 15 – 22
Guesthouse in New Milford
4.94 out of 5 average rating, 177 reviewsCharming Cottage w/Pastoral Views
Nov 20 – 27
Apartment in Sandisfield
4.92 out of 5 average rating, 227 reviewsSunny Berkshire Studio Apartment
Nov 22 – 29
Cottage in Red Hook
4.98 out of 5 average rating, 598 reviewsbright serene + spacious barn
Nov 14 – 21
Cottage in Middlefield
4.93 out of 5 average rating, 230 reviewsLake Beseck cottage
Dec 10 – 17
Cottage in Redding
4.93 out of 5 average rating, 232 reviewsCozy Cottage by the pond
Jun 6 – 13
Home in Feeding Hills
4.89 out of 5 average rating, 884 reviewsFarm Fresh Feeding Hills
Sep 8 – 15
Cottage in Pine Plains
5.0 out of 5 average rating, 132 reviewsPatchin Mills Quaint Country Cottage
Oct 27 – Nov 3
Family-friendly home rentals with a pool
Cabin in Red Hook
4.96 out of 5 average rating, 305 reviewsModern Upstate Cabin, near Rhinebeck NY
Sep 21 – 28
Home in Cheshire
5.0 out of 5 average rating, 118 reviewsPool House
Apr 15 – 22
Barn in Bethel
4.98 out of 5 average rating, 202 reviewsEscape to a Restored New England Antique Milk Barn
Dec 25 – Jan 1
Apartment in Glastonbury
4.9 out of 5 average rating, 409 reviewsQuiet 2 bed room apt w/ private entrance.
Feb 13 – 20
Home in Stormville
4.94 out of 5 average rating, 156 reviewsPrivate Hudson Valley Country Retreat
Oct 17 – 24
Home in Lagrangeville
4.84 out of 5 average rating, 120 reviewsClassic Hudson Valley Farmhouse Nestled in 9 Rolling Acres
Sep 22 – 29
Home in Sheffield
4.85 out of 5 average rating, 114 reviewsRace Mountain House
May 7 – 14
Cottage in Litchfield
4.98 out of 5 average rating, 65 reviewsCottage on Litchfield Farm
Dec 20 – 27
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
R1,693 ZAR before taxes and fees
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