
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

Luxury Penthouse Minutes to Yale

Home in historic Litchfield village

Modern Home in Woods w/ Hot Tub 10 Miles to Hudson

Rhinebeck Home with an amazing outdoor space+H/tub

Unwind in the country, stargaze in hot tub

Peaceful Hudson Valley Retreat House with HOT TUB!

Zoom In Map To 5*Roxbury "Painter Hill" PoshPadsCT

Bright, Cozy Apartment in Guilford
Family- and pet-friendly home rentals

The 1913 House, book 6 days get the 7th free.

Farm Fresh Feeding Hills

A-Frame Cottage off Candlewood Lake

Charming Lakefront Escape with Views

New Outdoor Living Room, Self Check-in, 500m WiFi

Litchfield County Getaway

Stunning Views, Light and Open - The Beech House
Flamig Farm Staycation
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

Farmington -NEWLY UPDATED NEAR UCONN HC and WEHA

Guesthouse & private pool, historic 24-acre estate

beautiful hudson valley country lake house

Peaceful, Sun Drenched Lakehouse

Hudson Valley Colonial with Inground Pool
Destinations to explore
- Hudson Valley Holiday rentals
- Long Island Holiday rentals
- Plainview Holiday rentals
- The Hamptons Holiday rentals
- East River Holiday rentals
- New York Holiday rentals
- Boston Holiday rentals
- Pocono Mountains Holiday rentals
- Jersey Shore Holiday rentals
- Philadelphia Holiday rentals
- South Jersey Holiday rentals
- Ocean City Holiday rentals
- Family-friendly rentals Litchfield County
- Beachfront rentals Litchfield County
- Rentals with pools Litchfield County
- Rentals with a hot tub Litchfield County
- Rentals with a firepit Litchfield County
- Rentals with lake access Litchfield County
- Rentals with beach access Litchfield County
- Rentals with outdoor seating Litchfield County
- Cottage rentals Litchfield County
- Rentals with a washing machine and dryer Litchfield County
- Farm stay rentals Litchfield County
- Rentals with breakfast Litchfield County
- Pet-friendly rentals Litchfield County
- Flat rentals Litchfield County
- Rentals with a fireplace Litchfield County
- Bed and breakfasts Litchfield County
- Cabin rentals Litchfield County
- Rentals with a patio Litchfield County
- Rentals with a kayak Litchfield County
- House rentals Litchfield County
- Family-friendly rentals Connecticut
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- Fairfield Beach
- Yale University
- Six Flags New England
- TPC River Highlands
- Walnut Public Beach
- Woodmont Beach
- Jennings Beach
- Taconic State Park
- Thunder Ridge Ski Area
- Bushnell Park
- Silver Sands Beach
- Brownstone Adventure Sports Park
- Calf Pasture Beach
- Seaside Beach
- Bash Bish Falls State Park
- Sherwood Island State Park
- Hudson Highlands State Park
- Kent Falls State Park
- Wildemere Beach
- Walkway Over the Hudson State Historic Park
- Bayview Beach
- Norman Rockwell Museum
- Catamount Mountain Ski Resort
- Southport Beach