Pet Friendly Vacation Rentals in Windsor, 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 Windsor, 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 Windsor to collect the pet fee.

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 Windsor, please contact the host directly or read the House Rules section at the bottom of their listing.

This 4-bedroom house in North Adams 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.

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 8-bedroom farmhouse in Pownal is pet friendly! Dogs of any size are welcome for no additional fee. Cats may also be allowed by request.

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.

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.

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

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.

This 3-bedroom vacation rental in Lanesborough allows 2 dogs of any size for no additional fee. Pets are not allowed on the furniture. Cats may also be allowed by request.

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.

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 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.

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

This 1-bedroom barn in Williamstown allows 2 dogs of any size for no additional fee. Sorry, no cats.

This 3-bedroom barn in Cheshire allows 2 dogs of any size for no additional fee. Sorry, no cats.

This 5-bedroom house in Dalton allows 2 dogs of any size for no additional fee. Sorry, no cats.

This 2-bedroom farm in Williamstown allows 2 dogs of any size for no additional fee. Sorry, no cats.

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.