Book pet friendly vacation rentals in Great Barrington

Discover the joy of pet-friendly vacation homes in Great Barrington

Pet-friendly vacation homes in Great Barrington offer the perfect solution for travelers looking to enjoy the beautiful outdoors alongside their furry companions. Nestled in the scenic Berkshires, these rentals provide a unique blend of adventure, relaxation, and comfort. Whether you're hitting the slopes or exploring the picturesque hiking trails, you can create unforgettable memories with your pet by your side. With ample space and a welcoming atmosphere, these homes ensure that both you and your four-legged friends feel right at home during your stay.

Our top choices for a great stay

Lakefront Berkshires Retreat w/ Deck, Dock & Boat!

Lakefront Berkshires Retreat w/ Deck, Dock & Boat!

Stay at this vacation home in Great Barrington. Enjoy laundry facilities, patios, and cable/satellite TV service. Popular attractions Art et Industrie and Monument Mountain are located nearby.
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Lakefront Berkshires Retreat w/ Deck, Dock & Boat!
Premiere Berkshire Country Estate w/ Private Pool & Tennis Court - 5 mins to GB!

Premiere Berkshire Country Estate w/ Private Pool & Tennis Court - 5 mins to GB!

Stay at this vacation home in Great Barrington. Enjoy private pools, a water park, and a garden. Popular attractions W.E.B. Du Bois Boyhood Homesite and Mahaiwe Performing Arts Center are located nearby.
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Premiere Berkshire Country Estate w/ Private Pool & Tennis Court - 5 mins to GB!
Lake Buel Waterfront - 4 Bedrooms with private dock

Lake Buel Waterfront - 4 Bedrooms with private dock

Stay at this vacation home in Great Barrington. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Lake Buel and Les Trois Emme Winery are located nearby.
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Lake Buel Waterfront - 4 Bedrooms with private dock
Idyllic Retreat; Hot Tub/Sauna by Evergreen Home

Idyllic Retreat; Hot Tub/Sauna by Evergreen Home

Book a stay at this family-friendly vacation home in Great Barrington. Enjoy free WiFi, a fitness center, and laundry facilities. Popular attractions Art et Industrie and Lake Mansfield Park are located nearby.
10/10 Exceptional! (4 reviews)
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Idyllic Retreat; Hot Tub/Sauna by Evergreen Home
Berkshires Family Inn – For Getaways & Big Groups! Walkable to Butternut!

Berkshires Family Inn – For Getaways & Big Groups! Walkable to Butternut!

Stay at this vacation home in Great Barrington. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Ski Butternut and Lake Buel are located nearby.
10/10 Exceptional! (26 reviews)
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Berkshires Family Inn – For Getaways & Big Groups! Walkable to Butternut!
Spectacular views and close to Great Barrington.

Spectacular views and close to Great Barrington.

Stay at this vacation home in Great Barrington. Enjoy laundry facilities, in-room jetted tubs, and an in-room coffeemaker. Popular attractions Lake Mansfield Park and Housatonic River are located nearby.
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Spectacular views and close to Great Barrington.
Peaceful Retreat Compound 10 Minutes to Great Barrington!

Peaceful Retreat Compound 10 Minutes to Great Barrington!

Book a stay at this family-friendly vacation home in Great Barrington. Enjoy free WiFi, private pools, and a sauna. Popular attractions Catamount Aerial Adventure Park and Catamount Ski Area are located nearby.
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Peaceful Retreat Compound 10 Minutes to Great Barrington!
5 Minutes from Catamount Ski Area

5 Minutes from Catamount Ski Area

Stay at this vacation home in Great Barrington. Enjoy a garden, patios, and in-room jetted tubs. Popular attractions Jug End State Reservatio and Catamount Ski Area are located nearby.
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5 Minutes from Catamount Ski Area
Beautiful Berkshire Farm House on 160+ Acres

Beautiful Berkshire Farm House on 160+ Acres

Stay at this vacation home in Great Barrington. Enjoy a garden, laundry facilities, and patios. Popular attractions Catamount Aerial Adventure Park and Art et Industrie are located nearby.
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Beautiful Berkshire Farm House on 160+ Acres
LAKE FRONT LAKE BUEL Monterey New Marlborough 10 M GREAT BARRINGTON PRIVATE DOCK

LAKE FRONT LAKE BUEL Monterey New Marlborough 10 M GREAT BARRINGTON PRIVATE DOCK

Book a stay at this beach vacation home in Great Barrington. Enjoy free WiFi, a beach locale, and a garden. Popular attractions Lake Buel and Les Trois Emme Winery are located nearby.
9.8/10 Exceptional! (29 reviews)
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LAKE FRONT LAKE BUEL Monterey New Marlborough 10 M GREAT BARRINGTON PRIVATE DOCK
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Why choose a Pet-Friendly Vacation Home in Great Barrington?

For travelers seeking a cozy retreat or quality family time, vacation homes that allow pets provide distinct advantages over traditional hotels. With private rentals for pet owners, you’ll enjoy the comforts of home, including spacious living areas and fully equipped kitchens, which can enhance your family's experience and create a more relaxed atmosphere. Unlike hotels, where pets may be restricted to specific areas, these vacation homes offer the freedom to roam and play, ensuring your furry friends feel just as included in your adventure. Additionally, many of these properties are located near outdoor activities perfect for skiing, hiking, or simply enjoying nature, making them ideal for families looking to bond with their pets while exploring the beautiful surroundings of Great Barrington. Embracing a pet-friendly rental means more comfort, more connection, and a truly memorable vacation for everyone, including your four-legged family members.