
Family-friendly vacation rentals in The Berkshires
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in The Berkshires
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 The Berkshires family-friendly rentals
Family-friendly home rentals with a hot tub

Secluded Artist's Retreat with Hot tub

Rhinebeck Home with an amazing outdoor space+H/tub

Mountain-Top Catskills Getaway Cabin w/hot tub

Private Catskills Home w. Hot Tub, near Ski Mnt

Make it your home away from home

Peaceful Hudson Valley Retreat House with HOT TUB!

Charming Cottage on 12 Secluded Acres + Hot Tub

Contemporary Cabin With Fireplace
Family- and pet-friendly home rentals

Bellwood Cottage 8-14min to all Roxbury Wed Venues

Pet Friendly Cabin Doh-Ray up at 1450 ft

Historic farmhouse escape on 14 scenic acres

Serendipity Lake House on Lake Heloise

Time to Relax, close to Saratoga.

Catskill Mountain Cabin Waterfall Retreat

Private Waterfront w/Swimming, Boats & Hot Tub!

Cozy Catskills Reteat with Geothermal Heat
Family-friendly home rentals with a pool

Magical Farm Getaway - a must visit!

Garden Level Suite with Beautiful Pool

Saratoga Springs convenient tranquil location.

MODERN FARMHOUSE in the WOODS

Stunning Views, Bucolic Bliss in 1790s Farmhouse

Quiet 2 bed room apt w/ private entrance.

1880s sun-bathed beauty in best downtown location

Casa Luna Country Retreat with Pool, Hudson, NY
Destinations to explore
- Rentals with a fireplace The Berkshires
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- Family travel hub Tips and inspiration
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