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.

Bay Ridge Unit By Downtown Annapolis And Quiet Waters Park - Annapolis, MD
8.8 3 reviews

Bay Ridge Unit By Downtown Annapolis And Quiet Waters Park

apartment, Annapolis
This Annapolis apartment is located in the Bay Ridge community, a quiet suburban neighborhood just a 5-minute walk from Quiet Waters Park and a 10-minute drive from downtown Annapolis. It has consistently received very good ratings from previous guests.
The apartment offers 1,190 square feet of space with two bedrooms, one bathroom, and a capacity for six guests. This comfortable home includes a fully equipped kitchen, a spacious living room with a TV, a private patio, a washer and dryer, and free parking.

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.

Cozy Annapolis Condo - Annapolis, MD
9.9 77 reviews

Cozy Annapolis Condo

apartment, Annapolis
This Annapolis apartment is centrally located, just a short walk from the historic district, waterfront, and popular restaurants. It boasts excellent ratings for location, cleanliness, and overall user experience. This two-bedroom rental comfortably accommodates up to five guests. Amenities include a fully equipped kitchen, air conditioning, a swimming pool, a fitness center, and a garden.
Captains Quarters | Waterfront & Pool - Annapolis, MD
10 117 reviews

Captains Quarters | Waterfront & Pool

apartment, Annapolis
This Annapolis yacht is located in the Eastport district, just a short walk from downtown Eastport restaurants and a short stroll over the Eastport Bridge to downtown Annapolis attractions. It's also close to the Naval Academy and downtown Annapolis. This yacht has received excellent ratings for location, cleanliness, and user experience.
This two-bedroom, one-bathroom yacht comfortably accommodates up to four guests. Amenities include a fully equipped kitchen, air conditioning, a swimming pool, a garden, and free parking.
Waterfront Eastport Condo W Pool & Parking - Annapolis, MD
9.7 12 reviews

Waterfront Eastport Condo W Pool & Parking

apartment, Annapolis
This Annapolis condo rental in Eastport is located 0.5 miles from downtown Annapolis and 0.8 miles from the U.S. Naval Academy, offering stunning Spa Creek and city views.
The two-bedroom, two-bathroom unit sleeps seven guests comfortably, boasting a king suite, a guest room with three twin beds, a queen sleeper sofa, and amenities including a rooftop pool (seasonal), parking, high-speed internet, and a private balcony ideal for watching fireworks.
Spacious Luxe Usna Home - Pool, Hot Tub, Grill - Annapolis, MD
9.4 32 reviews

Spacious Luxe Usna Home - Pool, Hot Tub, Grill

apartment, Annapolis
This smoke-free Annapolis vacation home is located in the Murray Hill neighborhood, less than a mile from the U.S. Naval Academy and the Annapolis Civil Rights Plaque.
This 3,300-square-foot house features seven bedrooms, four bathrooms, and can comfortably accommodate fourteen guests, boasting amenities such as a fully equipped kitchen, fireplace, garden, and barbecue grills.

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.

Private Patio At Hanover House At Usna Gate 3 - Annapolis, MD
9.9 75 reviews

Private Patio At Hanover House At Usna Gate 3

apartment, Annapolis
This Annapolis vacation home is located in the Historic District, within walking distance of St. John's College, Chase Lloyd House, and Hammond-Harwood House. The U.S. Naval Academy and French Soldiers Monument are also a short walk away. The property has excellent user, location, and cleanliness ratings.
This 1950 square foot house has four bedrooms and can accommodate eight guests. It includes a fully equipped kitchen, a fireplace, a balcony, a garden, a spa, parking, and a gas grill.
Navy Weekend Haven, Family-friendly Luxury Home W Fenced-in Backyard & Parking - Annapolis, MD
10 15 reviews

Navy Weekend Haven, Family-friendly Luxury Home W Fenced-in Backyard & Parking

apartment, Annapolis
This charming Craftsman-style home is located in West Annapolis, just a block from popular restaurants and three blocks from the Navy-Marine Corps Memorial Stadium, offering a convenient location for exploring the city. The apartment consistently receives excellent reviews from guests, highlighting its comfortable and family-friendly atmosphere.
This spacious rental comfortably accommodates up to 8 adults and 2 children, with 4 bedrooms and 3 bathrooms, making it perfect for families or groups. The home features a private fenced-in backyard with a patio, a playset for children, and backyard games, as well as amenities like high-speed internet, flatscreen TVs, luxury linens, complimentary toiletries, a washer and dryer, and parking for up to 4 cars.
Historic Annapolis Charmer <1mile To Nmc Stadium - Annapolis, MD
9.8 7 reviews

Historic Annapolis Charmer <1mile To Nmc Stadium

apartment, Annapolis
This spacious Annapolis home, located in Downtown Annapolis, is a 5-minute drive from the U.S. Naval Academy and a 10-15 minute walk from the Navy-Marine Corps Memorial Stadium.
The 5,010-square-foot property features five bedrooms, five bathrooms, and sleeps up to 21 guests across a main house and carriage house, boasting amenities such as a tennis court, garden, and ample parking.
Historic Annapolis Hideaway Steps To Usna And Main St W Private Patio & Parking - Annapolis, MD
10 26 reviews

Historic Annapolis Hideaway Steps To Usna And Main St W Private Patio & Parking

apartment, Annapolis
This renovated late 1800s house is located in the Historic District of Annapolis on Prince George Street, within walking distance of the US Naval Academy, St. John's College, and the state capital building. The property has earned an excellent user rating, indicating a comfortable and enjoyable stay for guests.
This charming dwelling offers a unique blend of historic elegance and modern amenities, with three bedrooms and a capacity for eight guests. Enjoy a spacious backyard with a fire pit, a gourmet kitchen with stainless steel appliances, and a private balcony overlooking the St. John's College front lawn and the USNA chapel.

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.

Historic Annapolis Home | 2 Blocks To Main St - Annapolis, MD
10 21 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.
Annapolis Light House 1 - Annapolis, MD
10 1 review

Annapolis Light House 1

apartment, Annapolis
This one-bedroom, one-bathroom condo in Annapolis offers a tranquil getaway in the 001199 district, providing a peaceful atmosphere near unspecified landmarks.
This accommodation comfortably sleeps four guests and includes internet, a kitchen, and air conditioning, ideal for a quiet escape.
Dean Street's Lower Deck House! - Annapolis, MD
9.9 15 reviews

Dean Street's Lower Deck House!

apartment, Annapolis
This Annapolis apartment rental is located in the Historic District, a short walk from the U.S. Naval Academy and the city's waterfront dining.
The one-bedroom, one-bathroom unit sleeps three guests and features a queen-size bed, sleeper sofa, private patio, backyard access, and a fully equipped kitchen including a refrigerator, microwave, and dishwasher; nearby parking garages are available.
Spacious 5 Br House - 5 Min Walk To N-mc Stadium! - Annapolis, MD
9.8 6 reviews

Spacious 5 Br House - 5 Min Walk To N-mc Stadium!

apartment, Annapolis
This Annapolis vacation rental, located in the Germantown neighborhood, is two blocks from the Navy-Marine Corps Memorial Stadium and an eight-minute drive from the US Naval Academy and downtown Annapolis.
This 2600-square-foot house features five bedrooms (three true bedrooms and two basement rooms with bunk beds), four bathrooms, a fully fenced backyard, and accommodates up to 15 guests, offering amenities such as a jacuzzi tub, foosball table, and a kitchenette in the partially finished basement.

Best Annapolis, MD apartment rentals with air conditioning

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

Uptown Condo W 2 Parking Spots

apartment, Annapolis
3br Annapolis Home, Sleeps 8, Minutes To Navy Stadium - Annapolis, MD
9.6 28 reviews

3br Annapolis Home, Sleeps 8, Minutes To Navy Stadium

apartment, Annapolis
Stadium-side Annapolis | Chef Kitchen | Sleeps 10 - Annapolis, MD
9.9 24 reviews

Stadium-side Annapolis | Chef Kitchen | Sleeps 10

apartment, Annapolis
Chic 2br + Den | Annapolis | Sleeps 6 - Annapolis, MD
No reviews

Chic 2br + Den | Annapolis | Sleeps 6

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.

Waterfront Home W Pool, Pier & Parking Mins To Annapolis - Annapolis, MD
9.6 14 reviews

Waterfront Home W Pool, Pier & Parking Mins To Annapolis

apartment, Arnold

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.

Historic Annapolis Union House With Private Patio & Free Off-site Parking - Annapolis, MD
10 33 reviews

Historic Annapolis Union House With Private Patio & Free Off-site Parking

apartment, Annapolis
Charming House; Walk To Everywhere In Annapolis - Annapolis, MD
10 187 reviews

Charming House; Walk To Everywhere In Annapolis

apartment, Annapolis
Funky Uptown Apt Meets Downtown - Hist District - Annapolis, MD
9.9 123 reviews

Funky Uptown Apt Meets Downtown - Hist District

apartment, Annapolis
Mins To Dta - King Beds - Parking - Annapolis, MD
10 5 reviews

Mins To Dta - King Beds - Parking

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 Town Center Cottage - Annapolis, MD
10 2 reviews

Annapolis Town Center Cottage

apartment, Annapolis
Historic Eastport Firehouse W Parking, Dogs Ok - Annapolis, MD
10 116 reviews

Historic Eastport Firehouse W Parking, Dogs Ok

apartment, Annapolis
Walk To Downtown Annapolis & Spa Creek From Stunning Craftsman With Game Room, Parking And Backyard - Annapolis, MD
10 21 reviews

Walk To Downtown Annapolis & Spa Creek From Stunning Craftsman With Game Room, Parking And Backyard

apartment, Annapolis
Lakefront Home With Private Pool, Hot Tub, Outdoor Space, Central Ac, & W/d - Annapolis, MD
10 1 review

Lakefront Home With Private Pool, Hot Tub, Outdoor Space, Central Ac, & W/d

apartment, Highland Beach

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.

Newly Renovated Eastport Home - Walk To Downtown - Annapolis, MD
10 10 reviews

Newly Renovated Eastport Home - Walk To Downtown

apartment, Annapolis
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