Pet Friendly Vacation Rentals in Annapolis, MD

Pet Friendly Steps from Water with Parking & Private Backyard

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.

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.

Dog-Friendly Riverfront Home with 2 Docks

5.0 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.

3-Story Home Near Beaches with Home Theatre

5.0 Annapolis, MD

3-Story Home Near Beaches with Home Theatre 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.

Beautiful Annapolis Sfh

5.0 Annapolis, MD

Beautiful Annapolis Sfh Pet Policy

This 3-bedroom house in Annapolis allows dogs of any size for an additional fee of $150 per pet, per stay. All pets must be approved in advance. Housebroken pets only. Breed restrictions may apply. Sorry, no cats or puppies.

The Annapolitan

4.9 Annapolis, MD

The Annapolitan Pet Policy

This 3-bedroom vacation rental in Annapolis allows dogs of any size for an additional fee of $250 per pet, per stay. Cats are not allowed, and all dogs must be approved in advance.

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.

3-Story Home 1 Block from USNA

5.0 Annapolis, MD

3-Story Home 1 Block from USNA Pet Policy

This 3-bedroom house in Annapolis allows dogs of any size for an additional fee of $50 per pet, per night, $250 per pet, per week, or $500 per pet, per month. Pets must be approved in advance. Sorry, no cats.

Eastport Bungalow

5.0 Annapolis, MD

Eastport Bungalow Pet Policy

This 3-bedroom house in Annapolis allows dogs of any size for an additional fee of $150 per pet, per stay. Sorry, no cats.

Eastport Retreat

5.0 Annapolis, MD

Eastport Retreat Pet Policy

This 6-bedroom house in Annapolis allows dogs of any size for an additional fee of $150 per pet, per stay. Sorry, no cats.

Eastport Gem

4.9 Annapolis, MD

Eastport Gem Pet Policy

Dogs of any size are allowed at this 3-bedroom townhouse in Annapolis for an additional fee of $150 per pet, per stay. Pets must be approved in advance. Sorry, no cats.

Jackson's Bunker in Eastport

5.0 Annapolis, MD

Jackson's Bunker in Eastport Pet Policy

This 3-bedroom house in Annapolis allows dogs of any size for an additional fee of $150 per pet, per stay. Sorry, no cats. The yard is fenced.

Beachfront Home on the Chesapeake

5.0 Annapolis, MD

Beachfront Home on the Chesapeake Pet Policy

This 3-bedroom cottage in Annapolis allows dogs of any size for an additional fee of $150 per pet, per stay. Sorry, no cats.

Perfect Annapolis Getaway

5.0 Annapolis, MD

Perfect Annapolis Getaway Pet Policy

This 4-bedroom vacation rental in Annapolis allows 1 dog of any size for an additional fee of $50 per stay. Cats may also be allowed by request, but all pets must be approved in advance. Dogs are not permitted on the beds or furniture. Please note that dogs must be taken out of the yard for pet relief.

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.

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.

Madison Place Maison

5.0 Annapolis, MD

Madison Place Maison Pet Policy

This 2-bedroom vacation rental in Annapolis allows 1 dog of any size for an additional fee of $100 per stay. All pets must be approved in advance. Sorry, no cats or excessive barking.

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.

Historic District Gem

4.9 Annapolis, MD

Historic District Gem Pet Policy

This 5-bedroom vacation rental in Annapolis allows 1 dog of any size for an additional fee of $500 per stay. Cats are also welcome, but pets must be approved in advance.

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