Pet Friendly Vacation Rentals in Pittsfield, MA

Pet policies are determined by the individual owner of each Vrbo property. For more information on the pet fee, weight limit and other restrictions at a dog-friendly Vrbo in Pittsfield, please contact the owner directly or read the 'House Rules' section of their listing. Also be sure to include your pet(s) in the 'Guest' field when making your reservation, so the pet fee can be included. If applicable, it will be usually be displayed in the 'On-site Fees' or 'Owner Fees' sections during checkout. Some owners will also wait until you arrive in Pittsfield to collect the pet fee.

This 1-bedroom house in Pittsfield is pet friendly! Dogs of any size are welcome for no additional fee. Cats may also be allowed by request. There is a fenced yard.

This 5-bedroom vacation rental in Pittsfield allows small dogs for an additional fee of $100 per pet, per stay. Only hypoallergenic dogs are accepted, and all dogs must be approved in advance.

This 3-bedroom vacation rental in Pittsfield allows dogs of any size for an additional fee of $30 per pet, per night. Cats may also be allowed by request.

This 3-bedroom vacation rental in Pittsfield allows 1 dog up to 50 lbs for an additional fee of $50 per stay. Cats are also welcome.

This 5-bedroom cottage in Pittsfield allows 2 pets of any size for an additional fee of $137 per stay. Both dogs and cats are welcome.

This 8-bedroom vacation rental in Pittsfield allows dogs of any size for an additional fee of $100 per pet, per stay. Cats may also be allowed by request, but all pets must be approved in advance.

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.

Small dogs are welcome in this 2-bedroom house in Williamstown for no additional fee. Cats may also be allowed by request.

This 2-bedroom vacation rental in Otis allows 2 dogs of any size for an additional fee of $106 per pet, per stay. Sorry, no cats.

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.

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.

This 2-bedroom vacation rental in Becket allows 1 dog of any size for an additional fee of $20 per stay. Sorry, no cats.

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

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

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

This 2-bedroom vacation rental in Stephentown allows 1 dog under 50 lbs for no additional fee. Pets must be approved in advance. Sorry, no cats.

This 3-bedroom house in Monterey allows 1 dog of any size for an additional fee of $100 per stay. Sorry, no cats.

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.