Pet Friendly Hotels in Chestertown, MD

Pet Friendly Bayside Cottage Steps from Rock Hall Harbor

This 3-bedroom house in Rock Hall allows 2 dogs of any size for an additional fee of $50 per pet, per stay. Sorry, no cats.

Love Point Waterfront

4.7 Stevensville, MD

Love Point Waterfront Pet Policy

This 4-bedroom house in Stevensville allows 2 dogs of any size for an additional fee of $30 per pet, per night. Cats may also be allowed by request, but all pets must be approved in advance.

TownePlace Suites by Marriott Edgewood Aberdeen

Aberdeen, MD

TownePlace Suites by Marriott Edgewood Aberdeen Pet Policy

TownePlace Suites by Marriott Edgewood Aberdeen allows pets of any size for an additional fee of $100 per stay, plus a refundable deposit of $100. Both dogs and cats are welcome, but exotic pets are not allowed.

Eastern Shore Beach House

4.7 Betterton, MD

Eastern Shore Beach House Pet Policy

This 6-bedroom vacation rental in Betterton allows dogs of any size for an additional fee of $50 per pet, per stay. Cats may also be allowed by request.

Waterfront Hideaway on Michener's Choptank River

5.0 Greensboro, MD

Waterfront Hideaway on Michener's Choptank River Pet Policy

This 2-bedroom vacation rental in Greensboro allows dogs of any size for an additional fee of $100 per pet, per stay. Cats may also be allowed by request.

Bayside Haven Cottage

5.0 Rock Hall, MD

Bayside Haven Cottage Pet Policy

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

Chesapeake Bay Home with Pool

5.0 Stevensville, MD

Chesapeake Bay Home with Pool Pet Policy

This 3-bedroom vacation rental in Stevensville allows 2 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.

Historic 12 Acre Waterfront Home with Private Inn

5.0 Centreville, MD

Historic 12 Acre Waterfront Home with Private Inn Pet Policy

This 6-bedroom villa in Centreville allows 3 dogs of any size for an additional fee of $50 per pet, per night. Cats may also be allowed by request.

Hilton Garden Inn Kent Island

Grasonville, MD

Hilton Garden Inn Kent Island Pet Policy

Hilton Garden Inn Kent Island welcomes two pets up to 50 lbs for an additional fee of $75 (for stays of 1 to 4 nights) and $125 (for longer stays). Both dogs and cats are allowed. There are grassy areas on the property for pet use.

Nauti or Knot

4.9 Rock Hall, MD

Nauti or Knot Pet Policy

This 3-bedroom vacation rental in Rock Hall allows 2 dogs of any size for an additional fee of $100 per pet, per stay. Sorry, no cats.

Gorgeous 3BR Cottage on Wye River

5.0 Queenstown, MD

Gorgeous 3BR Cottage on Wye River Pet Policy

Dogs of any size are allowed at this 3-bedroom house in Queenstown for an additional fee of $150 per pet, per stay. Sorry, no cats.

Creek Cottage

5.0 Centreville, MD

Creek Cottage Pet Policy

This 4-bedroom vacation rental in Centreville allows 2 dogs under 60 lbs for an additional fee of $150 per pet, per stay. Breed restrictions may apply. Sorry, no cats.

Bayshore Campground

Rock Hall, MD

Bayshore Campground Pet Policy

Dogs are allowed at Bayshore Campground, but they must be kept on a leash no longer than 6 feet when outside your vehicle. Other restrictions may apply. Please see website for more details.

Super 8 by Wyndham Aberdeen MD

Aberdeen, MD

Super 8 by Wyndham Aberdeen MD Pet Policy

Super 8 by Wyndham Aberdeen MD welcomes one dog of any size in designated rooms for an additional fee of $10 per night. Quiet, well-behaved pets may be left unattended in the rooms. There is a grassy area for pet relief on the property. Sorry, cats are not permitted.

Sailors Crossing

4.8 Rock Hall, MD

Sailors Crossing Pet Policy

This 5-bedroom vacation rental in Rock Hall allows 2 dogs under 50 lbs for an additional fee of $75 per pet, per stay. Sorry, no cats.

Buena Vista

4.7 Betterton, MD

Buena Vista Pet Policy

This 5-bedroom house in Betterton allows 1 dog of any size for an additional fee of $50 per stay. Sorry, no cats. All pets must be approved in advance. Additional pets may be allowed by request.

Homewood Suites by Hilton Bel Air

Bel Air, MD

Homewood Suites by Hilton Bel Air Pet Policy

Homewood Suites by Hilton Bel Air welcomes one pet up to 75 lbs for an additional fee of $75 per stay. Both dogs and cats are accepted, but pets are not allowed to be left alone in rooms. Pets may use the grassy space on the property.

Serene Waterfront Cottage with Dock

4.7 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.

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.

Cottage with Harbor & Chesapeake Bay View

4.8 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.

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