Search accommodations in Annapolis, MD

Captains Quarters Waterfront & Pool offers a waterside dwelling in Annapolis, located a short 13-minute walk to Annapolis Harbour and a considerable distance from Baltimore landmarks.
This two-bedroom property, spanning 60 square metres, accommodates up to seven guests and features a private outdoor swimming pool, a fully equipped kitchen, air conditioning, a fireplace, and free private parking.

This flat is situated in Annapolis, just a short distance from the Maryland World War II Memorial, Jonas Green State Park, and the Naval Health Clinic. It has received excellent reviews from previous guests.
The apartment is well-equipped and includes a kitchen with a fridge, microwave, and dishwasher. It also offers a range of amenities, such as a private pool, a fireplace, a terrace, and free Wi-Fi.

This Eastport condo provides waterfront living on Spa Creek, a mere 500-metre walk from Downtown Annapolis and the US Naval Academy.
This one-bedroom flat, accommodating up to four guests, features a fully equipped kitchen, air conditioning, a swimming pool, garden, and parking for two vehicles, with a covered deck offering direct Spa Creek views and seasonal access to a shared dock.

This Annapolis sailboat, a 10-minute walk from Annapolis Harbour, is situated 49.9 kilometres from Carroll Park and 35.4 kilometres from Baltimore-Washington International Thurgood Marshall Airport.
This 150-square-metre vessel offers one bedroom, one bathroom, sleeps four guests, and boasts a fully equipped kitchen, air conditioning, Wi-Fi, and a seasonal outdoor pool; enjoy nearby sailing and explore Annapolis's historic waterfront.

This three-bedroom Annapolis holiday home, situated in the Historic District, is less than 0.5km from Annapolis Harbour and Main Street, and a 1km walk from the United States Naval Academy.
Sleeping eight, the property boasts a gourmet kitchen, three bathrooms (including one en-suite with jacuzzi), a formal dining room, covered patio, and fenced backyard, plus two private parking spaces – a significant advantage in this area.

This Annapolis waterfront property is situated within a 2.4km walk of the Bay Bridge Market Place Shopping Centre and Maryland Quiet Waters Park, and under 1.6km from Historic Mount Moriah AME Church and the Historical Society of Talbot County.
This four-bedroom, two-bathroom holiday home sleeps eight guests and boasts a spa, fitness centre, garden, terrace, and parking, plus an arcade/game room and barbecue facilities.

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 Annapolis holiday home is situated near Brewer Hill, a 10-minute walk from People's Brewer Hill Cemetery and Maryland Hall for Creative Arts, and 2.7 kilometres from the United States Naval Academy.
The three-bedroom property sleeps eight guests, offering a fully equipped kitchen, private patio, free Wi-Fi, and parking; nearby attractions include the Ballet Theatre of Maryland.

This Highland Beach waterfront property, a five-minute walk from the Chesapeake Bay and historic Highland Beach, is situated a short drive from Annapolis city centre, the United States Naval Academy, and Quiet Waters Park.
The five-bedroom, four-bathroom house sleeps ten guests, boasts a well-equipped kitchen, two spacious decks with stunning waterfront views, a tennis court, ample parking, and offers access to free Wi-Fi and a home office/fitness room.

This beautifully restored Greek Revival townhouse offers a prime downtown Annapolis location directly opposite the U.S. Naval Academy, mere steps from the Navy Chapel and Gate 3.
This family-friendly residence sleeps eight, featuring three bedrooms, three bathrooms, air conditioning, a well-equipped kitchen with a coffee bar, and outdoor patio space, all within easy reach of Annapolis attractions and dining.

This Annapolis holiday home is situated in the Historic District, within a 0.9km walk of the US Naval Academy and Maynard-Burgess House, and under 0.5km from the Maryland Federation of Art and Ellen O Moyer Nature Park.
The 1174 square metre property boasts four bedrooms, two bathrooms, sleeps nine guests, and includes a fully equipped kitchen, private garden, terrace, free Wi-Fi, and barbecue facilities.

This charming house is located in Annapolis' Historic District, just a short walk from St John's College, Chase Lloyd House, and Hammond-Harwood House, offering a prime spot to explore the city's rich history. The property has consistently received excellent ratings for its location, cleanliness, and overall experience.
This 181 square metre home comfortably sleeps eight guests in four bedrooms, perfect for families or groups. Enjoy amenities like a fully equipped kitchen, a private garden with gas grills, a terrace or balcony, and free Wi-Fi throughout.

This five-bedroom, three-bathroom apartment is located in Arnold, Maryland, just three miles from the Naval Academy and downtown Annapolis, offering easy access to both historic attractions and bustling city life. The property has received excellent ratings for location, cleanliness, and overall user experience, making it a popular choice for travellers.
The spacious apartment comfortably accommodates up to 15 guests, with a layout perfect for family gatherings or group trips. Amenities include a fully equipped kitchen, a large garden, and a dedicated parking space, ensuring a comfortable and enjoyable stay.

This Holly Hill Harbour house, situated on the Mayo Peninsula, offers direct water access and proximity to local parks.
Sleeping up to seven guests comfortably, this three-bedroom, two-bathroom property boasts a spacious open-plan layout, a freshly renovated deck, ample parking for eight cars, and keyless entry; pets are welcome.

This charming house is located in Annapolis' Historic District, just a short walk from the U.S. Naval Academy, Ellen O. Moyer Nature Park, Maynard-Burgess House, and the Banneker Douglass Museum. It has received excellent ratings for location, cleanliness, and user experience.
The property offers 186 square metres of space with four bedrooms, comfortably accommodating up to eight guests. Enjoy the garden, patio, barbecue grills, and modern conveniences like free Wi-Fi, a fully equipped kitchen, and a spa.

This Mayo holiday home is situated near Londontowne Marina, a short drive from Historic London Town & Gardens, and within 32 kilometres of the United States Naval Academy and Annapolis city centre.
This three-bedroom, two-bathroom property sleeps seven, offering a private boat slip, private beach, gated playground, and access to community amenities including further beaches and boat ramps; features include a fully equipped kitchen, air conditioning, parking, and a fully fenced backyard.