
Pet-friendly holiday rentals in Berkshire County
Find and book unique pet-friendly homes on Airbnb
Top-rated pet-friendly home rentals in Berkshire County
Guests agree: these pet-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 Berkshire County pet-friendly home rentals
Pet-friendly house rentals

Berkshires LUX by Lake –Walk to Town & Trails 7pp

Bull Hill Bungalow

Elmwood Farmhouse

Fenced yard, playroom & the Berkshires - $0 fees

Cabin With a Beautiful Lake View

Modern and Stylish Country Lakeside Cottage

Private Berkshires Estate w/ Tennis Court

Walt's Townhouse - Berkshire living at its best
Pet-friendly home rentals with a pool

Berkshire Mountain House

Hillsdale Escape | Pool, Hot Tub, Game Room

Sweet Dreams Retreat

10 Acre Country Estate with Pool, Hot Tub & Views!

Mountain Blossom Retreat by Evergreen Home

Berkshire County modern home + pool

Stylish Rural Sanctuary + Heated Pool (Seasonal)!

Hollywood Bungalow in the Berkshires #C0191633410
Private, pet-friendly home rentals

Berkshires Cabin with Stunning Views

River Cottage: Riverfront Home, Walkable Community

The Little House: A Cozy Cottage Guest House

Berkshires Retreat | Fenced Yard + Near Tanglewood

Little Longbow Lakefront Chalet

Fickle Fox Farm. Summer breezes are here!

Private Home in The Berkshires (New Hot Tub!)

Mount Greylock View Retreat,3 bedroom,2 1/2 bath.
Destinations to explore
- Rentals with pools Berkshire County
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- House rentals Berkshire County
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- Six Flags New England
- John Boyd Thacher State Park
- Taconic State Park
- Bushnell Park
- Berkshire East Mountain Resort
- Albany Center Gallery
- Jiminy Peak Mountain Resort
- Zoom Flume
- Bash Bish Falls State Park
- Kent Falls State Park
- Catamount Mountain Ski Resort
- Norman Rockwell Museum
- Mount Greylock Ski Club
- Mount Snow Ski Resort
- Beartown State Forest
- Hartford Golf Club
- Mohawk Mountain Ski Area
- Wintonbury Hills Golf Course
- Bright Nights at Forest Park
- Hancock Shaker Village
- Mount Sugarloaf State Reservation
- Opus 40
- Pineridge Cross Country Ski Area
- Naumkeag