Apartments and Condos in Annapolis, MD

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Annapolis, MD apartments
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720 Apartments or condos in Annapolis, MD

Discover Apartments by the Sea in Annapolis, MD

Base your next coastal holiday at these seaside vacation apartments in Annapolis, MD, perfectly positioned for exploring regional beaches and local shorelines.

Sailing Off Gloucester - Annapolis, MD
10 13 reviews

Sailing Off Gloucester

apartment, Annapolis
This newly renovated historic home, a 3-bedroom, 2-bathroom condo, is located in downtown Annapolis, just one block from Main Street and a short walk to the U.S. Naval Academy.
This family-friendly property offers air conditioning, internet, a full kitchen with a dishwasher, and parking, making it ideal for attending Naval Academy events, boat shows, and Annapolis festivals.

Our Favorite Vacation Apartments with Swimming Pool in Annapolis, MD

Dip in whenever you like, as these vacation apartments near the water in Annapolis, MD come with a convenient swimming pool on-site.

Waterfront Home With Stunning Views, Pool, Pier & Parking Mins To Annapolis - Annapolis, MD
9.6 14 reviews

Waterfront Home With Stunning Views, Pool, Pier & Parking Mins To Annapolis

apartment, Arnold
This waterfront vacation home is located in Arnold, just a short drive from Severna Park Golf Center and Bay Hills Golf Club. The property is highly rated by previous guests, consistently receiving excellent reviews.
This 4-bedroom house offers ample space for families or groups of friends, with a total floor area of 1940 square feet and a guest capacity of 10. Enjoy the convenience of a fully equipped kitchen, a relaxing spa, a refreshing pool, and a spacious garden where you can unwind and connect with nature.
1 Bedroom -King In Annapolis- Low Cleaning Fee - Annapolis, MD
9.9 124 reviews

1 Bedroom -King In Annapolis- Low Cleaning Fee

apartment, Annapolis
This Annapolis apartment is located just a short walk from Truxton Park and a 5-minute drive to the downtown area, offering easy access to both outdoor recreation and the city's vibrant attractions. Guests consistently rate this property highly for its location, cleanliness, and overall experience.
The apartment features a comfortable king-size bed and can accommodate up to 4 guests. Enjoy amenities like a private balcony, a fully equipped kitchen, and a swimming pool, along with complimentary beach and recreation gear for exploring the area.
Prime Eastport Location - Waterfront Condo With Parking - Annapolis, MD
10 29 reviews

Prime Eastport Location - Waterfront Condo With Parking

apartment, Annapolis
This three-bedroom, two-bathroom Annapolis condo is located in Eastport, less than a mile from Spa Creek and the U.S. Naval Academy, and within a 15-minute drive of the Kunta Kinte-Alex Haley Memorial.
The 7-guest unit features a fully equipped kitchen, in-unit laundry, free WiFi, a balcony, a swimming pool, secure parking, and elevator access, offering easy access to Annapolis attractions.
The General's House-spacious Home W/pool & Hot Tub - Annapolis, MD
9.9 41 reviews

The General's House-spacious Home W/pool & Hot Tub

apartment, Crownsville
This beautiful home is located in a quiet neighborhood in Annapolis, just a short drive from the city center and its attractions. The home offers easy access to the vibrant Annapolis waterfront and its historic charm. This spacious house is perfect for families or groups of friends, with 4 bedrooms and 4 bathrooms, comfortably accommodating up to 14 guests. The home offers a range of amenities and features, including a gourmet kitchen, a theater room, a recreation room, a resort-style pool, a jacuzzi, a fitness center, and a beautiful garden.

Frequently Asked Questions about apartment rentals in Annapolis, MD

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

    You absolutely have to visit the United States Naval Academy, it's a must-see. You can also take a stroll around the historic downtown area and visit the Maryland State House and the Annapolis City Dock. The Naval Academy Museum is also a great place to learn about the history of the Navy.
  • What are the best apartments in Annapolis, MD?

  • Which neighborhoods in Annapolis, MD are best for renting an apartment?

    If you want to be close to the action, downtown Annapolis is a great choice. For a quieter experience, consider the neighborhoods of Eastport or West Annapolis. They are both close to the water and have a more residential feel.
  • What are the best apartments with a pool in Annapolis, MD?

  • 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 that was once owned by a signer of the Declaration of Independence. The Maryland State House is also a great place to learn about the state's history and its role in the founding of the United States.
  • What are the best apartments with a jacuzzi in Annapolis, MD?

    The best apartments with a jacuzzi in Annapolis, MD are Downtown Annapolis Condo W/ Free Parking + Coffee, Bay View Studio Apartment and Eastport Bungalow.

  • What makes Annapolis, MD unique or famous?

    Annapolis is known as the sailing capital of the world and is home to the United States Naval Academy. It's also a charming historic city with beautiful architecture and a vibrant waterfront.
  • What are the best apartments for families and kids in Annapolis, MD?

    The best apartments for families and kids in Annapolis, MD are South River Park Apartment, 2a One Bedroom Annapolis Apartment and Beautiful Condo - Water View Near City Dock.

  • Where can you find the best local markets and street food in Annapolis, MD?

    The Annapolis Farmers Market is a great place to find local produce and other goods. You can also find street food vendors at the City Dock and at various events throughout the year.
  • What are the best pet friendly apartments in Annapolis, MD?

  • How is the public transportation system in Annapolis, MD?

    Annapolis has a limited public transportation system, but it's sufficient for getting around the downtown area. The Annapolis Area Transit (AAT) operates buses that connect the downtown area with other parts of the city. You can also find taxis and ride-sharing services.
  • What are the best apartments with parking in Annapolis, MD?

  • Which seasonal events or festivals should apartment renters look forward to in Annapolis, MD?

    The Annapolis Maritime Museum's annual Oysterfest in October is a great event for seafood lovers. The Annapolis Arts & Crafts Festival in June is a great place to find unique gifts and souvenirs. The annual Annapolis Boat Show in October is a major event for boat enthusiasts.
  • What amenities are typically included in apartments in Annapolis, MD?

    Most apartments in Annapolis include basic amenities like a refrigerator, stove, and oven. Some apartments also include a dishwasher, washer, and dryer. Many apartment complexes also offer amenities like a swimming pool, fitness center, and parking.
  • What leisure activities are available for relaxation in Annapolis, MD?

    Annapolis has a lot to offer in terms of leisure activities. You can take a boat tour of the Chesapeake Bay, visit the Maryland State House, or take a walk around the City Dock. If you're looking for something more active, you can go kayaking, paddleboarding, or sailing.

Popular destinations

Search Family-Friendly Vacation Apartments in Annapolis, MD

Traveling to Annapolis, MD with kids? These family vacation apartments offer easy beach access and plenty of room to spread out.

Steps To Usna With Large Private Patio & Free Off-site Parking - Annapolis, MD
9.8 10 reviews

Steps To Usna With Large Private Patio & Free Off-site Parking

apartment, Annapolis
This Annapolis vacation rental is centrally located two to four blocks from the US Naval Academy and within a mile of the Navy-Marine Corps Memorial Stadium, offering easy access to downtown attractions.
This three-bedroom, two-bathroom home sleeps six guests and boasts a renovated gourmet kitchen with stainless-steel appliances, a private backyard with dining and lounge areas, a dedicated workspace, washer/dryer, and complimentary toiletries.
18th Cent. Charm In Historic Downtown Annapolis - Annapolis, MD
9.0 14 reviews

18th Cent. Charm In Historic Downtown Annapolis

apartment, Annapolis
This historic apartment is located in Historic Annapolis, offering immersion in one of the city's 10 oldest private residences, within walking distance of Annapolis City Dock and the Kunta Kinte Plaque & Alex Haley Memorial.
This 800 sq ft residence accommodates two guests with one bedroom and one bathroom, featuring a King Henredon bed, a claw foot tub, a private ground floor entrance with keyless entry, and access to a back patio, all equipped with 21st-century conveniences.
Walk To Usna, Main St W Free Off-site Parking - Annapolis, MD
9.8 113 reviews

Walk To Usna, Main St W Free Off-site Parking

apartment, Annapolis
This Annapolis vacation home is located in the Historic District, just a short walk from The Colonial Players and the U.S. Naval Academy, offering easy access to the city's rich history and culture. It has excellent user, location, and cleanliness ratings, ensuring a comfortable and enjoyable stay. The house has four bedrooms and can accommodate up to eight guests, providing ample space for families or groups of friends. Amenities include a fully equipped kitchen, free WiFi, a terrace, a garden, a spa, and parking, making it perfect for a relaxing and enjoyable vacation.
Annapolis Home | Fenced Yard | Pool Table | 10 Guests - Annapolis, MD
9.6 12 reviews

Annapolis Home | Fenced Yard | Pool Table | 10 Guests

apartment, Arnold
This 5-bedroom, 2-bathroom house in Annapolis, Maryland, is conveniently located within six miles of Sandy Point State Park and Sandy Point Beach, offering easy access to outdoor recreation.
This 17,650-square-foot home comfortably sleeps ten guests and boasts a fully equipped kitchen, free Wi-Fi, a terrace, a garden, and parking, along with barbecue grills for outdoor dining.

Neighborhoods and points of interest in Annapolis, MD

Top-Rated Dog-Friendly Vacation Apartments in Annapolis, MD

Your dog is as welcome as you are; each pet-friendly vacation apartment near the water in Annapolis, MD offers dog-friendly beaches.

Annapolis Escape @Gate 1 And Harbor Free Parking - Annapolis, MD
9.7 93 reviews

Annapolis Escape @Gate 1 And Harbor Free Parking

apartment, Annapolis
This ground-floor Annapolis condo is located one block from the Annapolis Harbor and adjacent to the United States Naval Academy, offering easy access to waterfront activities and the historic landmark.
The fully renovated one-bedroom, one-bathroom unit sleeps four guests comfortably, featuring a private patio, complete kitchen with appliances (including a Keurig coffee maker), high-speed internet, a dedicated workspace, and linens provided.
Secluded Cottage_ A+ Amenities In Historic Dwntwn - Annapolis, MD
9.9 224 reviews

Secluded Cottage_ A+ Amenities In Historic Dwntwn

apartment, Annapolis
Cottage in Annapolis with Excellent Location and Guest Ratings
This Annapolis cottage offers a relaxing escape in a convenient location. With excellent user ratings for location, cleanliness, and overall experience, this cottage ensures a comfortable and enjoyable stay. It accommodates up to 8 guests and features a well-equipped kitchen, air conditioning, a garden, and free Wi-Fi. Pets are also welcome, making it an ideal choice for families and pet owners.
Historic Annapolis Home | 2 Blocks To Main St - Annapolis, MD
10 20 reviews

Historic Annapolis Home | 2 Blocks To Main St

apartment, Annapolis
This smoke-free Annapolis vacation home is located in the Historic District, a 15-minute walk from the U.S. Naval Academy and Maynard-Burgess House, and under 5 minutes from the Maryland Federation of Art and Ellen O. Moyer Nature Park. This 12,640-square-foot property boasts three bedrooms, two bathrooms, sleeps nine guests, and features a fully equipped kitchen, fenced yard with barbecue grills, and free Wi-Fi.
Downtown Annapolis Apartment - Annapolis, MD
9.8 69 reviews

Downtown Annapolis Apartment

apartment, Naval Academy
This downtown Annapolis apartment is a short walk from the Naval Academy, State Capital, City Dock, and the city center, making it a convenient base for exploring the area. The apartment has received excellent ratings for location, cleanliness, and overall experience.
The 2-bedroom, 2-bathroom rental offers 2000 square feet of space. It features a fully equipped kitchen, a terrace, a garden, a spa, parking, and internet access, perfect for a comfortable and relaxing stay.

Best Annapolis, MD apartment rentals with air conditioning

The Usna Getaway! - Annapolis, MD
9.8 70 reviews

The Usna Getaway!

apartment, Annapolis
Luxury Waterfront Annapolis/ Private Beach & Dock - Annapolis, MD
10 143 reviews

Luxury Waterfront Annapolis/ Private Beach & Dock

apartment, Annapolis
Historic Downtown House With Off Street Parking - Annapolis, MD
9.6 27 reviews

Historic Downtown House With Off Street Parking

apartment, Annapolis
Annapolis Cozy Beachfront/waterfront W/chesapeake Bay Bridge View - Annapolis, MD
9.8 29 reviews

Annapolis Cozy Beachfront/waterfront W/chesapeake Bay Bridge View

apartment, Highland Beach

Popular 5-Star Vacation Apartments in Annapolis, MD

High-end comfort and prime positioning define these luxury vacation apartments in Annapolis, MD, hand-picked for quality.

Eastport Charmer Summ - Annapolis, MD
9.6 5 reviews

Eastport Charmer Summ

apartment, Annapolis

Choose the Right Vacation Apartments with Free Parking in Annapolis, MD

Parking is sorted from the start, as every vacation apartment near the water in Annapolis, MD includes free on-site spaces for your stay.

Naval Academy Gate 1 - Annapolis, MD
10 11 reviews

Naval Academy Gate 1

apartment, Annapolis
Country House On The Bay - Annapolis, MD
9.8 225 reviews

Country House On The Bay

apartment, Arnold
Game Days & Family Stays At Dog-friendly Home Near Navy Stadium W Private Fenced-in Yard - Annapolis, MD
10 22 reviews

Game Days & Family Stays At Dog-friendly Home Near Navy Stadium W Private Fenced-in Yard

apartment, Annapolis
Annapolis Cottage - Annapolis, MD
9.8 36 reviews

Annapolis Cottage

apartment, Highland Beach

Top Apartments with Balconies in Annapolis, MD

Morning coffee with views of the water and coastal scenery is a simple pleasure at these apartments in Annapolis, MD.

Cute And Close To Downtown! Off Street Parking W/ Short Walk To Academy/stadium - Annapolis, MD
9.2 19 reviews

Cute And Close To Downtown! Off Street Parking W/ Short Walk To Academy/stadium

apartment, Annapolis
Historic Annapolis Charmer <1mile To Nmc Stadium - Annapolis, MD
9.8 7 reviews

Historic Annapolis Charmer <1mile To Nmc Stadium

apartment, Annapolis
Luxury Annapolis Condo, Fully Remodeled, Rooftop Pool & Marina, Free Parking, 0.3 Mi To Downtown. Perfect For Navy Games, Academy Visits, Or A Waterfront Getaway. - Annapolis, MD
No reviews

Luxury Annapolis Condo, Fully Remodeled, Rooftop Pool & Marina, Free Parking, 0.3 Mi To Downtown. Perfect For Navy Games, Academy Visits, Or A Waterfront Getaway.

apartment, Annapolis
Spa Creek Condo Pool Deck & Parking - Annapolis, MD
No reviews

Spa Creek Condo Pool Deck & Parking

apartment, Annapolis

Discover Apartments with a Gym in Annapolis, MD

Maintain your fitness while traveling; these apartments in Annapolis, MD include gym access to ensure a workout fits into every day.

3br Annapolis Escape W/hot Tub & Private Parking - Annapolis, MD
10 8 reviews

3br Annapolis Escape W/hot Tub & Private Parking

apartment, Annapolis
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