Pet Friendly Vacation Rentals in Annapolis, MD

There are 58 pet friendly vacation rentals in Annapolis. Need help to decide where to stay with your dog? You can browse the results below and filter by amenities to find the perfect spot. All pet policy information is guaranteed and there are no booking fees!

Pet Friendly Annapolis Airbnb Rentals
Annapolis 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 Annapolis, please contact the host directly or read the House Rules section at the bottom of their listing. Visit Website
Charming Historic Home Steps from Main Street Pet Policy This 3-bedroom vacation rental in Annapolis allows 2 dogs of any size for no additional fee. Pets must be housebroken. Dog beds and food & water bowls are provided. Sorry, no cats. Visit Website
Usna Familyfriendly Staycation Pet Policy This 5-bedroom house in Annapolis is pet friendly! Dogs of any size are welcome for no additional fee. Cats may also be allowed by request. Visit Website
Bay Poolhouse Pet Policy This 4-bedroom house in Annapolis allows 4 dogs of any size for no additional fee. Cats may also be allowed by request. Visit Website
Beautiful Home Close to It All Pet Policy This 4-bedroom house in Annapolis allows 2 dogs of any size for no additional fee. Cats are also welcome. Visit Website
The Philip Clayton House Pet Policy This 4-bedroom vacation rental in Annapolis allows 2 dogs of any size for no additional fee. All pets must be housebroken and approved in advance. Sorry, no cats. Visit Website
Crab Cakes & Football Pet Policy This 2-bedroom house in Annapolis is dog friendly! Dogs of any size are allowed for no additional fee. Pets must be fully housebroken and approved in advance. Sorry, no cats. Visit Website
Clean & Spacious Family House Pet Policy This 5-bedroom vacation rental in Annapolis allows 2 dogs of any size for no additional fee. Sorry, no cats. Visit Website
The Beach House Pet Policy This 4-bedroom house in Annapolis allows 3 dogs of any size for no additional fee. Sorry, no cats. Visit Website
Relaxing Bay Ridge Lagoon Pet Policy This 4-bedroom house in Annapolis allows dogs of any size for an additional fee of $25 per pet, per stay. Cats may also be allowed by request. Visit Website
The Morning Watch Pet Policy This 5-bedroom house in Annapolis allows 2 dogs of any size for an additional fee of $20 per pet, per night. All pets must be approved in advance. Sorry, no cats. Visit Website
Less Than a Block from Main Street Pet Policy This 2-bedroom vacation rental in Annapolis allows dogs of any size for an additional fee of $100 per pet, per stay. Cats may also be allowed by request. Visit Website
Get Away on the Bay Pet Policy This 3-bedroom vacation rental in Annapolis allows dogs of any size for a fee of $50 per pet, per stay. Cats may also be allowed by request, but all pets must be approved in advance. Visit Website
The Annapolis Firehouse Pet Policy Dogs of any size are allowed at this 3-bedroom vacation rental in Annapolis for an additional fee of $250 per pet, per stay. Cats may also be allowed by request, but all pets must be approved in advance. Visit Website
Charles Street Pet Policy This 2-bedroom vacation rental in Annapolis allows dogs of any size for an additional fee of $150 per pet, per stay. Cats may also be allowed by request. Visit Website
Waterfront Cottage in Oyster Bay Pet Policy This 3-bedroom vacation rental in Annapolis allows dogs of any size for an additional fee of $79 per pet, per stay. Cats may also be allowed by request. Pets must be leashed on the property. Visit Website
Volkoff Property Pet Policy This 3-bedroom vacation rental in Annapolis allows dogs of any size for an additional fee of $50 per pet, per stay. Cats may also be allowed by request, but all pets must be approved in advance. Visit Website
Historic District Gem Pet Policy This 5-bedroom vacation rental in Annapolis allows 2 dogs of any size for an additional fee of $500 per pet, per stay. Cats are also welcome. Larger dogs may be allowed by request, but all pets must be approved in advance. Visit Website
Adorable Home Steps from Navy Stadium Pet Policy This 4-bedroom townhouse in Annapolis allows 2 dogs of any size for an additional fee of $100 per pet, per stay. Cats may also be allowed by request. Visit Website
The Edison Pet Policy Dogs of any size are allowed at this 4-bedroom vacation rental in Annapolis for an additional fee of $250 per pet, per stay. Cats may also be allowed by request. Visit Website
Nautical Feel to This Beautiful Eastport Home Pet Policy Dogs of any size are allowed at this 2-bedroom house in Annapolis 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. Visit Website
Lovely Waterfront Retreat in Eastport Pet Policy This 1-bedroom apartment in Annapolis allows dogs of any size for an additional fee of $50 per pet, per stay. Cats may also be allowed by request, but all pets must be approved in advance. Visit Website
Waterfront Cottage on Severn Pet Policy This 4-bedroom cottage in Annapolis allows dogs of any size for an additional fee of $200 per pet, per stay. Sorry, no cats. Pets must be approved in advance. Visit Website