Pet Friendly Vacation Rentals in Annapolis, MD

There are 30 pet friendly vacation rentals in Annapolis. Need help deciding where to stay with your dog? You can browse the results below and filter by amenities to find the the perfect spot. All pet policy information is guaranteed and there are no booking fees!

Pet Friendly 19 Pinkney Street
19 Pinkney Street Pet Policy This 2-bedroom townhouse in Annapolis is pet friendly! Dogs of any size are welcome for no additional fee. Cats may also be allowed by request. 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
Nautical Newport Pet Policy This 3-bedroom townhouse in Annapolis is pet friendly! Dogs of any size are allowed for no additional fee. Cats may also be allowed by request, but all pets must be approved in advance. Visit Website
Homewood Cape for Boat Show 19 Pet Policy This 3-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
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
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
Beautiful Annapolis Sfh Pet Policy This 3-bedroom house in Annapolis is dog friendly! Dogs of any size are allowed for no additional fee. Sorry, no cats. Visit Website
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 of their listing. Visit Website
3/2 Next to Stadium & Close to Downtown Pet Policy This 3-bedroom vacation rental in Annapolis allows dogs of any size for a fee of $25 per pet, per stay. Cats may also be allowed by request. Visit Website
Cute House in DTA with Parking Pet Policy This 3-bedroom vacation rental in Annapolis allows dogs of any size for a fee of $100 per pet, per stay. Cats may also be allowed by request, but all pets must be approved in advance. Visit Website
0034 Waterside with It All Pet Policy This 6-bedroom house in Annapolis allows dogs of any size for an additional fee. Cats are also welcome. 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
Downtown Annapolis Apartment Pet Policy This 2-bedroom vacation rental in Annapolis allows dogs of any size for a fee of $250 per pet, per stay. Cats may also be allowed by request. Visit Website
The Maryland Crab Pet Policy This 1-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. Visit Website
Less Than a Block from Main Street Pet Policy This 2-bedroom vacation rental in Annapolis allows dogs of any size for a fee of $100 per pet, per stay. Cats may also be allowed by request. Visit Website
Eastport Haven Pet Policy This 4-bedroom vacation rental in Annapolis allows dogs of any size for a fee of $300 per pet, per stay. Cats may also be allowed by request, but all pets must be approved in advance. Visit Website
0198 Days Landing Pet Policy This 5-bedroom house in Annapolis allows dogs of any size for an additional fee. Cats are also welcome. Visit Website
The Port Retreat in Eastport Pet Policy This 1-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. Visit Website
0118 Magical Memories Pet Policy This 5-bedroom house in Annapolis allows dogs of any size for an additional fee. Cats are also welcome. Visit Website
3/3 House with Fire Pit Pet Policy This 3-bedroom vacation rental in Annapolis allows dogs of any size for a fee of $50 per pet, per stay. Sorry, no cats. Visit Website
Lockley Residence Pet Policy This 4-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. Visit Website
Charles Street Pet Policy This 2-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. Visit Website
Volkoff Property 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
Eastport Home Pet Policy This 4-bedroom vacation rental in Annapolis allows dogs of any size for a fee of $50/stay, plus the standard cleaning fee of $150/stay. Sorry, no cats. Visit Website