Find short term rentals in Annapolis, MD at the best prices

This Murray Hill self-catering apartment is located 1.6km from the US Naval Academy and Annapolis's historic city centre, offering easy walking access to restaurants and the waterfront.
The recently renovated two-bedroom suite sleeps four, features a comfortable common room, outdoor patio, fire pit, complimentary snacks, free off-street parking, and is within walking distance of local restaurants and in-town events.

This six-bedroom house is located in a peaceful neighbourhood, just a short walk from downtown Annapolis, the US Naval Academy, and the USNA Stadium. It has received excellent ratings for location, cleanliness, and overall experience.
The house offers three floors of living space, comfortably accommodating up to 12 guests. It features a fully equipped kitchen, a jacuzzi, a terrace, a garden, and ample parking, making it ideal for families or groups seeking a comfortable and convenient stay.

This Annapolis apartment rental is situated in the Main Street district, a 1.6km walk from the United States Naval Academy and a 0.5km walk from the Hillman parking garage, offering views of the Maryland State House.
The two-bedroom, one-bathroom flat sleeps four, features keyless entry, complimentary coffee and snacks, and a dishwasher; a connecting apartment is available for larger groups.

This stylish two-bedroom house is located in Annapolis' Germantown neighbourhood, just 2.4 kilometres from the Navy-Marine Corps Memorial Stadium and an 8-minute drive from the USNA and downtown Annapolis. This property enjoys excellent ratings for location, cleanliness, and user experience.
The house has two bedrooms and one bathroom, accommodating up to six guests. It offers a fully equipped kitchen, a private garden, and a covered outdoor eating area, perfect for enjoying meals al fresco.

This seven-bedroom Annapolis property, situated in the Murray Hill district, is less than 1.6km from the US Naval Academy and the Annapolis Civil Rights Plaque.
This smoke-free holiday home boasts 307 square metres of floor space, offering four bathrooms, a fully equipped kitchen, garden, parking and sleeps up to fourteen guests.

This spacious six-bedroom house is located in Annapolis's Admiral Heights district, offering convenient access to Navy-Marine Corps Memorial Stadium (800 metres) and the U.S. Naval Academy and Historic Downtown Annapolis (both 3.2 kilometres) making it ideal for visitors.
This dog-friendly property boasts 290 square metres of living space, accommodating up to 13 guests with multiple living areas, extensive outdoor entertaining spaces including a screened porch with a television, and driveway parking for four vehicles.

This Annapolis apartment, situated in Eastport, is less than 2km from Spa Creek and the United States Naval Academy, offering easy access to the Kunta Kinte-Alex Haley Memorial and Maynard-Burgess House within a 15-minute drive.
The three-bedroom, two-bathroom property sleeps seven guests and includes a full kitchen, terrace, free Wi-Fi, on-site parking, and swimming pool access; nearby attractions include the Naval Academy and the Chesapeake Bay.

This holiday home is located in Eastport, Annapolis, within a 1.6km walk of the Annapolis Maritime Museum, U.S. Naval Academy, and Spa Creek, making it ideal for exploring the city's attractions. The property has received excellent ratings for location, cleanliness, and overall user experience.
The 223 square metre home can accommodate up to 8 guests in its three bedrooms and has a sofa bed. Guests can enjoy a range of amenities, including a garden, a spa, a terrace, and a barbecue.

This family-friendly Annapolis apartment, situated 4km from Historic Annapolis and Eastport, offers easy access to the US Naval Academy (4.8km), the Annapolis Maritime Museum, and Ellen Moyer Park (walking distance).
Sleeping up to nine guests in three bedrooms, the property boasts a fully equipped kitchen, basement entertainment room with arcade and foosball, a four-season patio, and access to nearby water activities including paddleboarding and kayaking.

This Annapolis Eastport apartment is less than 1.6km from Spa Creek and the United States Naval Academy, and within a 1.6km radius of Annapolis Harbour and the Kunta Kinte Plaque & Alex Haley Memorial.
This two-bedroom, one-bathroom property sleeps six, offering a fully equipped kitchen, private patio, free Wi-Fi, access to a swimming pool, spa, fitness centre, and parking; nearby attractions include the Naval Academy and Annapolis Harbour.

This Annapolis apartment is situated near the U.S. Naval Academy, a short distance (less than 1.6 km) from the city centre and its historic sites.
The self-contained flat offers one bedroom, one bathroom, sleeps two guests, and includes parking, air conditioning, and Wi-Fi; nearby attractions include the Navy-Marine Corps Memorial Stadium.

This four-bedroom apartment is located in a peaceful neighbourhood in Annapolis, just 0.4 kilometres from the stadium, 1.2 kilometres from the Naval Academy, and 1.6 kilometres from the historic City Dock. It has been consistently rated excellent for location, cleanliness, and overall user experience.
The self-catering property offers ample space for up to eight guests and features a fully equipped kitchen with a fridge, freezer, microwave oven, and dishwasher, as well as air conditioning, a garden, and parking. Guests can enjoy a comfortable stay with access to the entire property, including a garden, while being close to all the attractions Annapolis has to offer.

This brand-new, four-level farmhouse-style townhome is located just 3.2 kilometres from the U.S. Naval Academy and 2 kilometres from the Navy-Marine Corps Memorial Stadium, offering a convenient base for exploring Annapolis.
This spacious 210 square metre residence accommodates up to 12 guests with five bedrooms, four en-suite bathrooms, a gourmet kitchen, and a terrace, while being dog-friendly and offering ample parking.

This stylish Annapolis city house, situated in the downtown area, offers easy walking access to the United States Naval Academy and the Maryland State House.
The two-bedroom, one-and-a-half-bathroom dwelling boasts a chic open-plan layout, sleeps four guests, includes a fully equipped kitchen with dishwasher, and provides on-site parking at the nearby Hillman City Garage (charges apply).

This Annapolis apartment, situated in the Historic District, is a short walk (less than 0.8 km) from the US Naval Academy Gate 1, City Dock, and numerous restaurants.
The 102 square metre, two-bedroom dwelling boasts a spacious two-storey layout, sleeps eight guests, and includes a private patio, updated kitchen with dishwasher, and in-unit laundry facilities.

This recently renovated Annapolis property, located in Eastport, is situated close to downtown Annapolis and the United States Naval Academy.
The two-bedroom, two-bathroom house sleeps six, boasts a full kitchen with dishwasher, a fenced backyard with patio and fire pit, Roku TV, driveway parking for two cars, and offers private access to the entire upstairs unit, porch, and garden.