Pet Friendly Vacation Rentals in Pittsfield, MA

Pet Friendly Berkshire Lakefront Getaway

This 5-bedroom house in Monterey is pet friendly! Dogs of any size are allowed for no additional fee. Cats may also be allowed by request, but all pets must be approved in advance.

William Cook House

4.9 Middlefield, MA

William Cook House Pet Policy

This 4-bedroom house in Middlefield is pet friendly! Dogs of any size are welcome for no additional fee. Cats may also be allowed by request.

Restored 1881 Farm House

4.9 Lenox, MA

Restored 1881 Farm House Pet Policy

This 2-bedroom vacation rental in Lenox is pet friendly! Dogs of any size are welcome for no additional fee. Cats may also be allowed by request.

Country Comfort

4.8 Stephentown, NY

Country Comfort Pet Policy

This 4-bedroom house in Stephentown allows 3 dogs of any size for no additional fee. Please use sheets to cover the furniture. Cats may also be allowed by request, but only crated pets may be left unattended.

The Kemble

5.0 Lenox, MA

The Kemble Pet Policy

This 13-bedroom villa in Lenox is pet friendly! Dogs of any size are welcome for no additional fee. Cats may also be allowed by request.

Central Haus (Group Getaway on a Quiet Street)

4.8 North Adams, MA

Central Haus (Group Getaway on a Quiet Street) Pet Policy

This 3-bedroom house in North Adams allows 3 dogs of any size for no additional fee. Cats are also welcome.

Waterfront Summer Cottage

4.9 Otis, MA

Waterfront Summer Cottage Pet Policy

This 2-bedroom cottage in Otis allows dogs of any size for no additional fee. Cats may also be allowed by request, but all pets must be approved in advance.

Charming Cabin on Scenic Road

5.0 Great Barrington, MA

Charming Cabin on Scenic Road Pet Policy

This 1-bedroom cabin in Great Barrington is pet friendly! Dogs of any size are welcome for no additional fee. Cats may also be allowed by request.

Froggy Pond

4.9 Stephentown, NY

Froggy Pond Pet Policy

This 3-bedroom house in Stephentown allows 2 dogs of any size for no additional fee. Cats may also be allowed by request, but all pets must be approved in advance.

Waterfront Summer Cottage

4.9 Otis, MA

Waterfront Summer Cottage Pet Policy

This 2-bedroom cottage in Otis allows dogs of any size for no additional fee. Cats may also be allowed by request. Breed restrictions apply, and all pets must be approved in advance.

Warm Welcome Great Barrington & the Berkshires

5.0 Great Barrington, MA

Warm Welcome Great Barrington & the Berkshires Pet Policy

This 4-bedroom vacation rental in Great Barrington is pet friendly! Dogs of any size are welcome for no additional fee. Cats may also be allowed by request.

Great Barrington Getaway

4.7 Great Barrington, MA

Great Barrington Getaway Pet Policy

This 3-bedroom house in Great Barrington allows 3 dogs of any size for no additional fee. Cats are also welcome.

Warm Welcome Lenox

5.0 Lenox, MA

Warm Welcome Lenox Pet Policy

This 3-bedroom house in Lenox is pet friendly! Dogs of any size are welcome for no additional fee. Cats may also be allowed by request.

Sophisticated Lenox Retreat Minutes to Downtown

5.0 Lenox, MA

Sophisticated Lenox Retreat Minutes to Downtown Pet Policy

This 4-bedroom house in Lenox is pet friendly! Dogs of any size are welcome for no additional fee. Cats may also be allowed by request.

Charming Home on Lake Mahkeenac

4.8 West Stockbridge, MA

Charming Home on Lake Mahkeenac Pet Policy

This 3-bedroom house in West Stockbridge is pet friendly! Dogs of any size are welcome for no additional fee. Cats may also be allowed by request.

Florida Airbnb Rentals

Florida, MA

Florida Airbnb Rentals Pet Policy

Pet policies are determined by the individual host of each Airbnb property. For more information on the pet fee, weight limit, and other restrictions at a particular property in Florida, please contact the host directly or read the House Rules section at the bottom of their listing.

North Adams Airbnb Rentals

North Adams, MA

North Adams Airbnb Rentals Pet Policy

Pet policies are determined by the individual host of each Airbnb property. For more information on the pet fee, weight limit, and other restrictions at a particular property in North Adams, please contact the host directly or read the House Rules section at the bottom of their listing.

Cheshire Airbnb Rentals

Cheshire, MA

Cheshire Airbnb Rentals Pet Policy

Pet policies are determined by the individual host of each Airbnb property. For more information on the pet fee, weight limit, and other restrictions at a particular property in Cheshire, please contact the host directly or read the House Rules section at the bottom of their listing.

South Lee Airbnb Rentals

South Lee, MA

South Lee Airbnb Rentals Pet Policy

Pet policies are determined by the individual host of each Airbnb property. For more information on the pet fee, weight limit, and other restrictions at a particular property in South Lee, please contact the host directly or read the House Rules section at the bottom of their listing.

Petersburg Airbnb Rentals

Petersburgh, NY

Petersburg Airbnb Rentals Pet Policy

Pet policies are determined by the individual host of each Airbnb property. For more information on the pet fee, weight limit, and other restrictions at a particular property in Petersburg, please contact the host directly or read the House Rules section at the bottom of their listing.

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