Pet Friendly Vacation Rentals in Woolford, MD

This 3-bedroom house in Woolford allows 2 dogs of any size for an additional fee of $40 per pet, per stay. Cats are also welcome.

This 7-bedroom house in Woolford allows 1 dog under 50 lbs for an additional fee of $150 per stay. Pets must be approved in advance and an additional damage deposit is required. Dogs are not permitted on the furniture and must be leashed on the property. Please clean up after your pets to avoid an additional fee. Sorry, no cats.

This 2-bedroom cottage in St. Michaels allows small dogs for an additional fee of $150 per pet, per stay. Pets must be approved in advance. Sorry, no cats.

This 1-bedroom cottage in Bozman allows dogs of any size with a $150 refundable deposit. Sorry, no cats.

This 1-bedroom vacation rental in Cambridge allows dogs of any size for an additional fee of $300 per pet, per stay. Cats may also be allowed by request, but all pets must be approved in advance.

This 2-bedroom vacation rental in Calvert Beach-Long Beach allows dogs of any size for an additional fee of $40 per pet, per stay. Please clean up after your pet on the beach and place a pad under the crate to protect the hardwood floor. Dogs must be approved in advance. Sorry, no cats.

This 2-bedroom vacation rental in St. Michaels allows 2 dogs of any size for an additional fee of $60 per pet, per stay. Pets must be current on all vaccinations and flea & tick medication. Sorry, no cats.

This 2-bedroom vacation rental in St. Michaels allows dogs of any size for an additional fee of $60 per pet, per stay. Cats may also be allowed by request. Pets must be current on all vaccinations. Guests are responsible for any damage caused by their pets.

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

This 4-bedroom vacation rental in Cambridge allows dogs of any size for an additional fee of $300 per pet, per stay. Cats may also be allowed by request, but all pets must be approved in advance.

This 6-bedroom house in Easton 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 St. Michaels allows dogs of any size for an additional fee of $60 per pet, per stay. Cats may also be allowed by request.

This 3-bedroom vacation rental in Lusby allows 1 dog under 50 lbs for an additional fee of $25 per night. Cats are also welcome, but pets must be approved in advance. The yard is fenced.

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

This 1-bedroom cottage in Cambridge allows 2 dogs of any size for no additional fee. Cats may also be allowed by request.

This 2-bedroom vacation rental in Neavitt allows 2 dogs under 50 lbs for an additional fee of $100 per pet, per stay. Sorry, no cats.

This 3-bedroom vacation rental in Oxford allows 2 dogs of any size for an additional fee of $150 per pet, per stay. Cats may also be allowed by request, but all pets must be approved in advance. Breed restrictions may apply.

This 5-bedroom vacation rental in Cambridge allows 2 dogs of any size for an additional fee of $300 per pet, per stay. Sorry, no cats.

This 3-bedroom vacation rental in St. Michaels allows 2 dogs of any size for an additional fee of $150 per pet, per stay. Cats may also be allowed by request, but all pets must be approved in advance. Breed restrictions may apply.