Pet Friendly Holiday Rentals in Middletown, NY

This 5-bedroom estate in Middletown allows 2 dogs under 50 lbs for an additional fee of $25 per pet, per night. Sorry, no cats.

This 3-bedroom cabin in Middletown allows 2 dogs of any size for an additional fee of $75 per pet, per stay. Cats may also be allowed by request.

This 1-bedroom campsite in Middletown allows 2 dogs under 50 lbs for an additional fee of $75 per pet, per stay. Pets cannot be left unattended. Sorry, no cats.

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

This 2-bedroom condo in Vernon allows 2 dogs of any size for no additional fee. Cats may also be allowed by request.

This 1-bedroom barn in Gardiner allows 2 dogs of any size for no additional fee. Cats are also welcome.

This 1-bedroom vacation rental in Pine Bush allows 4 dogs of any size for no additional fee. Cats are also welcome, but all pets must be approved in advance.

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

This 4-bedroom lodge in Monroe allows 2 dogs under 50 lbs for no additional fee. Cats may also be allowed by request.

This 2-bedroom vacation rental in Cragsmoor allows 2 dogs of any size for no additional fee. Cats are also welcome.

This 1-bedroom house in Pine Bush allows 4 dogs of any size for no additional fee. Cats are also welcome. There are resident Border Collies on the property as well.

This 3-bedroom house in Monroe allows 1 dog under 50 lbs for no additional fee. Cats are also welcome.

This 3-bedroom house in Rock Hill allows 3 dogs of any size for no additional fee. Cats may also be allowed by request.

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

This 6-bedroom house in Pine Bush is dog friendly! Dogs of any size are allowed for no additional fee. Sorry, no cats.

This 4-bedroom vacation rental in Warwick allows 2 dogs of any size for no additional fee. Sorry, no cats.

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

This 2-bedroom cabin in Montague allows 2 dogs of any size for no additional fee. Cats may also be allowed by request.