Pet Friendly Holiday Rentals in Deale Beach, MD

There are 192 pet friendly holiday rentals within 20 miles of Deale Beach, MD. Need help to decide where to stay with your dog? Browse the results below and filter by amenities to find the perfect spot. BringFido members never pay a booking fee, and their reservations are backed by our Pet Friendly Guarantee!

Pet Friendly 141 West
141 West Pet Policy
This 2-bedroom vacation rental in Annapolis allows 1 dog under 20 lbs for an additional fee of $50 per stay. Cats are also welcome.
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Pet Friendly River Cottage
River Cottage Pet Policy
This 1-bedroom cottage in Severna Park allows dogs of any size for an additional fee of $150 per pet, per stay. Sorry, no cats.
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Pet Friendly 265 Carriage House
265 Carriage House Pet Policy
This 1-bedroom vacation rental in West River allows 2 dogs of any size are welcome for no additional fee. Cats may also be allowed by request. There are 2 resident dogs on the property as well.
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Pet Friendly Downtown Annapolis Apartment
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.
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Pet Friendly Crab Cakes & Football
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.
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Pet Friendly Nautical Adventure Awaits in Annapolis Suites
Nautical Adventure Awaits in Annapolis Suites Pet Policy
This 1-bedroom hotel room in Annapolis allows dogs of any size for an additional fee of $75 per pet, per week. Cats may also be allowed by request.
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Pet Friendly The Lodge at Leadenham Cove
The Lodge at Leadenham Cove Pet Policy
This 1-bedroom cottage in Bozman allows dogs of any size with a $150 refundable deposit. Sorry, no cats.
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Pet Friendly 2BR Carriage House Near Annapolis
2BR Carriage House Near Annapolis Pet Policy
Dogs of any size are allowed at this 2-bedroom lodge in Edgewater for an additional fee of $50 per pet, per stay. Sorry, no cats.
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Pet Friendly Waterfront North Beach Home Near Beach
Waterfront North Beach Home Near Beach Pet Policy
Dogs of any size are allowed at this 2-bedroom house in North Beach for an additional fee of $79 per pet, per stay. Cats may also be allowed by request.
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Pet Friendly Bayfront Home with Hot Tub
Bayfront Home with Hot Tub Pet Policy
This 2-bedroom house in North Beach allows 2 dogs of any size for an additional fee of $50 per pet, per stay. Sorry, no cats.
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Pet Friendly Madison Place Maison
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.
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Pet Friendly Always Dreaming Cottage
Always Dreaming Cottage Pet Policy
This 2-bedroom vacation rental in Port Republic allows dogs of any size for an additional fee of $75 per pet, per stay. Cats may also be allowed by request, but all pets must be approved in advance. Please provide a description.
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Pet Friendly Shipwright Cottage
Shipwright Cottage Pet Policy
This 2-bedroom vacation rental in Wittman allows dogs of any size for an additional fee of $50 per pet, per stay. Cats may also be allowed by request.
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Pet Friendly Little Magothy Riverfront Home with Pool
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.
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Pet Friendly Stunning Views from Waterfront Log Cabin with Fireplace
Stunning Views from Waterfront Log Cabin with Fireplace Pet Policy
This 2-bedroom cabin in Port Republic allows 2 dogs up to 55 lbs for an additional fee of $175 per stay. Larger pets may be permitted by request, but all pets must be approved in advance, at least 2 years old, and spayed or neutered. Please include details about your dog's age, weight, and breed with your booking request. Pets should be crated if left unattended. No cats or excessive barking, please. This property features a beach and hiking trails for four-legged guests to enjoy.
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Pet Friendly Clearview
Clearview Pet Policy
This 3-bedroom house in Tilghman is pet friendly! Dogs of any size are welcome for no additional fee. Cats may also be allowed by request.
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Pet Friendly Beachfront Home on the Chesapeake
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.
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Pet Friendly Spa Loft Studio Apartment with Private Garage
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.
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