
Kid-friendly holiday rentals in The Berkshires
Find and book unique kid-friendly rentals on Airbnb
Top-rated kid-friendly rentals in The Berkshires
Guests agree: These kid-friendly rentals 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 The Berkshires kid-friendly rentals
Child-friendly house rentals

Hillside Views in Hudson Valley

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

Private Cottage/Mountain Views/Trails/Fire pit

Hudson Getaway w/ Hot Tub + Fireplace on 20 Acres

Lakefront +pets +skiing +bbq +firepit +games

Modern Barn on 12 acres w Sauna, FirePit+swimming

Berkshire 4 season home

Secluded modern forest cabin with private brook
Kid-Friendly apartment rentals

Beautfiul, modern, GB apartment

Serene Suite by Gt. Barrington, Hudson, Tanglewood

Beautiful space in the heart of Philmont

The Beer Diviner Brewery Apartment

Sunny carriage house apartment

Mountain View Retreat~Sunny Hill Golf / Skiing

Hudson River Beach House

Modern Copake Falls Getaway - 8 Mins to Catamount
Child-Friendly Holiday Condos

Cozy Hideaway Windham, Hunter ,Pool,Pickleball.

Posh Pad in The Business District

Entire place to yourself Cromwell/Middletown Line

Owl's Nest - Unique Condo in Vintage Location

Peaceful Oasis steps from Mohegan Sun

Elegant, spacious studio apt in historic mansion

Stylish Condo Hunter Mountain

Walk to Mt. Snow-Spa-Summer Pool
Destinations to explore
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