Pet Friendly Vacation Rentals in Annapolis, MD

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.

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.

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.

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.

Eastport Home

5.0 Annapolis, MD

Eastport Home Pet Policy

This 4-bedroom vacation rental in Annapolis allows 1 dog under 50 lbs for an additional fee of $5 per night. Sorry, no cats.

Cute House in DTA with Parking

4.9 Annapolis, MD

Cute House in DTA with Parking Pet Policy

This 3-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.

Downtown Annapolis Apartment

4.9 Annapolis, MD

Downtown Annapolis Apartment Pet Policy

This 2-bedroom vacation rental in Annapolis allows 1 dog under 50 lbs or 2 small dogs for an additional fee of $250 per stay. Pets must be approved in advance. Sorry, no cats.

Stunning Annapolis Waterviews

4.8 Annapolis, MD

Stunning Annapolis Waterviews Pet Policy

This 4-bedroom vacation rental in Annapolis allows 2 small dogs for an additional fee of $99 per pet, per stay. Sorry, no cats. All pets must be housebroken and are not permitted on the furniture or in the bedrooms. Please clean up after your pets and vacuum all pet hair before departure. Dogs are not allowed on the community beach, and must be leashed at all time when outside due to a county leash law. Waste stations can be found throughout the neighborhood. Nearby dog beaches can be found at Quiet Waters Park and Downs Park, and there are numerous dog parks near the property as well.

Eastport Haven

4.8 Annapolis, MD

Eastport Haven Pet Policy

This 4-bedroom vacation rental in Annapolis allows 1 dog of any size for an additional fee of $300 per stay. All pets must be 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.

The Bennett House

5.0 Annapolis, MD

The Bennett House Pet Policy

This 2-bedroom vacation rental in Annapolis allows 1 dog of any size for an additional fee of $50 per night. Sorry, no cats.

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Pet Friendly Vacation Rentals in Annapolis, MD

Beautiful Annapolis Sfh

The Annapolitan

Dog-Friendly Hideaway in Central Location

3-Story Home 1 Block from USNA

Jackson's Bunker in Eastport

Beachfront Home on the Chesapeake

Adorable Downtown Home

Perfect Annapolis Getaway

Gorgeous Carriage House

Adorable Home Steps from Navy Stadium

Madison Place Maison

Cheerful 3-Bedroom House in Downtown Annapolis

Historic District Gem

Eastport Home

Cute House in DTA with Parking

Downtown Annapolis Apartment

Stunning Annapolis Waterviews

Eastport Haven

Water Views - Close to Downtown Annapolis

The Bennett House

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