Best apartment offers in Annapolis, MD

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Annapolis, MD apartments
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720 Best apartments in Annapolis, MD

Best family friendly Annapolis, MD Holiday Apartments and Self Catering Accommodations

Among the 720 accommodations in Annapolis, MD, here are the 4 best family friendly holiday apartments

"Around The Corner" From Eastport Hot Spots With Fenced-in Yard And Parking - Annapolis, MD
10 33 reviews

"Around The Corner" From Eastport Hot Spots With Fenced-in Yard And Parking

apartment, Annapolis
This Annapolis holiday home is centrally located, within 2km of Spa Creek and the United States Naval Academy, offering easy access to the Annapolis Maritime Museum and the Maynard-Burgess House.
The 139 square metre property sleeps eight guests in three bedrooms, two bathrooms, and features a fully equipped kitchen, terrace, garden, spa, parking, and Wi-Fi.
Upscale Family Home Near Downtown Annapolis W Resort-style Outdoor Spaces - Annapolis, MD
No reviews

Upscale Family Home Near Downtown Annapolis W Resort-style Outdoor Spaces

apartment, Annapolis
This spacious three-bedroom flat is situated on a quiet cul-de-sac in Annapolis, just 2.09 kilometres from Navy-Marine Corps Memorial Stadium and 2.41 kilometres from the U.S. Naval Academy.
The newly decorated 204 square metre apartment accommodates up to six guests with a King Suite, a Queen Guest Room, a fully equipped kitchen, high-speed WiFi, and resort-style outdoor spaces featuring fire pits and a gas grill, offering convenient parking for 3-4 cars and keyless entry.
Historic Annapolis Retreat Steps To The Statehouse & City Dock W Parking & Private Patio - Annapolis, MD
10 7 reviews

Historic Annapolis Retreat Steps To The Statehouse & City Dock W Parking & Private Patio

apartment, Annapolis
This historic five-bedroom flat in Annapolis, a property over 175 years old, is located just 160 metres from City Dock and 320 metres from the United States Naval Academy, placing it within easy walking distance of numerous shops, restaurants, and the Maryland Statehouse.
This dog-friendly residence comfortably accommodates up to eight guests, offering modern amenities including air conditioning, Wi-Fi, a fully equipped kitchen with a double oven, and a private fenced patio with a gas grill, all within a setting that showcases exposed brick and original beams.
Spacious Historic Home With Private Parking In The Heart Of Downtown Annapolis - Annapolis, MD
10 9 reviews

Spacious Historic Home With Private Parking In The Heart Of Downtown Annapolis

apartment, Annapolis
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.

Best Holiday Apartments and Self Catering Accommodations in Annapolis, MD with a pool

Among the 720 accommodations in Annapolis, MD, here are the 4 best apartments with a pool

Beautiful House In The Best Location! - Annapolis, MD
9.9 47 reviews

Beautiful House In The Best Location!

apartment, Annapolis
This modern three-bedroom, three-bathroom house in Annapolis's Eastport district is located minutes from the city centre, the United States Naval Academy, and the Chesapeake Bay.
Sleeping eight guests, this property boasts a heated saltwater pool (open mid-May to Labor Day), a spacious garage, and benefits from the 'Naval Commissioning Week' offer (17th-23rd May: 7th night free).
Cozy Annapolis Condo - Annapolis, MD
9.9 77 reviews

Cozy Annapolis Condo

apartment, Annapolis
This two-bedroom flat is situated in the heart of Annapolis, just a short walk from the Maryland State House and the United States Naval Academy. With excellent user, location, and cleanliness ratings, this property offers a comfortable and convenient stay.
The flat can accommodate up to five guests and features a fully equipped kitchen, a garden, a swimming pool, and a fitness centre. It's ideal for families or groups looking to explore the city and enjoy its many attractions.
Spacious Luxe Usna Home - Pool, Hot Tub, Grill - Annapolis, MD
9.4 30 reviews

Spacious Luxe Usna Home - Pool, Hot Tub, Grill

apartment, Annapolis
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.
Prime Eastport Location - Waterfront Condo W Pool & Parking - Annapolis, MD
10 32 reviews

Prime Eastport Location - Waterfront Condo W Pool & Parking

apartment, Annapolis
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.

Frequently asked questions about apartment rentals in Annapolis, MD

  • What are the must-see attractions for a 2 days stay in Annapolis, MD?

    You've got to see the United States Naval Academy, it's a sight to behold. The State House is also a must-see, it's the oldest state capitol building still in use in the US. And if you're a history buff, the Annapolis Maritime Museum is a great place to learn about the city's maritime history.
  • Which neighborhoods in Annapolis, MD are best for renting an apartment?

    The downtown area around City Dock is great for being close to the action, but can be a bit pricey. If you want something more affordable, you could look at the neighborhoods of Eastport or West Annapolis. Both offer a quieter, more residential feel.
  • What are the top cultural and historical sites in Annapolis, MD?

    The William Paca House and Garden is a must-see for history buffs, it's a beautifully preserved 18th-century home. For a more modern take on history, the Maryland State Archives is a great place to learn about the state's past. And of course, you can't forget the United States Naval Academy, it's a national treasure.
  • What makes Annapolis, MD unique or famous?

    Annapolis is known as the sailing capital of the world, so if you're a fan of boats, you'll love it here. It's also home to the United States Naval Academy, which brings a unique energy to the city. And of course, the historic downtown area with its cobblestone streets and charming shops is a big draw.
  • Where can you find the best local markets and street food in Annapolis, MD?

    The Annapolis Farmers Market is a great place to find fresh produce, local crafts, and delicious food. It's held every Saturday from April to November. For street food, you can't go wrong with the food trucks that line up on West Street on Fridays during the summer. They offer everything from tacos to ice cream.
  • How is the public transportation system in Annapolis, MD?

    The public transportation system in Annapolis is primarily served by buses, operated by the Annapolis Area Transit. It's not as extensive as a larger city, but it gets you around most of the main areas. There are also water taxis that operate during the summer months, which are a fun way to get around.
  • Which seasonal events or festivals should apartment renters look forward to in Annapolis, MD?

    The Annapolis Summerfest is a big one, it's a month-long celebration of music, art, and food. The Annapolis Boat Show is another popular event, it's a great place to see all the latest and greatest sailing vessels. And of course, there's the annual Annapolis Christmas Parade, which is a magical event for the whole family.
  • What amenities are typically included in apartments in Annapolis, MD?

    Most apartments in Annapolis will include basic amenities like central air conditioning, heating, and laundry facilities. Some newer buildings may offer additional amenities like fitness centers, swimming pools, and parking. But it really depends on the specific building and the price range.
  • What leisure activities are available for relaxation in Annapolis, MD?

    Annapolis is a great place to relax and enjoy the outdoors. There are plenty of parks, like Quiet Waters Park, where you can go for a walk, have a picnic, or even go kayaking. The Chesapeake Bay is also a great place to go for a swim or just soak up the sun. And for something a little more active, you can always go for a bike ride along the scenic waterfront.

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Best Annapolis, MD holiday apartments with air conditioning

Wall To Wall Cool- Filled With Original Art And Sculpture - Annapolis, MD
9.8 523 reviews

Wall To Wall Cool- Filled With Original Art And Sculpture

apartment, Annapolis
This apartment is situated in the Eastport district of Annapolis, a short walk (less than 1.6km) from the city centre, the Naval Academy and the historic City Dock. The apartment has consistently received excellent ratings for location, cleanliness and user experience.
The self-catering apartment can accommodate up to four guests and includes a Murphy Queen bed and a sofa bed. It has a shared front porch, Wi-Fi, two TVs, a fridge, dishes, glasses, and plates.
Spacious Historic Home Downtown Annapolis Main St. Book For Commissioning Week! - Annapolis, MD
9.2 27 reviews

Spacious Historic Home Downtown Annapolis Main St. Book For Commissioning Week!

apartment, Annapolis
This historic dwelling is located in the heart of Annapolis' Historic District, just a short walk from City Dock, the US Naval Academy, and Main Street, offering easy access to the city's attractions and amenities. The apartment has received excellent user ratings, reflecting its high standard of comfort and service.
The spacious home features six bedrooms, five bathrooms, and can accommodate up to 16 guests, spanning a generous 353 square metres. Amenities include a fully equipped kitchen, a spa, air conditioning, and a private patio, offering a comfortable and enjoyable stay for families and groups.
3br Entire Home - Parking - Walk Downtown - Annapolis, MD
9.9 23 reviews

3br Entire Home - Parking - Walk Downtown

apartment, Annapolis
This spacious Annapolis house, close to downtown and within walking distance of the United States Naval Academy, offers easy access to Annapolis's historic attractions.
Sleeping eight guests, the three-bedroom, one-bathroom property features a fully equipped kitchen, in-home laundry facilities, a private backyard with Spa Creek views, and ample parking; king-size beds are in two bedrooms and a third has a king and two twin beds.
Cozy 3br Annapolis, Private Deck, Parking - Annapolis, MD
10 23 reviews

Cozy 3br Annapolis, Private Deck, Parking

apartment, Annapolis
This Annapolis apartment is ideally located near the waterfront, within walking distance of shops and restaurants, and a short distance (a few minutes by car) from the United States Naval Academy.
The three-bedroom, two-bathroom flat offers comfortable accommodation for up to six guests, boasting a private deck, fully equipped kitchen, dedicated workspace, and parking – a valuable asset in Annapolis.

Best pet-friendly Annapolis, MD holiday apartments

Among the 720 accommodations in Annapolis, MD, here are the 4 best pet friendly holiday apartments

Cute Bungalow Blocks To Stadium - Annapolis, MD
9.9 81 reviews

Cute Bungalow Blocks To Stadium

apartment, Annapolis
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.
Annapolis Small  House In  Historic District. - Annapolis, MD
9.9 78 reviews

Annapolis Small House In Historic District.

apartment, Annapolis
This charming house is located in historic downtown Annapolis, just a short walk from the US Naval Academy, the city dock, and shops and restaurants. The accommodation has been highly rated by previous guests, receiving excellent scores for location, cleanliness, and overall experience.
The house features one bedroom and one bathroom, comfortably sleeping up to four guests. Amenities include a fully equipped kitchen, a private patio with access to the city dock, a queen-size bed, a queen-size sleeper sofa, Wi-Fi, and a TV.
Usna Home Steps To Stadium Dog-friendly W Parking - Annapolis, MD
10 81 reviews

Usna Home Steps To Stadium Dog-friendly W Parking

apartment, Annapolis
This apartment is located in West Annapolis, just 1.7 kilometres from the Navy-Marine Corps Memorial Stadium, three blocks from shops and restaurants, and two to three blocks from the city centre. The apartment has excellent guest, location and cleanliness ratings.
This spacious three-bedroom home, with two bathrooms, offers 204 square metres of living space and comfortably accommodates up to 11 guests. The property features a private backyard with a hot tub, fire pit, BBQ grill, and a custom outdoor kitchen, as well as a swimming pool, jacuzzi, garden, spa, tennis court, and parking.
Belle By The Bay - Annapolis, MD
9.0 21 reviews

Belle By The Bay

apartment, Annapolis
This apartment is situated in a peaceful neighbourhood in Annapolis, just under 6.5km from the Naval Academy and 3.2km from the Annapolis Town Center. It has received excellent ratings for its location, cleanliness, and overall experience.
The property has three bedrooms and two bathrooms, comfortably accommodating up to 10 guests. It features a well-equipped kitchen, a private patio with a fire pit, and free parking.
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