Bed and Breakfast in Chestertown, MD

This Chestertown cottage, located 2.4 kilometres from Washington College and 6.8 kilometres from Rolphs Wharf Marina, offers easy access to Betterton Beach and Rock Hall Harbour within a 26-kilometre radius.
This pet-friendly holiday home boasts 4.5 bathrooms, a fully equipped kitchen, air conditioning, a swimming pool, a garden, free parking, and free Wi-Fi, perfect for a relaxing getaway.

This three-bedroom apartment is located on the third floor of Portside Manor, offering a peaceful retreat within easy walking distance of Chestertown's bustling waterfront. The apartment has received excellent ratings for cleanliness, location, and overall experience, making it a great choice for travellers looking for a comfortable and convenient stay.
The apartment is spacious and comfortably accommodates up to eight guests, with three bedrooms and three bathrooms. Guests can enjoy a well-equipped kitchen, designated lounge areas with streaming TV, and a cosy gas fireplace for chilly evenings.

This Chestertown apartment is located on the second floor of a historic building on the main street, just a short walk from shops, restaurants, and the waterfront. It has received excellent ratings for location, cleanliness, and overall experience.
The apartment is spacious and can accommodate up to four guests. It is equipped with a fully fitted kitchen, a washing machine and dryer, and a Smart TV, as well as high-speed Wi-Fi and off-street parking for one car.

This charming apartment is situated in the heart of Chestertown, directly across the street from Evergrain Bakery and within easy walking distance of the town's attractions. It has received excellent reviews from previous guests.
The apartment is spacious and comfortable, with enough room for up to four guests. It is fully equipped with modern amenities, including a dishwasher, washer/dryer, TV with AppleTV, and high-speed Wi-Fi, and offers off-street parking for one car.