Best apartment offers in Chestertown, MD

This riverfront property is situated just three miles from the centre of Chestertown, a charming town with a rich history and a bustling waterfront, and is also within easy reach of other popular destinations such as Rock Hall, Annapolis and St. Michaels. The property has received excellent ratings for its location, cleanliness and overall experience.
The house has three bedrooms and can accommodate up to ten guests, making it ideal for families or groups of friends. Guests can enjoy a range of amenities including a fully equipped kitchen, a private dock and boat lift, a spacious terrace, a garden, a fitness centre and air conditioning.

This charming apartment is situated in the heart of historic Chestertown, just a short walk from the town's shops, restaurants and Washington College. It has received excellent ratings for its location, cleanliness and overall user experience.
The apartment has two bedrooms and two bathrooms, comfortably accommodating up to four guests. It is well-equipped with modern amenities, including a fully fitted kitchen, high-speed internet, air conditioning, a private garden and parking.

This waterfront house is located just 1 kilometre from the historic downtown area of Chestertown, offering easy access to shops, restaurants, and attractions. The property has consistently received excellent ratings for its location, cleanliness, and overall experience.
The spacious house has 3 bedrooms and 2 bathrooms, comfortably accommodating up to 6 guests. Enjoy a range of amenities including a fully equipped kitchen, a private garden, a fitness centre, and direct access to the river for kayaking, paddleboarding, and canoeing.

This five-bedroom apartment is situated in a secluded location, just a short drive from the heart of Kingstown, offering peace and quiet in a tranquil setting. It has consistently received excellent ratings for its cleanliness, location, and overall user experience.
The spacious property can accommodate up to 16 guests, providing ample room for families or large groups. Guests can enjoy a range of amenities, including a private saltwater pool, a hot tub, a fully equipped kitchen, and a garden with a fire pit and outdoor seating, perfect for relaxing and enjoying the beautiful surroundings.

This magnificent 6-bedroom manor house, situated on a 325-acre farm six miles (approximately 9.7km) outside Chestertown, Maryland, on Morgan Creek, offers a tranquil escape near Kingstown.
The 557-square-metre property boasts a private pool, spa, and extensive grounds including walking trails, a vineyard, and shoreline access, alongside concierge services such as a private chef and daily housekeeping.

This Chestertown property, a two-bedroom, two-bathroom flat, is located near historic streets and the Chester River, offering convenient access to downtown attractions, including art galleries, and Wilmer Park, all within 1 kilometre of the accommodation.
This pet-friendly apartment accommodates up to six guests and features a well-equipped kitchen with a Cuisinart dual coffee maker, air conditioning, a fireplace, a fenced garden with a furnished deck, and off-street parking.

This charming apartment is situated in the heart of Chestertown's historic district, just a short walk from the town's bustling restaurants, shops, and the picturesque Chester River waterfront. It has received excellent ratings for its location, cleanliness, and overall experience.
The apartment has three bedrooms and two bathrooms, comfortably accommodating up to five guests. It features a well-equipped kitchen with modern appliances, a spacious living area, and a private outdoor space with a covered porch and a pergola, perfect for relaxing and enjoying the beautiful surroundings.

This Chestertown townhouse, located on a quiet street in the historic downtown area, is steps from the farmers' market, Chester River, and numerous restaurants.
The two-bedroom, one-bathroom property sleeps four guests and features a fully equipped kitchen with dishwasher, a private patio for al fresco dining, and free on-site parking; enjoy easy access to local festivals and waterfront walks.

This waterfront property is situated just 14.5 kilometres from Washington College, River Arts Chestertown, and Rolphs Wharf Marina, offering easy access to local attractions and a peaceful setting. The home has received excellent ratings for cleanliness, location, and user experience, making it a popular choice for travellers.
The house spans 139 square metres and comfortably accommodates up to six guests. It offers a range of amenities, including a fully equipped kitchen, air conditioning, a terrace, a garden, a spa, a bar, parking, and free breakfast, ensuring a comfortable and enjoyable stay.

This three-bedroom, three-bathroom apartment in Butlertown offers a tranquil retreat near local restaurants and family attractions, its precise location within the town requiring further specification.
Sleeping up to seven guests, the property boasts a fully equipped kitchen (fridge, freezer, microwave, dishwasher), air conditioning, parking, and a large backyard, perfect for family relaxation.

This Chestertown residence is a 14-minute walk from the Kent County Historical Society and a 15-minute walk to Wilmer Park, offering convenient access to local attractions.
This 90 square metre holiday home accommodates up to six guests, featuring two bedrooms, two bathrooms, a private garden, a terrace, barbecue facilities, and on-site parking.

This apartment is located just a block from the waterfront in Kingstown, within walking distance of shops, galleries, and restaurants, offering a peaceful retreat in a quiet area of Chestertown. It has consistently received excellent ratings from previous guests for its cleanliness, location, and overall experience.
This home, a charmingly renovated "American Four Square" style house, can accommodate up to seven guests and offers full use of the first and second floors. The property features a fully equipped kitchen, comfortable bedrooms with high-quality mattresses, air conditioning, a garden, parking, and internet access.

This charming house is situated in the heart of Chestertown, just 0.4 kilometres from Washington College and 0.6 kilometres from the waterfront, offering easy access to the town's attractions. The property consistently receives excellent ratings for its location, cleanliness, and overall experience.
The house provides guests with access to the entire property, comfortably accommodating up to four guests. This spacious home features a fully equipped kitchen, a private garden, a fitness centre, and parking, ensuring a comfortable and enjoyable stay.

This property is located in Chestertown, within 500 meters of its dining, shopping, and waterfront attractions, and close to the Saturday Farmers Market.
This three-bedroom, one-bathroom flat accommodates up to six guests and features a well-equipped kitchen, air conditioning, a garden, and a screened-in porch.

This semi-detached house is situated in Chestertown, Maryland, less than 0.8 kilometres from Washington College and 2.4 kilometres from the town centre.
This modern three-bedroom property, suitable for up to six guests, features a fully equipped kitchen, a private garden with a covered patio, and a comfortable living area with a 50-inch television.

This Chestertown waterfront house, a 1.6km stroll from the Historic District, offers direct access to the Chester River with a private boat dock.
Sleeping up to 14 guests, the spacious property boasts four bedrooms, four bathrooms, a sunroom, a games room, kayaks, canoes, two grills, and a private seasonal outdoor pool (15 May – 15 September).