Pet Friendly Hotels in Chester, MD

Pet Friendly Red Roof Inn & Suites Chestertown

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.

Inn on Main Annapolis

Annapolis, MD

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.

Pet-Friendly Airbnb Rentals

Quality Inn Easton

Easton, MD

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.

Red Roof Inn Annapolis

Annapolis, MD

Red Roof Inn Annapolis Pet Policy

Red Roof Inn Annapolis 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.

Comfort Inn & Suites Chestertown

Chestertown, MD

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.

The Wildset Hotel

St. Michaels, MD

The Wildset Hotel Pet Policy

The Wildset Hotel allows 2 dogs of any size in designated rooms for an additional fee of $75 per night. Treats, bowls, and toys are provided at check-in. Sorry, no cats.

Graduate by Hilton Annapolis

Annapolis, MD

Graduate by Hilton Annapolis Pet Policy

Graduate by Hilton Annapolis allows 2 pets up to 65 lbs for an additional fee of $75 per pet, per stay. Balcony Rooms are not pet friendly. Both dogs and cats are welcome. Treats are provided at check in. There is a dog park on the property.

Hampton Inn Easton

Easton, MD

Hampton Inn Easton Pet Policy

Hampton Inn Easton welcomes two pets up to 90 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.

Hyatt Place Kent Narrows & Marina

Grasonville, MD

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). Sorry, no cats.

Sonesta ES Suites Annapolis

Annapolis, MD

Sonesta ES Suites Annapolis Pet Policy

Sonesta ES Suites Annapolis allows 2 dogs of any size for an additional fee of $75 for stays of 1 to 7 nights, and $150 for longer stays. There is a pet relief area with waste stations on the property. Please note pets cannot be left unattended in rooms. Sorry, no cats.

The Westin Annapolis

Annapolis, MD

The Westin Annapolis Pet Policy

The Westin Annapolis allows 2 pets up to 50 lbs in designated rooms for an additional fee of $50 per night. Both dogs and cats are welcome.

Inn at Perry Cabin

St. Michaels, MD

Inn at Perry Cabin Pet Policy

Inn at Perry Cabin allows 1 dog up to 60 lbs in designated rooms for an additional fee of $200 per stay and an additional dog for $75 per stay. Superior Water View and Superior King rooms are not pet friendly. Quiet, well-behaved dogs may be left unattended if the front desk is notified. Dogs receive a bed, bowls, and a pet room service menu at check-in. There are grassy areas on the property for pet relief. Dogs must be at least one year old, and cats are not accepted.

Village Inn Annapolis MD

Annapolis, MD

Village Inn Annapolis MD Pet Policy

Village Inn Annapolis MD welcomes two dogs of any size for an additional fee of $25 per pet, per night. Dogs are only permitted in eight designated rooms, and may not be left in rooms unattended. There is a grassy area for pet relief on the property. Cats are not allowed.

Our Home on the Cove

4.9 Pasadena, MD

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.

Luxury Flat in Heart of St Michaels

5.0 St. Michaels, MD

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.

Rockhold Creek Cottage

4.9 Deale, MD

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.

Mill Point

4.8 Bozman, MD

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.

Candlewood Suites Annapolis by IHG

Annapolis, MD

Candlewood Suites Annapolis by IHG Pet Policy

Candlewood Suites Annapolis by IHG allows 2 pets of any size for an additional fee of $75 per stay. Both dogs and cats are welcome, but pets must be leashed in common areas. There are grassy areas on the property for pet use.

The Philip Clayton House

4.9 Annapolis, MD

The Philip Clayton House Pet Policy

This 4-bedroom vacation rental in Annapolis allows 2 dogs of any size for no additional fee. All pets must be housebroken and approved in advance. Sorry, no cats.

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