
Family-friendly holiday 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.
Holiday 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

Artist Cottage

Lakefront Bungalow Bliss - 2BR Cottage

Luxury cottage by the sea with hot tub and pool

(°) The Wandering Peacock (°)

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

Jaw dropping mountain & lake views

Sunbeam Lodge: Pool+Hot Tub, 50 Acres, ‘70s Oasis

The Red Cabin-Secluded Getaway with backyard Brook
Family- and pet-friendly home rentals

Charming Guest Cottage with Modern Amenities

The Barn - Rustic Chic Loft, Hotchkiss, Lakes, Ski

Rustic Cabin+ Private Beach Pond, Stars & Wildlife

Charming Home in Litchfield County on a MAIN ROAD!

Cozy Apartment with Water View of Brook

Newly Built Cottage in Housatonic Valley

Hudson Highlands Base Camp

Vibrant, secluded dome home in Litchfield County!
Family-friendly home rentals with a pool

Private Hudson Valley Country Retreat

The Creation Station

Charming apartment with breathtaking view!

Fireplace, Huge Eclectic space… 1.5 hr to NYC!

Sackett & Van Dam Guest House @ Little 9 Farm 1706

Eco Cottage in the Woods

Modern Upstate Cabin, near Rhinebeck NY

Luxe 1822 Apt | Rain Shower | Plush beds | Firepit
Destinations to explore
- Plainview Holiday rentals
- New York City Holiday rentals
- Long Island Holiday rentals
- Montreal Holiday rentals
- Boston Holiday rentals
- Washington Holiday rentals
- East River Holiday rentals
- Hudson Valley Holiday rentals
- Jersey Shore Holiday rentals
- Philadelphia Holiday rentals
- South Jersey Holiday rentals
- Mount Pocono Holiday rentals
- Rentals with beach access Litchfield County
- Rentals with a kayak Litchfield County
- Cabin rentals Litchfield County
- Guest house rentals Litchfield County
- Bed and breakfasts Litchfield County
- Private suite rentals Litchfield County
- Rentals with breakfast Litchfield County
- Rentals with a washing machine and dryer Litchfield County
- Rentals with pools Litchfield County
- Farm stay rentals Litchfield County
- Rentals with a patio Litchfield County
- Rentals with a hot tub Litchfield County
- House rentals Litchfield County
- Pet-friendly rentals Litchfield County
- Cottage rentals Litchfield County
- Rentals with outdoor seating Litchfield County
- Rentals with a firepit Litchfield County
- Rentals with lake access Litchfield County
- Flat rentals Litchfield County
- Rentals with a fireplace Litchfield County
- Beachfront rentals Litchfield County
- Family-friendly rentals Connecticut
- Family-friendly rentals United States
- Yale University
- Fairfield Beach
- Six Flags New England
- Walnut Public Beach
- Thunder Ridge Ski Area
- TPC River Highlands
- Brownstone Adventure Sports Park
- Woodmont Beach
- Silver Sands Beach
- Jennings Beach
- Bash Bish Falls State Park
- Seaside Beach
- Wildemere Beach
- Hudson Highlands State Park
- Sherwood Island State Park
- Bushnell Park
- Walkway Over the Hudson State Historic Park
- Bayview Beach
- Kent Falls State Park
- Calf Pasture Beach
- Catamount Mountain Ski Resort
- Norman Rockwell Museum
- Fort Trumbull Beach
- Dinosaur State Park