Pet Friendly Vacation Rentals in Chestertown, MD

There are 12 pet friendly vacation rentals in Chestertown. Need help to decide where to stay with your dog? You can browse the results below and filter by amenities to find the perfect spot. All pet policy information is guaranteed and there are no booking fees!

Pet Friendly Little Red Cottage
Little Red Cottage Pet Policy This 2-bedroom house in Chestertown is pet friendly! Dogs of any size are welcome for no additional fee. Cats may also be allowed by request. Visit Website
River Lodge Pet Policy This 4-room lodge in Chestertown is pet friendly! Dogs of any size are welcome for no additional fee. Cats may also be allowed by request. Visit Website
Chestertown Airbnb Rentals Pet Policy Pet policies are determined by the individual host of each Airbnb property. For more information on the pet fee, weight limit, and other restrictions at a particular property in Chestertown, please contact the host directly or read the House Rules section at the bottom of their listing. Visit Website
Mallard House Pet Policy This 2-bedroom vacation rental in Chestertown allows 2 dogs under 50 lbs for no additional fee. Cats and larger dogs may also be allowed by request, but all pets must be approved in advance. Pets are not allowed on the furniture. No wet dogs inside. Please bring your own dog towels. The property is not fenced and our dogs and the neighbors' dogs may come over. Visit Website
Country Estate in Historic District Pet Policy This 5-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. Visit Website
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. Visit Website
Historic Stepne Manor on the Eastern Shore Pet Policy This 5-bedroom house in Chestertown allows dogs of any size for an additional fee of $100 per pet, per stay. Cats may also be allowed by request, but all pets must be approved in advance. Visit Website
Eagle Point Farm Pet Policy This 4-bedroom vacation rental in Chestertown allows 2 dogs of any size for an additional fee of $150 per pet, per stay. Sorry, no cats. Visit Website
Private Waterfront Paradise With Pier Pet Policy This 3-bedroom vacation rental in Chestertown allows 2 dogs of any size for an additional fee of $50 per pet, per stay. Sorry, no cats. Dogs are not permitted on the beds or furniture. Visit Website
Thornton Estate Pet Policy This 6-bedroom house in Chestertown allows 2 dogs of any size for an additional fee of $100 per pet, per stay. Sorry, no cats. Pets must be approved in advance. Visit Website
Pier Pleasure Pet Policy Dogs of any size are allowed at this 5-bedroom house in Chestertown for an additional fee of $250 per pet, per stay. Sorry, no cats. Pets are not permitted on the furniture and must be cleaned up after. Visit Website
Home with Deck & Fireplace Near Wineries Pet Policy This 4-bedroom house in Chestertown allows 1 dog under 50 lbs for an additional fee of $75 per stay. Sorry, no cats. Pets are not allowed on the furniture. Visit Website
VRBO Chestertown Pet Policy Pet policies are determined by the individual owner of each Vrbo property. For more information on the pet fee, weight limit and other restrictions at a dog-friendly Vrbo in Chestertown, please contact the owner directly or read the 'House Rules' section of their listing. Also be sure to include your pet(s) in the 'Guest' field when making your reservation, so the pet fee can be included. If applicable, it will be usually be displayed in the 'On-site Fees' or 'Owner Fees' sections during checkout. Some owners will also wait until you arrive in Chestertown to collect the pet fee. Visit Website
Stevensville Airbnb Rentals Pet Policy Pet policies are determined by the individual host of each Airbnb property. For more information on the pet fee, weight limit, and other restrictions at a particular property in Stevensville, please contact the host directly or read the House Rules section at the bottom of their listing. Visit Website
Rock Hall Airbnb Rentals Pet Policy Pet policies are determined by the individual host of each Airbnb property. For more information on the pet fee, weight limit, and other restrictions at a particular property in Rock Hall, please contact the host directly or read the House Rules section at the bottom of their listing. Visit Website
Edgewood Airbnb Rentals Pet Policy Pet policies are determined by the individual host of each Airbnb property. For more information on the pet fee, weight limit, and other restrictions at a particular property in Edgewood, please contact the host directly or read the House Rules section at the bottom of their listing. Visit Website
Aberdeen Airbnb Rentals Pet Policy Pet policies are determined by the individual host of each Airbnb property. For more information on the pet fee, weight limit, and other restrictions at a particular property in Aberdeen, please contact the host directly or read the House Rules section at the bottom of their listing. Visit Website
Centreville Airbnb Rentals Pet Policy Pet policies are determined by the individual host of each Airbnb property. For more information on the pet fee, weight limit, and other restrictions at a particular property in Centreville, please contact the host directly or read the House Rules section at the bottom of their listing. Visit Website
Chester Airbnb Rentals Pet Policy Pet policies are determined by the individual host of each Airbnb property. For more information on the pet fee, weight limit, and other restrictions at a particular property in Chester, please contact the host directly or read the House Rules section at the bottom of their listing. Visit Website
Chestertown, MD, US