Pet Friendly Holiday Rentals in Georgetown, MD

Pet Friendly Downtown Annapolis Apartment

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.

Bayside Breeze

5.0 Rock Hall, MD

Bayside Breeze Pet Policy

This 2-bedroom vacation rental in Rock Hall allows 1 dog of any size for an additional fee of $100 per stay. Sorry, no cats.

Rock Hall Cottage

5.0 Rock Hall, MD

Rock Hall Cottage Pet Policy

This 2-bedroom vacation rental in Rock Hall allows 1 dog of any size for an additional fee of $90 per stay. 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.

This is Truly a Baydream

5.0 Rock Hall, MD

This is Truly a Baydream Pet Policy

This 2-bedroom vacation rental in Rock Hall allows 1 small dog for an additional fee of $80 per pet, per stay. Sorry, no cats.

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.

Beachfront Home on the Chesapeake

4.9 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.

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.

Elbourns by the Bay

5.0 Rock Hall, MD

Elbourns by the Bay Pet Policy

This 2-bedroom house in Rock Hall allows 2 dogs of any size for no additional fee. Sorry, no cats. Pets are not allowed on the furniture.

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.

Waterfront Annapolis Home Fire Pit & Fishing Pier

Arnold, MD

Waterfront Annapolis Home Fire Pit & Fishing Pier Pet Policy

This 3-bedroom cottage in Arnold allows pets of any size for an additional fee of $57 per stay. Both dogs and cats are welcome.

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.

Cottage with Harbor & Chesapeake Bay View

4.9 Rock Hall, MD

Cottage with Harbor & Chesapeake Bay View Pet Policy

This 2-bedroom house in Rock Hall allows 1 dog of any size for an additional fee of $150 per stay. There is also a refundable deposit of $250 per stay. Cats may also be allowed by request, but all pets must be approved in advance. Please share the breed and size of your pets.

Serene Waterfront Apartment on Kent Island

5.0 Stevensville, MD

Serene Waterfront Apartment on Kent Island Pet Policy

This 1-bedroom vacation rental in Stevensville allows 1 small dog for an additional fee of $20 per pet, per night. Cats may also be allowed by request, but all pets must be approved in advance.

Merrywell at Merryland Farm

4.9 Hydes, MD

Merrywell at Merryland Farm Pet Policy

This 3-bedroom vacation rental in Hydes allows dogs of any size for an additional fee of $25 per pet, per week. Pets must be current on all vaccinations and flea & tick medication. Pets must be crated if left unattended. Cats may also be allowed by request, but all pets must be approved in advance.

Serene Waterfront Cottage with Dock

4.8 Rock Hall, MD

Serene Waterfront Cottage with Dock Pet Policy

This 1-bedroom vacation rental in Rock Hall allows 2 dogs of any size for an additional fee of $85 per pet, per stay. Sorry, no cats.

Nautical Feel to This Beautiful Eastport Home

4.9 Annapolis, MD

Nautical Feel to This Beautiful Eastport Home Pet Policy

This 2-bedroom house in Annapolis allows 1 dog under 50 lbs for an additional fee of $175 per stay. Pets must be approved in advance. Sorry, no cats.

Cliff Point Retreat

5.0 Chestertown, MD

Cliff Point Retreat Pet Policy

This 3-bedroom vacation rental in Chestertown allows dogs of any size for an additional fee of $50 per pet, per stay. Cats may also be allowed by request, but all pets must be approved in advance.

Home on Chester River With Dock

Chestertown, MD

Home on Chester River With Dock Pet Policy

This cottage in Chestertown allows 3 pets of any size for an additional fee of $136 per stay. Both dogs and cats are welcome.

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