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.

Quiet Relaxing Suisse Chalet - Annapolis, MD
No reviews

Quiet Relaxing Suisse Chalet

apartment, Naval Academy
This three-bedroom, two-bathroom chalet near the U.S. Naval Academy in Annapolis, Maryland, sleeps up to 10 guests and offers convenient amenities including a kitchen, air conditioning, a Jacuzzi, and parking; registration number 000487.
The chalet features internet access and is ideally situated for exploring the Naval Academy and nearby attractions, though its precise location and distance to specific landmarks require further clarification.

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.

The Usna Getaway! - Annapolis, MD
9.8 76 reviews

The Usna Getaway!

apartment, Annapolis
This Annapolis condo is located less than half a mile from the U.S. Naval Academy and downtown Annapolis, and under 100 feet from Spa Creek, offering exceptional waterfront access.
This one-bedroom, one-bathroom unit sleeps six with a California king bed, queen Murphy bed, and queen pull-out couch, and features a fully equipped kitchen, in-unit laundry, a rooftop pool, and parking.
Brick Georgian W Pool, Pet Friendly 1 Mile To All! - Annapolis, MD
9.2 106 reviews

Brick Georgian W Pool, Pet Friendly 1 Mile To All!

apartment, Annapolis
This charming Georgian home is located in a peaceful waterfront neighborhood just a short distance from historic downtown Annapolis, the Naval Academy, and the Navy Marine Corps Stadium. The apartment consistently receives excellent ratings for its location, cleanliness, and overall user experience.
The home features 3 bedrooms and 2 bathrooms, comfortably accommodating up to 7 guests. Enjoy access to a private beach, a heated pool, a fenced-in backyard, and a well-equipped kitchen with all the necessary amenities for a comfortable stay.
Spacious Luxe Usna Home - Pool, Hot Tub, Grill - Annapolis, MD
9.8 91 reviews

Spacious Luxe Usna Home - Pool, Hot Tub, Grill

apartment, Annapolis
This five-bedroom Annapolis house is a short walk from the U.S. Naval Academy and restaurants on Main and West Streets.
The three-story home, including a finished basement, sleeps 14 guests and features a kitchen with a fridge, microwave, and dishwasher, plus an indoor gas grill, multiple TVs, a large backyard (pool construction may impact access January-April 2025), and convenient nearby parking.
Waterfront Suite With Views Of Annapolis From Prime Eastport Location - Annapolis, MD
10 5 reviews

Waterfront Suite With Views Of Annapolis From Prime Eastport Location

apartment, Annapolis
This Eastport condo provides waterfront living on Spa Creek with views, located 0.5 miles (2,640 feet) from downtown Annapolis and 0.8 miles (4,224 feet) from the U.S. Naval Academy.
This residence accommodates up to 5 guests and features a private balcony, a seasonal swimming pool, high-speed WiFi, and assigned parking.

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.

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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.

Adorable Home Steps From Navy Stadium! - Annapolis, MD
No reviews

Adorable Home Steps From Navy Stadium!

apartment, Annapolis
This 4-bedroom, 4-bathroom residence is situated a block from Navy Stadium and less than a mile from downtown Annapolis attractions, offering convenient access to West Annapolis amenities including a grocery store, bagel shop, and juice bar, as well as Tawes Garden Park.
This pet-friendly, family-friendly house accommodates up to 11 guests, featuring a spacious open-concept living area, a full outdoor kitchen with a grill and fire pit, a downstairs entertainment space with a wet bar, and parking for two vehicles with additional free neighborhood parking and shuttle access.
Annapolis Home, Near Downtown - Annapolis, MD
9.6 83 reviews

Annapolis Home, Near Downtown

apartment, Annapolis
This Annapolis home is located in a quiet residential neighborhood, just a 10-minute drive from the bustling downtown area and close to major shopping centers like Whole Foods and Target. The property consistently receives excellent ratings for cleanliness, location, and overall guest experience.
This spacious house has four bedrooms and two bathrooms, comfortably accommodating up to 11 guests. Enjoy modern amenities like air conditioning, a full kitchen with a fridge and microwave, and a private yard, perfect for relaxing or enjoying outdoor activities.
Restful And Charming Home In Eastport - Annapolis, MD
No reviews

Restful And Charming Home In Eastport

apartment, Annapolis
This apartment is located in Eastport, Annapolis, just a short drive from the historic downtown and the US Naval Academy, offering easy access to the city's attractions. The neighborhood is charming and quiet, making it a perfect escape from the hustle and bustle of the city.
This comfortable home features three bedrooms, accommodating up to six guests, and includes a fully equipped kitchen, washer and dryer, and a private outdoor area with a dining table and fire pit. Enjoy the convenience of a Jacuzzi, a spa, and a garden, along with the unique experience of backyard chickens.
Cozy Arnold House Near Annapolis - Annapolis, MD
9.7 81 reviews

Cozy Arnold House Near Annapolis

apartment, Arnold
This Arnold apartment is located just 10 minutes from downtown Annapolis, the United States Naval Academy, and the Naval-Marine Corps Memorial Stadium, offering easy access to the area's attractions. It boasts excellent user, location, and cleanliness ratings, ensuring a pleasant stay. The rental accommodates up to 6 guests and features a modern and cozy living space with multiple dining areas. Amenities include a fully equipped kitchen, laundry room, private parking, a spacious backyard, and a sunroom with comfortable seating.

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.

Directly Across From Usna Gate One & Steps From The Waterfront And Main Street! - Annapolis, MD
10 258 reviews

Directly Across From Usna Gate One & Steps From The Waterfront And Main Street!

apartment, Annapolis
This Annapolis apartment is located in the heart of downtown, just a short walk from the US Naval Academy Main Gate and the Annapolis Harbor, making it easy to explore the city's attractions. It boasts excellent user ratings, ensuring a pleasant stay.
The 1190 square foot dwelling comfortably accommodates eight guests with three bedrooms and two bathrooms. The apartment offers modern amenities, a private courtyard, and convenient parking, perfect for a relaxing and enjoyable stay.
Quiet Woodland Lodge W Community Beach Access & Large Private Deck - Annapolis, MD
8.0 1 review

Quiet Woodland Lodge W Community Beach Access & Large Private Deck

apartment, Annapolis
This Annapolis Roads house is located at the end of a quiet cul-de-sac, 3 miles from downtown Annapolis and the U.S. Naval Academy, offering water-privileged access to a private beach, playground, fire pit, and launching pier.
This 1990 square foot residence accommodates up to 8 guests with 4 bedrooms and 3 bathrooms, featuring a spacious furnished deck, a two-story family room with a pellet stove, a third-floor suite with a Jacuzzi tub, high-speed internet, keyless entry, and a full laundry room.
Lakeside On The Chesapeake! - Annapolis, MD
10 1 review

Lakeside On The Chesapeake!

apartment, Highland Beach
This waterfront condo offers exclusive access to Lake Ogleton, a protected Chesapeake Bay tributary, located a short distance from Annapolis.
This 6-bedroom, 4-bathroom condo accommodates up to 14 guests and features a private dock, hot tub, outdoor firepit, and a full kitchen with a fridge, freezer, microwave, and dishwasher.
Mins To Downtown In Waterfront Community At Pet-friendly Pinecrest Bungalow - Annapolis, MD
No reviews

Mins To Downtown In Waterfront Community At Pet-friendly Pinecrest Bungalow

apartment, Annapolis
This Annapolis waterfront Cape Cod-style cottage is located in a peaceful neighborhood, 2.5 miles from Downtown Annapolis and 3 miles from the U.S. Naval Academy, offering easy access to major attractions.
The three-bedroom, two-bathroom home sleeps up to eight guests, features a fully equipped kitchen, outdoor patio with fire pit and grill, high-speed internet, smart TVs, and is pet-friendly (with a non-refundable deposit); nearby amenities include a community park with Chesapeake Bay views, a beach, boat ramp, and kayak rack.

Best Annapolis, MD apartment rentals with air conditioning

Charming Annapolis Escape - Annapolis, MD
9.8 13 reviews

Charming Annapolis Escape

apartment, Annapolis
Cozy Retreat Near The Bay - Annapolis, MD
No reviews

Cozy Retreat Near The Bay

apartment, Arnold
Gracie's Gallery & Garden In Annapolis - Annapolis, MD
10 3 reviews

Gracie's Gallery & Garden In Annapolis

apartment, Annapolis
Cute Bungalow Blocks To Stadium - Annapolis, MD
9.8 10 reviews

Cute Bungalow Blocks To Stadium

apartment, Annapolis

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.

Hidden Wine Cellar | Eastport Retreat - Annapolis, MD
9.9 119 reviews

Hidden Wine Cellar | Eastport Retreat

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.

Uptown Condo W 2 Parking Spots - Annapolis, MD
10 17 reviews

Uptown Condo W 2 Parking Spots

apartment, Annapolis
Downtown Apartment With Parking! - Annapolis, MD
9.5 39 reviews

Downtown Apartment With Parking!

apartment, Annapolis
18th Cent. Charm In Historic Downtown Annapolis - Annapolis, MD
9.0 14 reviews

18th Cent. Charm In Historic Downtown Annapolis

apartment, Annapolis
Waterfront 2-bedroom Condo On Spa Creek - Annapolis, MD
10 15 reviews

Waterfront 2-bedroom Condo On Spa Creek

apartment, Annapolis

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.

Annapolis History In Style Next To City Dock With Street Parking - Annapolis, MD
10 3 reviews

Annapolis History In Style Next To City Dock With Street Parking

apartment, Annapolis
This Thoughtfully Styled Home Overlooks The Bay And Is Perfect For Your Annapolis Escape. - Annapolis, MD
No reviews

This Thoughtfully Styled Home Overlooks The Bay And Is Perfect For Your Annapolis Escape.

apartment, Annapolis
Brilliantly Updated Multi-level Walkable To Navy Stadium & Close To Historic Downtown Annapolis - Annapolis, MD
10 3 reviews

Brilliantly Updated Multi-level Walkable To Navy Stadium & Close To Historic Downtown Annapolis

apartment, Annapolis
Historic Annapolis Home  Walk To Downtown  3br - Annapolis, MD
No reviews

Historic Annapolis Home Walk To Downtown 3br

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.

Spacious Family Retreat Walk To Navy Stadium - Annapolis, MD
10 3 reviews

Spacious Family Retreat Walk To Navy Stadium

apartment, Annapolis
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