Pet Friendly Hotels in Chester, MD

There are 2 pet friendly hotels in Chester, and 319 more nearby. 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 VRBO Chester
VRBO Chester 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 Chester, 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 Chester to collect the pet fee. Visit Website
Red Roof Inn & Suites Chestertown Pet Policy Red Roof Inn & Suites Chestertown allows 1 pet up to 80 lbs for no additional fee, and 2 pets up to 80 lbs for $15 per night (not to exceed $105 per stay). Both dogs and cats are welcome, but pets may not be left in the room unattended. There is a pet relief area on the property. See Details
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
Inn on Main Annapolis Pet Policy Inn on Main Annapolis is pet friendly! One pet of any size is welcome for no additional fee. Both dogs and cats are accepted. Quiet, crated pets may be left unattended in the room. Guests are responsible for any damage or cleaning costs. There is no pet relief area on the property, but there is a park around half a mile away. See Details
Quality Inn Easton Pet Policy Quality Inn Easton welcomes two dogs of any size for no additional fee. Cats are not accepted, and breed restrictions apply. See Details
Graduate Annapolis Pet Policy Graduate Annapolis welcomes two pets up to 65 lbs for an additional fee of $75 per pet, per stay. Balcony Rooms are not pet friendly. Treats are provided at check in. There is a dog park on the property. See Details
Comfort Inn & Suites Chestertown Pet Policy Comfort Inn & Suites Chestertown welcomes two pets up to 40 lbs for an additional fee of $25 per pet, per night. Both dogs and cats are accepted, but four-legged guests must be crated when left in rooms unattended. Pet bowls are available upon request. Grassy pet relief areas with waste stations can be found in front of and behind the hotel. See Details
The Wildset Hotel Pet Policy The Wildset Hotel allows 2 dogs of any size in designated rooms for an additional fee of $75 per stay. Treats, bowls, and toys are provided at check-in. Cats are not allowed, but a third dog may be accepted with prior request. See Details
Hyatt Place Kent Narrows & Marina Pet Policy Hyatt Place Kent Narrows & Marina welcomes one dog up to 50 lbs or two dogs with a combined weight up to 75 lbs for an additional fee of $100 (for stays of 1 to 6 nights) and $200 (for longer stays). See Details
The Tidewater Inn Pet Policy The Tidewater Inn allows 2 dogs up to 75 lbs in designated rooms for an additional fee of $50 per pet, per stay. Crated dogs may be left in the room unattended. Dogs receive homemade treats and bowls upon arrival, and there is a grassy area within walking distance from the hotel. Sorry, no cats. However, pet-friendly rooms are extremely limited. Guests with dogs must call (877) 411-3436 prior to booking to verify the availability of a pet-friendly room or risk not being able to check in with a pet and/or incurring any associated cancellation penalties. See Details
Red Roof Inn Annapolis Pet Policy Red Roof Inn Annapolis allows one pet up to 80 lbs for no additional fee. Both dogs and cats are allowed. See Details
Our Home on the Cove Pet Policy This 5-bedroom house in Pasadena is pet friendly! Dogs of any size are welcome for no additional fee. Cats may also be allowed by request. Visit Website
Mill Point Pet Policy This 5-bedroom house in Bozman is pet friendly! Dogs of any size are welcome for no additional fee. Cats may also be allowed by request. Visit Website
Chesapeake Cottages - 2 Quaint Waterfront Retreats Pet Policy This 3-bedroom vacation rental in Pasadena is pet friendly! Dogs of any size are welcome for no additional fee. Cats may also be allowed by request. Visit Website
Waterfront Oyster Farm House Pet Policy This 4-bedroom house in Wittman is pet friendly! Dogs of any size are welcome for no additional fee. Cats may also be allowed by request. Visit Website
Luxury Flat in Heart of St Michaels Pet Policy This 1-bedroom apartment in St. Michaels is pet friendly! Dogs of any size are welcome for no additional fee. Cats may also be allowed by request. Visit Website
Rockhold Creek Cottage Pet Policy This 3-bedroom house in Deale is pet friendly! Dogs of any size are welcome for no additional fee. Cats may also be allowed by request. Visit Website
Cozy Annapolis Cottage Pet Policy This 3-bedroom house in Annapolis allows 2 dogs of any size for no additional fee. Cats are also welcome. Visit Website
Neavitt Cottage Pet Policy This 4-bedroom house in Neavitt is pet friendly! Dogs of any size are welcome for no additional fee. Cats may also be allowed by request. Visit Website
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. Visit Website
Chester, MD, US