
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 Creation Station

(°) The Wandering Peacock (°)

The Little Lake Cabin— hot tub, fire pit, & kayaks

Jaw dropping mountain & lake views

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

Charming Guest Cottage with Modern Amenities

Amenia Main St Cozy Studio

Apartment on Main St.

Rustic Cabin+ Private Beach Pond, Stars & Wildlife

Charming Home in Litchfield County on a MAIN ROAD!

Cozy Apartment with Water View of Brook

Private 1 bedroom apartment in central Connecticut

Newly Built Cottage in Housatonic Valley
Family-friendly home rentals with a pool

Escape to a Restored New England Antique Milk Barn

Restored 1735 Granary I King Bed + Views & Pool

Garden Level Suite with Beautiful Pool

Eco Cottage in the Woods

Modern Upstate Cabin, near Rhinebeck NY

Peaceful Light-Filled Guesthouse 1 Hour From NYC

Luxe 1822 Apt | Rain Shower | Plush beds | Firepit

Peaceful apartment on 3.5 acres w/ Artist studio.
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
- Mount Pocono Holiday rentals
- South Jersey Holiday rentals
- Rentals with breakfast Litchfield County
- Waterfront rentals Litchfield County
- Rentals with a kayak Litchfield County
- Pet-friendly rentals Litchfield County
- Rentals with lake access Litchfield County
- Rentals with pools Litchfield County
- Rentals with a firepit Litchfield County
- Beachfront rentals Litchfield County
- Rentals with a hot tub Litchfield County
- Rentals with beach access Litchfield County
- Farm stay rentals Litchfield County
- Rentals with outdoor seating Litchfield County
- Rentals with a patio Litchfield County
- Flat rentals Litchfield County
- Rentals with a fireplace Litchfield County
- Cottage rentals Litchfield County
- Guest house rentals Litchfield County
- House rentals Litchfield County
- Bed and breakfasts Litchfield County
- Rentals with a washing machine and dryer Litchfield County
- Private suite rentals Litchfield County
- Cabin 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
- Silver Sands Beach
- Woodmont Beach
- Bash Bish Falls State Park
- Jennings Beach
- Wildemere Beach
- Seaside Beach
- Hudson Highlands State Park
- Sherwood Island State Park
- Walkway Over the Hudson State Historic Park
- Bushnell Park
- Kent Falls State Park
- Catamount Mountain Ski Resort
- Bayview Beach
- Fort Trumbull Beach
- Calf Pasture Beach
- Wintonbury Hills Golf Course
- Norman Rockwell Museum