This beautifully restored Greek Revival townhouse offers a prime downtown Annapolis location directly opposite the U.S. Naval Academy, mere steps from the Navy Chapel and Gate 3. This family-friendly residence sleeps eight, featuring three bedrooms, three bathrooms, air conditioning, a well-equipped kitchen with a coffee bar, and outdoor patio space, all within easy reach of Annapolis attractions and dining.
9.9 21 reviews
Annapolis, MD
29/08 – 04/09
722 ﺩ.ﺇ/nighttotal: 4332 ﺩ.ﺇ (6 )
Gaia House
1 2
apartment , Annapolis
This Annapolis house, ideally located for exploring the city's attractions, offers easy access to Annapolis's historic district. The two-bedroom property sleeps four, features a full kitchen with fridge, freezer, and microwave, and includes parking, Wi-Fi, and air conditioning.
10 10 reviews
Annapolis, MD
25/06 – 28/06
686 ﺩ.ﺇ/nighttotal: 2058 ﺩ.ﺇ (3 )
River View Studio Apartment
1 2
apartment , Mayo
This waterfront studio flat in Mayo offers South River views and is a short walk to South River Farm Park, with Annapolis 15-20 minutes away by car, Washington D.C. 45-60 minutes away, and Baltimore 30-45 minutes away. This 46-square-metre efficiency apartment accommodates two guests with a queen-size bed and a kitchenette equipped with a full-sized refrigerator and microwave, and features private access via an external staircase above a garage.
9.6 32 reviews
Annapolis, MD
12/07 – 30/08
1779 ﺩ.ﺇ/nighttotal: 87171 ﺩ.ﺇ (49 )
Beautiful Modern House
1 2
apartment , Highland Beach
This Highland Beach house, sleeping seven guests across three bedrooms and two bathrooms, offers a self-contained stay with excellent user, location and cleanliness ratings. The property features a fully equipped kitchen (fridge, freezer, microwave, dishwasher), air conditioning, a garden, parking, and internet access, although closet space is limited and unavailable to guests.
9.9 24 reviews
Annapolis, MD
29/06 – 01/07
799 ﺩ.ﺇ/nighttotal: 1598 ﺩ.ﺇ (2 )
Annapolis 4 Steps To Harbor Backs To Gate 1
1 4
apartment , Naval Academy
This flat offers prime downtown Annapolis accommodation, situated one block from the harbour and dining options, and directly adjacent to the Naval Academy's Gate 1. This one-bedroom, one-bathroom property accommodates up to four guests and includes essential kitchen appliances, air conditioning, garden access, and dedicated parking, making it ideal for visitors to the Naval Academy.
10 6 reviews
Annapolis, MD
03/12 – 06/12
2170 ﺩ.ﺇ/nighttotal: 6510 ﺩ.ﺇ (3 )
5 Br House With Ev Charger Near Downtown Annapolis
1 10
apartment , Annapolis
Voyagers' Nest is a five-bedroom property located approximately 800 meters from downtown Annapolis and the U.S. Naval Academy, offering convenient access to the historic waterfront. This spacious house accommodates up to 12 guests with five bedrooms, two bathrooms, two living rooms, a fully equipped kitchen, a private fenced garden with a patio, whole-house water filtration, high-speed Wi-Fi, and ample parking including a driveway and free street parking.
9.6 85 reviews
Annapolis, MD
06/08 – 10/08
3354 ﺩ.ﺇ/nighttotal: 13416 ﺩ.ﺇ (4 )
Three Miles From Historic Annapolis!
1 10
apartment , Arnold
This five-bedroom, three-bathroom apartment is located in Arnold, Maryland, just three miles from the Naval Academy and downtown Annapolis, offering easy access to both historic attractions and bustling city life. The property has received excellent ratings for location, cleanliness, and overall user experience, making it a popular choice for travellers. The spacious apartment comfortably accommodates up to 15 guests, with a layout perfect for family gatherings or group trips. Amenities include a fully equipped kitchen, a large garden, and a dedicated parking space, ensuring a comfortable and enjoyable stay.
10 2 reviews
Annapolis, MD
29/06 – 01/07
2250 ﺩ.ﺇ/nighttotal: 4500 ﺩ.ﺇ (2 )
2026 Commissioning Week Promo: Book 6 Nights, Get The 7th Free
2 4
apartment , Annapolis
This Eastport condominium provides waterfront accommodation on Spa Creek, situated 800 meters from downtown Annapolis and a 15-minute walk to the U.S. Naval Academy. This two-bedroom flat accommodates up to five guests and features a private furnished balcony with sweeping views of Spa Creek and historic Annapolis, alongside access to a seasonal waterfront swimming pool and high-speed Wi-Fi.
10 72 reviews
Annapolis, MD
01/07 – 08/07
1711 ﺩ.ﺇ/nighttotal: 11977 ﺩ.ﺇ (7 )
Charming Historic Home <.75mile To Navy Stadium, 1mile To Usna And Downtown
1 2
apartment , Annapolis
This family-friendly holiday home is located in Annapolis, just 1.6km from People's Brewer Hill Cemetery, Helen Avalynne Tawes Garden, and Maryland Hall for Creative Arts, and 3.2km from the U.S. Naval Academy. Guests have consistently rated this property excellent for location, cleanliness, and overall user experience. The four-bedroom property spans 372 square metres and comfortably accommodates up to 14 guests. This spacious house offers a range of amenities, including a fully equipped kitchen, a private garden with a barbecue, a tennis court, and a terrace, making it perfect for families and groups seeking a relaxing and enjoyable stay.
The Thomas Hyde House, a six-bedroom property in Annapolis' city centre, offers exceptional proximity to Main Street and City Dock, providing stunning views of the Maryland State House. This large house sleeps twelve guests and boasts four bathrooms, a fully equipped kitchen including a fridge, microwave, and dishwasher, air conditioning, on-site parking (a rare find downtown), and excellent guest reviews.
10 5 reviews
Annapolis, MD
06/08 – 10/08
2961 ﺩ.ﺇ/nighttotal: 11844 ﺩ.ﺇ (4 )
Eastport Craftsman Retreat
1 10
apartment , Annapolis
This spacious Eastport house in Annapolis, Maryland is located minutes from the Eastport Shopping Centre and a short walk from the downtown area. Sleeping up to ten guests, this five-bedroom, 2.5-bathroom property boasts a fully equipped kitchen, garden, parking, and air conditioning; its sustainable design includes geothermal heating and cooling, and solar energy.
Annapolis, MD
06/08 – 10/08
3682 ﺩ.ﺇ/nighttotal: 14728 ﺩ.ﺇ (4 )
New Luxury Townhome Near Downtown Annapolis
1 10
apartment , Annapolis
This new luxury townhome in Admiral's Quarters, Annapolis, offers excellent access to downtown Annapolis, the U.S. Naval Academy (5.6 kilometres away), and the Navy-Marine Corps Memorial Stadium (3.2 kilometres away), with straightforward commuter routes to Washington D.C. and Baltimore. This dog-friendly residence boasts four en suite bedrooms, accommodating up to 12 guests with four levels of living space, a gourmet kitchen with stainless steel appliances, air conditioning, and parking for 3-4 vehicles, making it ideal for events such as Commissioning Week and football weekends.
Best family friendly Annapolis, MD apartment rentals
Among the 585 accommodations in Annapolis, MD, here are the 4 best family friendly apartments
10 5 reviews
Annapolis, MD
12/07 – 30/08
1864 ﺩ.ﺇ/nighttotal: 91336 ﺩ.ﺇ (49 )
Historic Annapolis Retreat Steps From The Statehouse & City Dock With Parking And Private Patio
3 2
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.
10 11 reviews
Annapolis, MD
03/12 – 06/12
3729 ﺩ.ﺇ/nighttotal: 11187 ﺩ.ﺇ (3 )
July 4th In Annapolis, Fire Pit + 3 King Beds
1 10
apartment , Annapolis
This five-bedroom, four-and-a-half-bathroom flat is located just 2.4 kilometres from historic downtown Annapolis and the US Naval Academy, placing you within walking distance of ghost tours and waterfront restaurants. This spacious residence accommodates up to ten guests, featuring a fully equipped kitchen with high-end appliances, a finished basement with a kitchenette and bar, and an outdoor patio with a fire pit and propane grill, ideal for enjoying the local festivals.
10 76 reviews
Annapolis, MD
24/07 – 29/07
2800 ﺩ.ﺇ/nighttotal: 14000 ﺩ.ﺇ (5 )
Usna Home Steps To Stadium Dog-friendly W Parking
3 3
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.
9.8 20 reviews
Annapolis, MD
06/11 – 08/11
5906 ﺩ.ﺇ/nighttotal: 11812 ﺩ.ﺇ (2 )
Chesapeake Comfort, Annapolis.
3 2
apartment , Annapolis
This Annapolis holiday home is centrally located, less than 0.5 km from Peters Cove and 3.2 km from the United States Naval Academy. The 186 square metre property boasts three bedrooms, two bathrooms, sleeps six, and includes a fully equipped kitchen, private patio, free Wi-Fi, and access to a spa.
Best Annapolis, MD apartments rentals with a pool
Among the 585 accommodations in Annapolis, MD, here are the 4 best apartment with a pool
9.9 63 reviews
Annapolis, MD
31/07 – 02/08
1741 ﺩ.ﺇ/nighttotal: 3482 ﺩ.ﺇ (2 )
The Usna Getaway!
1 4
apartment , Annapolis
This Annapolis apartment, less than 0.8km from the United States Naval Academy and Annapolis city centre, and under 100 feet from Spa Creek, offers superb waterfront access. Sleeping six guests, this one-bedroom condo boasts a California king bed, queen Murphy bed, and queen pull-out sofa, plus a fully equipped kitchen including a dishwasher, and access to a rooftop swimming pool with city views; nearby restaurants are within easy walking distance.
9.7 18 reviews
Annapolis, MD
17/09 – 22/09
1027 ﺩ.ﺇ/nighttotal: 5135 ﺩ.ﺇ (5 )
Eastport Apartment
1 1
apartment , Annapolis
This Annapolis apartment, ideally located in the city centre, offers easy access to the Annapolis City Dock and the United States Naval Academy, both within a short walking distance (precise distances unstated). The one-bedroom flat sleeps four, includes a kitchen, air conditioning, parking, and a swimming pool, providing a comfortable base for exploring this historic Maryland city.
10 81 reviews
Annapolis, MD
15/08 – 22/08
1244 ﺩ.ﺇ/nighttotal: 8708 ﺩ.ﺇ (7 )
Waterfront Oasis Of Annapolis Star
2 2
apartment , Arnold
This flat is situated in Annapolis, just a short distance from the Maryland World War II Memorial, Jonas Green State Park, and the Naval Health Clinic. It has received excellent reviews from previous guests. The apartment is well-equipped and includes a kitchen with a fridge, microwave, and dishwasher. It also offers a range of amenities, such as a private pool, a fireplace, a terrace, and free Wi-Fi.
Annapolis, MD
29/06 – 01/07
2715 ﺩ.ﺇ/nighttotal: 5430 ﺩ.ﺇ (2 )
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.
1 4
apartment , Annapolis
This Eastport condominium provides waterfront access near Annapolis marinas and sailing events, situated within walking distance of downtown Annapolis and its dining options, as well as cultural attractions such as the Annapolis Maritime Museum and The Colonial Players. This one-bedroom condominium accommodates up to four guests, featuring a fully stocked kitchen, a king bedroom with memory foam beds, a luxurious rainfall shower, and two dedicated parking spaces, complemented by a rooftop pool with harbour views.
Frequently Asked Questions about apartment rentals in Annapolis, MD
What are the must-see attractions for a 2 days stay in Annapolis, MD?
For a two-day trip, you'll want to see the United States Naval Academy, the State House, and the Annapolis Maritime Museum. You can also take a stroll along the harbour and enjoy the views.
Which neighborhoods in Annapolis, MD are best for renting an apartment?
Downtown Annapolis is a popular choice, but you'll find more affordable options in neighborhoods like Eastport, West Annapolis, and the Harbour area. These places are all within easy reach of the city centre.
What are the best apartments with a pool in Annapolis, MD?
What are the top cultural and historical sites in Annapolis, MD?
Annapolis is steeped in history. The Maryland State House, the oldest state capitol building still in use in the United States, is a must-see. The William Paca House and Garden is another great option, and you can learn about the city's maritime history at the Annapolis Maritime Museum.
What are the best apartments with a jacuzzi in Annapolis, MD?
Annapolis is known as the sailing capital of the United States. It's home to the United States Naval Academy and has a rich maritime history. The city's beautiful harbour, charming historic district, and vibrant arts scene also contribute to its unique character.
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 spot for local produce and artisanal goods. For street food, head to the City Dock area, where you'll find a variety of vendors selling everything from seafood to ice cream.
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. The best way to get around is by car. However, there are buses and water taxis available, especially during peak tourist season.
What are the best apartments with parking in Annapolis, MD?
Which seasonal events or festivals should apartment renters look forward to in Annapolis, MD?
Annapolis has a lively events calendar throughout the year. The Annapolis Sailboat Show in October is a popular event, as is the Annapolis Christmas Festival in December. The city also hosts a number of smaller festivals and events throughout the year.
What amenities are typically included in apartments in Annapolis, MD?
Amenities vary depending on the apartment, but you'll often find central heating, a washing machine and dryer, and parking included. Some apartments may also offer additional amenities like a swimming pool or fitness centre.
Destinations nearby
Best Annapolis, MD apartment rentals with air conditioning
9.9 637 reviews
Annapolis, MD
01/07 – 08/07
833 ﺩ.ﺇ/nighttotal: 5831 ﺩ.ﺇ (7 )
Renovated Apt In Historic Dist W/2 Parking Spots
2 2
apartment , Annapolis
This two-bedroom apartment is situated in Annapolis's Historic District, just 800 metres from the city centre and a short walk from the free trolley stop connecting to the US Naval Academy, the city's main attractions and the Annapolis Yacht Club. The 84 square metre apartment is perfect for couples or small groups with a fully equipped kitchen, a private entrance, and two dedicated parking spaces, a rare find in Annapolis.
8.6 4 reviews
Annapolis, MD
03/12 – 06/12
2035 ﺩ.ﺇ/nighttotal: 6105 ﺩ.ﺇ (3 )
Fabulous 5-bedroom House With Ac In Charming Annapolis
5 10
apartment , Annapolis
This property is a spacious five-bedroom house located in Annapolis, a mere 5-minute drive from the city centre and the Naval Academy, with a bus stop directly opposite for convenient travel. This detached house accommodates up to ten guests and offers a microwave oven, dishwasher, and air conditioning, with parking available, whilst being a short drive from the Navy-Marine Corps Memorial Stadium and close to Jonas Green State Park for outdoor pursuits.
10 26 reviews
Annapolis, MD
25/06 – 28/06
2465 ﺩ.ﺇ/nighttotal: 7395 ﺩ.ﺇ (3 )
Prime Eastport Location - Waterfront Condo With Parking
2 2
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.
8.0 1 review
Annapolis, MD
24/07 – 29/07
1295 ﺩ.ﺇ/nighttotal: 6475 ﺩ.ﺇ (5 )
1 Block To Downtown Annapolis 3br Retreat
3 3
apartment , Annapolis
This Annapolis flat offers a convenient location, a mere 1.4 kilometre stroll from Annapolis Harbour and within easy reach of Baltimore attractions such as the Inner Harbour (40 kilometres) and Pier Six Concert Pavilion (42 kilometres), with Baltimore-Washington International Airport situated 29 kilometres away. This 84 square metre residence accommodates up to 10 guests, featuring a fully equipped kitchen with a dishwasher and oven, air conditioning, heating, free WiFi, and a washing machine, with towels and bed linen provided.
Best pet-friendly Annapolis, MD apartment rentals
10 1 review
Annapolis, MD
24/07 – 29/07
7195 ﺩ.ﺇ/nighttotal: 35975 ﺩ.ﺇ (5 )
Downtown Annapolis Duke's House
1 3
apartment , Annapolis
This Annapolis Historic District house, a short walk (under 1.6km) from Spa Creek and the United States Naval Academy, and less than 0.8km from the Maynard-Burgess House and the Kunta Kinte Plaque & Alex Haley Memorial, offers convenient access to key Annapolis attractions. This four-bedroom, four-bathroom property sleeps nine guests and includes a fully equipped kitchen, private garden, on-site parking, and a washing machine; enjoy a smoke-free stay in this comfortable family home.
10 52 reviews
Annapolis, MD
31/07 – 02/08
2006 ﺩ.ﺇ/nighttotal: 4012 ﺩ.ﺇ (2 )
Gorgeous Carriage House Close To Usna, Walk To Stadium, Free Parking, Pets+kids
2 4
apartment , Annapolis
This three-bedroom Annapolis apartment, situated in the Admiral Heights neighbourhood, is less than 1km from People's Brewer Hill Cemetery and 2.6km from the United States Naval Academy. The self-catering property sleeps six, boasts a private fenced yard, patio, fireplace, fully equipped kitchen, and access to community gardens and barbeque facilities; nearby attractions include the Helen Avalynne Tawes Garden (within a 15-minute drive).
9.6 14 reviews
Annapolis, MD
29/06 – 01/07
2716 ﺩ.ﺇ/nighttotal: 5432 ﺩ.ﺇ (2 )
Downtown Pinkney House W/parking
2 4
apartment , Annapolis
This Annapolis Historic District property is situated less than a kilometre from Annapolis City Dock and the United States Naval Academy, offering easy access to 14 Fleet Street and The Colonial Players. The two-bedroom, three-bathroom house sleeps four guests and includes a fully equipped kitchen with dishwasher, in-unit laundry, a balcony, and parking; enjoy nearby attractions and on-site entertainment.
9.0 14 reviews
Annapolis, MD
06/11 – 08/11
1570 ﺩ.ﺇ/nighttotal: 3140 ﺩ.ﺇ (2 )
18th Cent. Charm In Historic Downtown Annapolis
1 2
apartment , Annapolis
This furnished flat is situated in Annapolis's historic district, offering a colonial living experience circa 1770, within a 5-minute walk of Annapolis City Dock and near public parking garages. This 74 square meter residence accommodates two guests with one bedroom and one bathroom, featuring a kitchenette with a microwave, fridge, and toaster, air conditioning, Wi-Fi, a garden, and parking, all within walking distance of key landmarks like the Kunta Kinte Plaque & Alex Haley Memorial.
