Pet Friendly Vacation Rentals in Annapolis, MD

The Philip Clayton House

4.9 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.

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.

Bay Poolhouse

4.9 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.

Clean & Spacious Family House

4.8 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.

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.

Coastal Comfort

5.0 Annapolis, MD

Coastal Comfort Pet Policy

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

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.

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.

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.

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.

Firefly Cottage at Cape St Claire

5.0 Annapolis, MD

Firefly Cottage at Cape St Claire Pet Policy

This cottage in Annapolis allows 1 dog under 50 lbs for an additional fee of $25 per night. Sorry, no cats. Pets must be approved in advance and crated if left unattended.

Steps from Water with Parking & Private Backyard

5.0 Annapolis, MD

Steps from Water with Parking & Private Backyard Pet Policy

Dogs of any size are allowed at this 2-bedroom house in Annapolis for an additional fee of $250 per pet, per stay. Cats may also be allowed by request. The backyard is fenced with a deck and patio.

Sailor's Retreat Perfect Home for the Getaway Weekend Best Location

4.9 Annapolis, MD

Sailor's Retreat Perfect Home for the Getaway Weekend Best Location Pet Policy

This 3-bedroom house in Annapolis allows 2 pets for an additional fee of $100 per pet, per stay. Cats are also welcome. The yard is fenced.

Cheerful 3-Bedroom House in Downtown Annapolis

4.8 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.

Spa Loft Studio Apartment with Private Garage

4.7 Annapolis, MD

Spa Loft Studio Apartment with Private Garage Pet Policy

This 1-bedroom apartment in Annapolis allows 2 dogs under 50 lbs for an additional fee of $90 per pet, per stay. Cats are also welcome. Dogs are not allowed in the backyard.

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.

Dog-Friendly Riverfront Home with 2 Docks

4.7 Annapolis, MD

Dog-Friendly Riverfront Home with 2 Docks Pet Policy

This 4-bedroom house in Annapolis allows 2 dogs up to 20 lbs for an additional fee of $20 per pet, per night. Cats may also be allowed by request.

Lakefront Home with Private Dock & Hot Tub

5.0 Annapolis, MD

Lakefront Home with Private Dock & Hot Tub Pet Policy

This 6-bedroom house in Annapolis allows 1 dog of any size for an additional fee of $20 per night. Cats may also be allowed by request.

Admiral's Retreat

4.9 Annapolis, MD

Admiral's Retreat Pet Policy

Dogs of any size are allowed at this 4-bedroom house in Annapolis for an additional fee of $150 per pet, per stay. Cats may also be allowed by request. The backyard is fenced.

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