Pet Friendly Vacation Rentals

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Pet Friendly Vacation Rentals

Pet Friendly Vacation Rentals in Annapolis, MD

There are 63 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

Big Dogs Allowed

2+ Pets Allowed

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.

Big Dogs Allowed

2+ Pets Allowed

Beautiful Home Close to It All

5.0 Annapolis, MD

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.

Big Dogs Allowed

2+ Pets Allowed

Bay Poolhouse

4.8 Annapolis, MD

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.

Big Dogs Allowed

2+ Pets Allowed

Clean & Spacious Family House

4.7 Annapolis, MD

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.

Big Dogs Allowed

2+ Pets Allowed

The Beach House

5.0 Annapolis, MD

The Beach House Pet Policy

This 4-bedroom house in Annapolis allows 3 dogs of any size for no additional fee. Sorry, no cats.

Big Dogs Allowed

2+ Pets Allowed

Cozy Annapolis Cottage

5.0 Annapolis, MD

Cozy Annapolis Cottage Pet Policy

This 3-bedroom house in Annapolis allows 2 dogs of any size for no additional fee. Cats are also welcome.

Big Dogs Allowed

2+ Pets Allowed

The Philip Clayton House

5.0 Annapolis, MD

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.

Big Dogs Allowed

2+ Pets Allowed

Crab Cakes & Football

5.0 Annapolis, MD

Crab Cakes & Football Pet Policy

This 2-bedroom house in Annapolis allows dogs of any size for no additional fee. Pets must be housebroken and approved in advance. Sorry, no cats.

Big Dogs Allowed

2+ Pets Allowed

Little Magothy Riverfront Home with Pool

5.0 Annapolis, MD

Little Magothy Riverfront Home with Pool Pet Policy

This 3-bedroom house in Annapolis allows 2 dogs of any size for no additional fee. Sorry, no cats. All pets must be approved in advance. Please provide details about each four-legged guest with your booking inquiry.

Big Dogs Allowed

2+ Pets Allowed

Dog-Friendly Hideaway in Central Location

5.0 Annapolis, MD

Dog-Friendly Hideaway in Central Location Pet Policy

This 2-bedroom apartment in Annapolis allows dogs of any size for an additional fee of $10 per pet, per stay. Sorry, no cats.

Big Dogs Allowed

2+ Pets Allowed

The Morning Watch

5.0 Annapolis, MD

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.

Big Dogs Allowed

2+ Pets Allowed

VRBO Annapolis

VRBO Annapolis Pet Policy

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 Annapolis, 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 Annapolis to collect the pet fee.

Big Dogs Allowed

2+ Pets Allowed

Gorgeous Carriage House

5.0 Annapolis, MD

Gorgeous Carriage House Pet Policy

This 2-bedroom apartment in Annapolis allows 2 dogs of any size for an additional fee of $75 per pet, per stay. Cats may also be allowed by request, but pets are not permitted on the furniture, must be cleaned up after, and approved in advance.

Big Dogs Allowed

2+ Pets Allowed

Adorable Home Steps from Navy Stadium

4.7 Annapolis, MD

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.

Big Dogs Allowed

2+ Pets Allowed

Cheerful 3-Bedroom House in Downtown Annapolis

5.0 Annapolis, MD

Cheerful 3-Bedroom House in Downtown Annapolis Pet Policy

This 3-bedroom house in Annapolis allows 2 dogs of any size for an additional fee of $80 per pet, per stay. Cats may also be allowed by request.

Small Dogs Only

2+ Pets Allowed

Water Views - Close to Downtown Annapolis

5.0 Annapolis, MD

Water Views - Close to Downtown Annapolis Pet Policy

This 5-bedroom vacation rental in Annapolis allows 2 dogs under 50 lbs for an additional fee of $25 per pet, per stay. Sorry, no cats.

Big Dogs Allowed

2+ Pets Allowed

Adorable Downtown Home

5.0 Annapolis, MD

Adorable Downtown Home Pet Policy

This 3-bedroom vacation rental in Annapolis allows 2 dogs of any size for an additional fee of $100 per pet, per stay. Pets must be cleaned up after and approved in advance. Sorry, no cats.

Big Dogs Allowed

2+ Pets Allowed

The Annapolis Firehouse

5.0 Annapolis, MD

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.

Big Dogs Allowed

2+ Pets Allowed

Charles Street

4.9 Annapolis, MD

Charles Street Pet Policy

This 2-bedroom vacation rental in Annapolis allows dogs of any size for an additional fee of $175 per pet, per stay. Cats may also be allowed by request.

Big Dogs Allowed

2+ Pets Allowed

Usna-Themed Home Steps from Navy Stadium

5.0 Annapolis, MD

Usna-Themed Home Steps from Navy Stadium Pet Policy

This 3-bedroom house in Annapolis allows 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.

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Annapolis, MD, US