This Lafayette Avenue apartment offers a central Annapolis location, within walking distance of the U.S. Naval Academy, the downtown area, and the city's waterfront. This three-bedroom, two-bathroom rental sleeps eight guests and features a fully equipped kitchen, fast Wi-Fi, and private outdoor space.
10 76 reviews
Annapolis, MD
12/03 – 12/06
$1043/nighttotal: $3129 (3 )
Usna Home Steps To Stadium Dog-friendly W Parking
3 10
apartment , Annapolis
This Annapolis home is conveniently located in West Annapolis, just a short walk from shops, restaurants, and the Navy-Marine Corps Memorial Stadium. The apartment consistently receives excellent ratings for location, cleanliness, and overall user experience. This spacious 3-bedroom rental comfortably sleeps 11 guests and offers 2,200 square feet of living space. The home includes a private backyard with a hot tub, fire pit, and outdoor kitchen, as well as a fully equipped kitchen, a swimming pool, a spa, and a tennis court for your enjoyment.
9.0 24 reviews
Annapolis, MD
06/23 – 06/25
$1980/nighttotal: $3960 (2 )
Spacious Historic Home Downtown Annapolis Main St. Book For Commissioning Week!
6 2
apartment , Annapolis
This Annapolis apartment is located in the Historic District, just steps away from City Dock, the US Naval Academy, and Main Street, with the State Capitol a short walk away. It has received excellent user ratings, making it a popular choice for travelers. This spacious 6-bedroom, 5-bathroom home spans 3,800 square feet and comfortably accommodates up to 16 guests. The apartment features a fully equipped kitchen, a charming back patio, a rooftop deck, and multiple living spaces for relaxation and entertaining.
9.8 135 reviews
Annapolis, MD
07/16 – 07/19
$476/nighttotal: $1428 (3 )
Historic Downtown House With Off Street Parking
1 5
apartment , Annapolis
This Annapolis house rental is ideally located one block from the Annapolis waterfront, offering easy access to restaurants and shops. The four-bedroom, one-bathroom home sleeps eight guests and features a fully stocked gourmet kitchen, off-street parking for three cars, and a private garden.
10 56 reviews
Annapolis, MD
06/28 – 06/30
$412/nighttotal: $824 (2 )
East Street Retreat
1 2
apartment , Annapolis
This East Street rental is centrally located in Historic Downtown Annapolis, within walking distance of the U.S. Naval Academy and City Dock. The two-bedroom, 1.5-bathroom apartment features a coastal-themed design, in-unit laundry, a rooftop deck, and can comfortably accommodate four guests.
9.9 36 reviews
Annapolis, MD
12/03 – 12/06
$797/nighttotal: $2391 (3 )
Annapolis 4br With Game Room - Walk Everywhere!
1 10
apartment , Annapolis
This Annapolis apartment is located in the Eastport neighborhood, just a short walk from City Dock/Ego Alley and a mile from the Navy Yard, offering easy access to restaurants, shops, and a brewery. Guests have consistently rated the apartment as excellent for location, cleanliness, and overall experience. The rental has four bedrooms and three bathrooms, comfortably accommodating up to 13 guests. The property includes a fenced-in yard with patios, a game room with pool, shuffleboard, and darts, and a fitness center.
9.9 38 reviews
Annapolis, MD
08/06 – 08/10
$1738/nighttotal: $6952 (4 )
The Retreat @ Back Creek
1 10
apartment , Annapolis
This waterfront home in Eastport is within walking distance of downtown Annapolis. It has excellent user, location, and cleanliness ratings. The five-level home has five bedrooms and three bathrooms and can accommodate up to 16 guests. It features an indoor heated pool, a gourmet kitchen, an expansive great room with a fireplace, an entertainment room, a rec room with a bar and ping pong table, an indoor pool room with a hot tub and sauna, and a landscaped private patio with a fire pit and grill.
10 33 reviews
Annapolis, MD
06/19 – 06/21
$911/nighttotal: $1822 (2 )
All-stop. Rental Midships.
2 2
apartment , Annapolis
This charming townhome is located in downtown Annapolis, just steps away from Gate One, City Dock Waterfront, and all the attractions of Historic Downtown Annapolis. The property boasts excellent user, location, and cleanliness ratings, ensuring a comfortable and enjoyable stay. This two-bedroom dwelling comfortably accommodates up to four guests, providing a spacious and well-appointed living environment. Enjoy the convenience of a fully equipped kitchen, a private balcony, and access to a garden and spa, perfect for relaxing after a day of exploring the city.
This downtown Annapolis apartment is situated within walking distance of the United States Naval Academy and Main Street, making it ideal for exploring the city's historical attractions. The two-level apartment includes a fully equipped kitchen, a comfortable living area, and can accommodate up to four guests.
9.9 96 reviews
Annapolis, MD
07/16 – 07/19
$475/nighttotal: $1425 (3 )
Usna Downtown House With Garage Parking Ev 3bd/2ba
1 4
apartment , Annapolis
This Annapolis carriage house sits between the City Dock and State Circle, offering easy walking access to both. The two-bedroom, two-bathroom home sleeps seven, features a remodeled kitchen with modern appliances, including a dishwasher, and boasts amenities such as an EV charger, smart TV, and comfortable Novaform mattresses; a pack 'n play crib and toddler bed are also available.
9.7 99 reviews
Annapolis, MD
06/30 – 07/03
$406/nighttotal: $1218 (3 )
Chic Renovation On Fleet Street
2 2
apartment , Annapolis
This downtown Annapolis rowhouse offers a central location within walking distance of the US Naval Academy and City Dock, providing easy access to Annapolis's shops, restaurants, and historical sites. This two-bedroom, one-and-a-half-bathroom rental boasts a stylish open floor plan, a private patio, and amenities including a full kitchen with dishwasher, air conditioning, and parking, comfortably accommodating up to four guests.
9.5 11 reviews
Annapolis, MD
11/12 – 11/14
$331/nighttotal: $662 (2 )
Bay Ridge Unit By Downtown Annapolis And Quiet Waters Park
2 2
apartment , Annapolis
This Annapolis Bay Ridge rental is conveniently located near Downtown Annapolis and Quiet Waters Park, 3.4 miles from Annapolis Harbor. This 1190-square-foot apartment features two bedrooms, one bathroom, and accommodates up to 11 guests, offering free parking, a fully equipped kitchen, in-unit laundry, and a private garden.
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.
9.7 169 reviews
Annapolis, MD
12/03 – 12/06
$603/nighttotal: $1809 (3 )
Lots Free Parking, Hot Tub, Outdoor Oasis - Not Party House
1 10
apartment , Annapolis
This Annapolis duplex is conveniently located within walking distance of the Navy stadium and less than a mile from the City Dock, offering easy access to the city's attractions. The property has received excellent ratings for its cleanliness, location, and overall experience. This spacious 2400 square foot home features 5 bedrooms, multiple bathrooms, and comfortable sleeping arrangements for up to 14 guests. Enjoy a variety of amenities, including a hot tub, fireplace, game room, fitness center, and a well-equipped kitchen.
9.9 18 reviews
Annapolis, MD
12/03 – 12/06
$1371/nighttotal: $4113 (3 )
Historic Downtown Luxury • Usna • Waterfront
1 10
apartment , Annapolis
This historic 5-bedroom, 3.5-bathroom house on Prince George Street in downtown Annapolis offers an authentic experience, located less than a minute's walk from the waterfront and the Naval Academy's Gate 1. This spacious residence accommodates up to 12 guests, featuring a kitchen with a fridge, freezer, and microwave, air conditioning, a garden, and parking, with an oversized patio overlooking the town.
Annapolis, MD
12/03 – 12/06
$1301/nighttotal: $3903 (3 )
New Luxury Townhome Near Downtown Annapolis With Multiple Ensuite Bedrooms And Parking
4 10
apartment , Annapolis
This brand-new, farmhouse-style luxury townhome in Admiral's Quarters offers a prime Annapolis location, just 2 miles from Navy-Marine Corps Memorial Stadium and 3.5 miles from the U.S. Naval Academy, with easy access to Washington D.C. (30 miles) and Baltimore (28 miles). This 2260 square foot residence features five bedrooms, four bathrooms, accommodating up to 12 guests, and includes a gourmet kitchen, private driveway parking, and is dog-friendly.
9.9 48 reviews
Annapolis, MD
07/16 – 07/19
$514/nighttotal: $1542 (3 )
Historic Home In Annapolis
1 4
apartment , Annapolis
This 1762 Annapolis home, situated on a prime street in the Historic District, offers easy walking access to many of Annapolis's historical sites and attractions, including proximity to sites related to Francis Scott Key. This three-bedroom, two-bathroom house sleeps six, boasting a chef's kitchen with Sub-Zero and Viking appliances, a Miele coffee system, a fire pit, Smart TVs, a washer/dryer, and a dedicated workspace with a printer.
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.
10 3 reviews
Annapolis, MD
06/25 – 06/28
$529/nighttotal: $1587 (3 )
Book Cw26 Waterfront Suite Scenic Annapolis Views
1 2
apartment , Annapolis
This Eastport condo provides 3rd-floor waterfront living with sweeping views of Spa Creek, located a 10-minute walk (approximately 5,280 feet) to downtown Annapolis and a 15-minute walk (approximately 7,920 feet) to the U.S. Naval Academy. This apartment accommodates up to five guests with two bedrooms, one bathroom, and features a private furnished balcony, an open-concept living space with a fully equipped kitchen, access to a seasonal waterfront swimming pool, and assigned parking for one car.
10 7 reviews
Annapolis, MD
07/16 – 07/19
$370/nighttotal: $1110 (3 )
Spa Creek Waterfront | Pool & Parking
1 4
apartment , Annapolis
This Eastport condo provides waterfront living on Spa Creek, a short walk to Downtown Annapolis and the US Naval Academy. This two-bedroom condo accommodates up to four guests and features a private deck, access to a seasonal community pool, a fully equipped kitchen, and free parking for two cars.
9.8 27 reviews
Annapolis, MD
06/27 – 06/29
$2414/nighttotal: $4828 (2 )
Spacious Luxe Usna Home - Pool, Hot Tub, Grill
5 2
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.
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?
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?
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.
Destinations nearby
Best Annapolis, MD apartment rentals with air conditioning
9.8 93 reviews
Annapolis, MD
07/24 – 07/27
$220/nighttotal: $660 (3 )
Charming, Chic Downtown Annapolis Apartment
1 2
apartment , Annapolis
This Downtown Annapolis apartment rental is located one block from Main Street, West Street, and Church Circle, offering easy access to the US Naval Academy, Ego Alley, and the Maryland State House. The one-bedroom, one-bathroom unit sleeps two guests and features a fully equipped kitchen with a fridge, microwave, and dishwasher, private parking, and a front porch; enjoy nearby shops, restaurants, and bars.
10 49 reviews
Annapolis, MD
09/25 – 10/18
$951/nighttotal: $21873 (23 )
Downtown Gem! Stay In A Historic Carriage House Steps From Main Street, City Dock & Usna
2 2
apartment , Annapolis
This restored 1857 row house is located in downtown Annapolis, just half a block from Main Street, two blocks from the waterfront, and three blocks from the United States Naval Academy. This 1,350 square foot house features two bedrooms with king and queen beds, a den with a sofa bed, and two full bathrooms, accommodating up to six guests, with a fully-equipped kitchen, private patio, and modern amenities like WiFi and keyless entry.
Annapolis, MD
06/20 – 06/27
$1056/nighttotal: $7392 (7 )
Historic Downtown Townhome With Brick Courtyard, Sunroom & Parking
3 1
apartment , Annapolis
This historic two-story house, a 3-bedroom, 2-bathroom apartment for 6 guests, is located in Annapolis's Historic District, 2 blocks from the Maryland State House and 3 blocks from City Dock. This rental offers air conditioning, a full kitchen with a fridge, microwave, and dishwasher, internet, concierge service, parking, and a sunroom with a desk, all within walking distance of attractions like the US Naval Academy and Watermark Tours.
10 31 reviews
Annapolis, MD
06/23 – 06/25
$731/nighttotal: $1462 (2 )
Historic Downtown Annapolis Union House With Private Patio & Free Off-site Parking
3 2
apartment , Annapolis
This three-bedroom, two-bathroom Annapolis apartment is located in the historic district, within walking distance of the US Naval Academy, Main Street, and the waterfront. The 1,270-square-foot apartment features a gourmet kitchen with high-end appliances, a fenced-in back patio with a dining table and bar seating, and a dedicated parking spot in a nearby garage.
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, MD
06/19 – 06/22
$732/nighttotal: $2196 (3 )
Adorable Home Steps From Navy Stadium!
4 2
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.
10 4 reviews
Annapolis, MD
11/12 – 11/14
$621/nighttotal: $1242 (2 )
Belle By The Bay Summ
3 2
apartment , Annapolis
This Annapolis vacation home is conveniently located near the Dr. Aris T. Allen Memorial (0.4 miles) and the U.S. Naval Academy (2.9 miles), with the Wild Bird Center and St. John's College also within 1 mile. The three-bedroom house, sleeping up to 10 guests with a sofa bed, offers a fully equipped kitchen, two bathrooms, a private balcony, on-site garden, barbecue grills, and parking; enjoy nearby attractions and explore Annapolis's historical sites.
9.9 220 reviews
Annapolis, MD
07/12 – 07/13
$651/nightfor 1 night
Secluded Cottage_ A+ Amenities In Historic Dwntwn
1 2
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.
10 2 reviews
Annapolis, MD
06/20 – 07/18
$345/nighttotal: $9660 (28 )
Beautiful Renovated Home In Heart Of Annapolis
1 2
apartment , Annapolis
This 4-bedroom, 4-bathroom condo is located within a 5-minute walk of downtown Annapolis dining and entertainment and the Navy Stadium. This modern residence offers air conditioning, internet, and parking, accommodating up to 4 guests.
