
Kid-friendly vacation rentals in Berkshire County
Find and book unique kid-friendly rentals on Airbnb
Top-rated kid-friendly rentals in Berkshire County
Guests agree: these kid-friendly rentals 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 Berkshire County kid-friendly rentals
Kid-friendly house rentals

Cleveland House - renovated Berkshires' gem.

Belle Meade

New Shaw Pond Skytop Retreat in the Berkshires

Idyllic family retreat - spacious lake home,

A sunny, quiet chalet beautifully decorated.

Elegant Year-Round Lakeside Retreat with AC

Stylish Rural Sanctuary + Heated Pool (Seasonal)!

A private Berkshires retreat with a tennis court!
Kid-friendly apartment rentals

Beautfiul, modern, GB apartment

Station House 1E Private Room & Bath

Walk Everywhere! | Relax in Easy Elegance!

Private Berkshire Barn Apartment

Bennett Abode

Modern Copake Falls Getaway - 8 Mins to Catamount

Enjoy every season the Berkshires have to offer.

Kitchenette|King Bed|Couch
Kid-friendly condo rentals

Jiminy's GEM: ski-in/ski-out 3br/3ba condo at base

Wyndham Bentley Brook - 2 BR Deluxe - Sleeps 8

Spacious 3 bedroom apt in Lenox historic downtown

Downtown Adams Vintage Getaway

Downtown Condo - walk to MoCA

Newly renovated 2BR on historic Eagle Street.

Wyndham Bentley Brook

Jiminy Peak Country Inn - ski in/out condo MT view
Destinations to explore
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- Six Flags New England
- John Boyd Thacher State Park
- Taconic State Park
- Bushnell Park
- Berkshire East Mountain Resort
- Zoom Flume
- Albany Center Gallery
- Jiminy Peak Mountain Resort
- Bash Bish Falls State Park
- Mount Greylock Ski Club
- Kent Falls State Park
- Norman Rockwell Museum
- Catamount Mountain Ski Resort
- Mount Snow Ski Resort
- Beartown State Forest
- Mohawk Mountain Ski Area
- Talcott Mountain State Park
- Wintonbury Hills Golf Course
- Hartford Golf Club
- Mount Sugarloaf State Reservation
- Bousquet Mountain Ski Area
- Bright Nights at Forest Park
- Hancock Shaker Village
- Opus 40