
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

Bull Hill Bungalow

Dancing Horse Lodge

Berkshire Mountain House

Modern and Stylish Country Lakeside Cottage

Fickle Fox Farm. Spring in the air, Summer is soon

Central Haus (Group getaway on a quiet street)

MacMountain House - Serenity awaits

Grey House
Pet-friendly home rentals with a pool

Exquisite family friendly home with heated pool!

*Majestic views*Poolside Paradise*Hottub*Sleeps 14

Modern Barn with Loft at House on Golden Hill

Berkshire Lake House, gunite pool, Chef's Kitchen

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

Berkshire County modern home + pool

Hollywood Bungalow in the Berkshires #C0191633410

Enjoy Winter in the Berkshires
Private, pet-friendly home rentals

Carriage house with Chef's Kitchen, close to town

Retro Chic 1815 Barn - 3min to Stockbridge

Beautiful Jiminy Peak Townhome Family Friendly

Pet friendly, cozy, modest cape, two bedrooms

Pet Friendly Farmhouse 1.5 miles from Jiminy Peak

Cabin Nestled in the Pines (New Arcade Machine!)

LUXURY BERKSHIRES RETREAT - Family Compound!

Cozy 2-Bedroom Vacation Apartment
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- Jiminy Peak Mountain Resort
- Catamount Mountain Ski Resort
- Berkshire East Mountain Resort
- Albany Center Gallery
- Six Flags New England
- Taconic State Park
- Bousquet Mountain Ski Area
- Mount Sugarloaf State Reservation
- Opus 40
- Mohawk Mountain Ski Area
- Beartown State Forest
- Mount Snow Ski Resort
- Kent Falls State Park
- Bull's Bridge Golf Club
- Bash Bish Falls State Park
- Mount Greylock Ski Club
- Butternut Ski Area and Tubing Center
- Otis Ridge
- Hancock Shaker Village
- Berkshire Botanical Garden
- Canterbury Farm
- Naumkeag
- Clarksburg State Park
- Huck Finn’s Playland, Albany
- Things to do Berkshire County
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