
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

Lakefront Bungalow Bliss - 2BR Cottage

Cozy Lakefront Cottage w/Swim Spa & Firepit

(°) The Wandering Peacock (°)

Unwind in the country, stargaze in hot tub

Creek Side Cabin w/ Wood Fired Hot Tub & Fire Pit

Private apartment

Jaw dropping mountain & lake views

Hot Tub w/ Foliage Lake Views, Fire Pit & Kayaks
Family- and pet-friendly home rentals

Amenia Main St Cozy Studio

Private Cozy Suite, 0 Fees, Easy CheckIn, EV Plug

State Forest Getaway

Rustic Cabin+ Private Beach Pond, Stars & Wildlife

The Little Red Schoolhouse ~ Circa 1877

Cozy Apartment with Water View of Brook

Vibrant, secluded dome home in Litchfield County!

Country Guest Cottage/Barn
Family-friendly home rentals with a pool

Escape to a Restored New England Antique Milk Barn

Private Hudson Valley Country Retreat

Garden Level Suite with Beautiful Pool

Charming apartment with breathtaking view!

Fireplace, Huge Eclectic space… 1.5 hr to NYC!

Eco Cottage in the Woods

Modern Upstate Cabin, near Rhinebeck NY

Peaceful apartment on 3.5 acres w/ Artist studio.
Quick stats about vacation rentals that are family-friendly in Litchfield
Total rentals
100 properties
Nightly prices starting at
G$25,096 GYD before taxes and fees
Total number of reviews
4.1K reviews
Pet-friendly rentals
40 properties allow pets
Rentals with a pool
20 properties have a pool
Rentals with dedicated workspaces
60 properties have a dedicated workspace
Destinations to explore
- Plainview Vacation rentals
- New York Vacation rentals
- Long Island Vacation rentals
- Montreal Vacation rentals
- Boston Vacation rentals
- Washington Vacation rentals
- East River Vacation rentals
- Hudson Valley Vacation rentals
- Jersey Shore Vacation rentals
- Philadelphia Vacation rentals
- Mount Pocono Vacation rentals
- South Jersey Vacation rentals
- Rentals with a fire pit Litchfield
- House rentals Litchfield
- Rentals with beach access Litchfield
- Fitness-friendly rentals Litchfield
- Rentals with a washer and dryer Litchfield
- Rentals with pools Litchfield
- Rentals with lake access Litchfield
- Cabin rentals Litchfield
- Rentals with a patio Litchfield
- Pet-friendly rentals Litchfield
- Rentals with outdoor seating Litchfield
- Waterfront rentals Litchfield
- Rentals with a fireplace Litchfield
- Beachfront rentals Litchfield
- Family-friendly rentals Connecticut
- Family-friendly rentals United States
- Yale University
- Fairfield Beach
- Six Flags New England
- Walnut Public Beach
- Thunder Ridge Ski Area
- Brownstone Adventure Sports Park
- TPC River Highlands
- Rowayton Community Beach
- Silver Sands Beach
- Woodmont Beach
- Jennings Beach
- Bash Bish Falls State Park
- Wildemere Beach
- Seaside Beach
- Hudson Highlands State Park
- Sherwood Island State Park
- Grove Beach
- Bushnell Park
- Bayview Beach
- Walkway Over the Hudson State Historic Park
- Catamount Mountain Ski Resort
- Hammonasset Beach State Park
- Kent Falls State Park
- Fort Trumbull Beach