This charming bungalow in West Annapolis is located just across the street from the Navy-Marine Corps Memorial Stadium and is within walking distance of downtown Annapolis, the Arts District, and Historic Annapolis, all within 1.6km. The accommodation has received excellent ratings for location, cleanliness, and overall user experience. The bungalow features two bedrooms and one bathroom, comfortably accommodating up to six guests. Amenities include a fully equipped kitchen, a screened-in porch with rocking chairs, a patio with a chiminea, a laundry facility, and a paved trail for walking and running directly across the street.
9.7 227 reviews
Annapolis, MD
06/11 – 08/11
275 €/nighttotal: 550 € (2 )
Beautiful Condo - Water View Near City Dock
1 2
apartment , Annapolis
This one-bedroom apartment is conveniently located in Eastport, Annapolis, within walking distance of Spa Creek and the US Naval Academy. The apartment has received excellent ratings for location, cleanliness, and overall user experience. The 57 square metre apartment comfortably accommodates up to four guests. The apartment offers a range of amenities, including a private pool, access to a water park and outdoor pool, a fully equipped kitchen, a terrace, a garden, a spa, parking, and internet access.
Annapolis, MD
29/06 – 01/07
518 €/nighttotal: 1036 € (2 )
Spacious 5-bedroom House With Ac In Gorgeous Annapolis Historic District Capital
5 4
apartment , Annapolis
This five-bedroom flat is situated in Annapolis's Historic District, offering proximity to cultural sites such as the Annapolis Civil Rights Plaque and ARTFX Gallery of Fine Crafts and Arts, and is conveniently located near the Chesapeake Bay Bridge. This accommodation sleeps up to ten guests and includes a microwave oven, dishwasher, air conditioning, and parking, with Wi-Fi available and pets welcome, making it suitable for families or groups attending events at the Navy-Marine Corps Memorial Stadium.
10 1 review
Annapolis, MD
12/07 – 13/07
719 €/nightfor 1 night
Eastport 3 Bedroom Cottage: Walk To Downtown
3 2
apartment , Annapolis
This Eastport cottage is located a 15-minute walk from Downtown Annapolis, placing it near Annapolis Harbour and Ego Alley. Accommodating up to 8 guests, this property offers 3 bedrooms, 2 bathrooms, a fully equipped kitchen with a fridge, microwave oven, and dishwasher, air conditioning, garden, parking, and internet.
9.5 116 reviews
Annapolis, MD
01/07 – 08/07
174 €/nighttotal: 1218 € (7 )
Hideaway In The Middle Of Everything Ayc 2+br Apt
1 2
apartment , Annapolis
This Annapolis yacht, situated on Severn Avenue in Eastport, is conveniently located near the Annapolis Yacht Club and Spa Creek Bridge, a 1.5-2.5 km stroll from City Dock and the US Naval Academy. The two-bedroom, one-bathroom vessel sleeps six adults comfortably, boasting a fully equipped kitchen (fridge, microwave, dishwasher), free Wi-Fi, and ozone sanitization; shared laundry facilities and a private keyed entry are also available, with the option to rent a combined unit with a nearby tiny house.
9.2 16 reviews
Annapolis, MD
11/09 – 19/09
275 €/nighttotal: 2200 € (8 )
Cute And Close To Downtown! Off Street Parking W/ Short Walk To Academy/stadium
2 4
apartment , Annapolis
This Annapolis Historic District property is less than 1.6km from Peters Cove and the United States Naval Academy, and within a 10-minute walk of Stanton School & Community Centre and the First Baptist Church. The two-bedroom, two-bathroom house sleeps six guests and boasts a fully equipped kitchen, private balcony, free Wi-Fi, and parking; charcoal grills are available for outdoor cooking.
10 4 reviews
Annapolis, MD
03/12 – 06/12
960 €/nighttotal: 2880 € (3 )
Sing Second Staysspacious Annapolis Home Near Usna & Navy Stadium
4 10
apartment , Annapolis
This Annapolis holiday home, near the United States Naval Academy (2.2-3.5 km from various gates) and downtown Annapolis, offers convenient access to the Navy-Marine Corps Memorial Stadium (2.3 km) and waterfront dining. The 232 square metre property features a spacious split-level design sleeping up to 10 guests, boasting a well-equipped kitchen, two outdoor areas, and entertainment facilities including multiple TVs, a Pop-A-Shot basketball game, and a Golden Tee arcade machine.
9.7 177 reviews
Annapolis, MD
15/08 – 22/08
231 €/nighttotal: 1617 € (7 )
Fleet St Retreat In Downtown - Great Location!
1 2
apartment , Annapolis
This two-bedroom townhouse is situated on Fleet Street in Annapolis city centre, just a short walk from the US Naval Academy, the State House and City Dock. The 84 square metre property offers a modern, fully equipped kitchen, a small patio and sleeps up to five guests, making it ideal for families or groups of friends visiting the area.
9.8 8 reviews
Annapolis, MD
25/06 – 28/06
525 €/nighttotal: 1575 € (3 )
Cute Bungalow Blocks To Stadium
2 2
apartment , Annapolis
This Annapolis holiday home in Admiral Heights is situated 0.8km from People's Brewer Hill Cemetery and 2.6km from the United States Naval Academy. The 111 square metre property sleeps six guests and boasts three bedrooms, two bathrooms, a fully equipped kitchen, a private balcony, a garden with barbecue, and parking; enjoy nearby attractions such as the Navy-Marine Corps Memorial Stadium and Helen Avalynne Tawes Garden.
Annapolis, MD
06/08 – 10/08
1143 €/nighttotal: 4572 € (4 )
New Luxury Townhome Near Downtown Annapolis With Multiple Ensuite Bedrooms And Parking
4 10
apartment , Annapolis
This brand-new, four-level farmhouse-style townhome is located just 3.2 kilometres from the U.S. Naval Academy and 2 kilometres from the Navy-Marine Corps Memorial Stadium, offering a convenient base for exploring Annapolis. This spacious 210 square metre residence accommodates up to 12 guests with five bedrooms, four en-suite bathrooms, a gourmet kitchen, and a terrace, while being dog-friendly and offering ample parking.
10 40 reviews
Annapolis, MD
29/06 – 01/07
301 €/nighttotal: 602 € (2 )
Admiral’s Landing: Walk To Naval Academy, West St.
1 4
apartment , Annapolis
Admiral's Landing is a townhouse located just a short walk from West Street and the Naval Academy in Annapolis, offering a quiet and convenient base for exploring the city. It has consistently received excellent ratings for its location, cleanliness, and overall experience. The townhouse features three bedrooms and one bathroom, accommodating up to six guests. Amenities include a fully equipped kitchen, high-speed Wi-Fi, a private porch, and a laundry facility, making it ideal for families and groups.
Annapolis, MD
12/07 – 30/08
371 €/nighttotal: 18179 € (49 )
Mins To Downtown In Waterfront Community At Pet-friendly Pinecrest Bungalow
2 2
apartment , Annapolis
This Annapolis waterfront property is situated within a 2.4km walk of the Bay Bridge Market Place Shopping Centre and Maryland Quiet Waters Park, and under 1.6km from Historic Mount Moriah AME Church and the Historical Society of Talbot County. This four-bedroom, two-bathroom holiday home sleeps eight guests and boasts a spa, fitness centre, garden, terrace, and parking, plus an arcade/game room and barbecue facilities.
Best family friendly Annapolis, MD Holiday Apartments and Self Catering Accommodations
Among the 585 accommodations in Annapolis, MD, here are the 4 best family friendly holiday apartments
10 33 reviews
Annapolis, MD
01/07 – 08/07
575 €/nighttotal: 4025 € (7 )
All-stop. Rental Midships.
2 2
apartment , Annapolis
This two-bedroom townhome is located in the heart of Downtown Annapolis, just a short walk from the Naval Academy, City Dock, and other major attractions. The property has received excellent ratings for location, cleanliness, and overall experience. The townhome can comfortably accommodate up to four guests and features a fully equipped kitchen, multiple outdoor spaces, and comfortable bedrooms. Guests can enjoy complimentary amenities such as coffee, linens, and toiletries, as well as free parking options.
9.6 85 reviews
Annapolis, MD
07/08 – 09/08
987 €/nighttotal: 1974 € (2 )
Three Miles From Historic Annapolis!
1 12
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 15 reviews
Annapolis, MD
11/09 – 19/09
430 €/nighttotal: 3440 € (8 )
Walking Distance To Navy Stadium! No Cleaning Fees!
3 4
apartment , Naval Academy
This West Annapolis apartment, situated less than 1.6km from the United States Naval Academy and a short walk from the Naval Academy Stadium, offers easy access to local restaurants and shops. Sleeping eight guests, this three-bedroom, three-bathroom property boasts a fully equipped kitchen (including fridge, microwave, and dishwasher), air conditioning, a garden, a spa, parking, and excellent internet access.
9.8 146 reviews
Annapolis, MD
12/07 – 13/07
295 €/nightfor 1 night
Downtown Annapolis King George 3rd Floor Hideaway
1 2
apartment , Annapolis
This one-bedroom flat is situated in the heart of Downtown Annapolis, just 2.3 kilometres from the Annapolis Harbour and a 48-kilometre drive from Carroll Park. The property has consistently received excellent ratings for its location, cleanliness, and overall user experience. The 65 square metre flat offers a separate bedroom, living room, and bathroom, providing ample space for relaxation. Guests can enjoy a private garden, a terrace, free Wi-Fi, and a fully equipped kitchen with a fridge and microwave.
Best Holiday Apartments and Self Catering Accommodations in Annapolis, MD with a pool
Among the 585 accommodations in Annapolis, MD, here are the 4 best apartments with a pool
10 5 reviews
Annapolis, MD
17/09 – 22/09
341 €/nighttotal: 1705 € (5 )
Spa Creek Condo | Pool, Deck & Parking
1 1
apartment , Annapolis
This Eastport condo provides waterfront living on Spa Creek, a mere 500-metre walk from Downtown Annapolis and the US Naval Academy. This one-bedroom flat, accommodating up to four guests, features a fully equipped kitchen, air conditioning, a swimming pool, garden, and parking for two vehicles, with a covered deck offering direct Spa Creek views and seasonal access to a shared dock.
9.9 72 reviews
Annapolis, MD
01/07 – 08/07
254 €/nighttotal: 1778 € (7 )
Cozy Annapolis Condo
1 2
apartment , Annapolis
This two-bedroom flat is situated in the heart of Annapolis, just a short walk from the Maryland State House and the United States Naval Academy. With excellent user, location, and cleanliness ratings, this property offers a comfortable and convenient stay. The flat can accommodate up to five guests and features a fully equipped kitchen, a garden, a swimming pool, and a fitness centre. It's ideal for families or groups looking to explore the city and enjoy its many attractions.
10 26 reviews
Annapolis, MD
25/06 – 28/06
580 €/nighttotal: 1740 € (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.
9.9 43 reviews
Annapolis, MD
17/09 – 22/09
632 €/nighttotal: 3160 € (5 )
Beautiful House In The Best Location!
1 1
apartment , Annapolis
This modern three-bedroom, three-bathroom house in Annapolis's Eastport district is located minutes from the city centre, the United States Naval Academy, and the Chesapeake Bay. Sleeping eight guests, this property boasts a heated saltwater pool (open mid-May to Labor Day), a spacious garage, and benefits from the 'Naval Commissioning Week' offer (17th-23rd May: 7th night free).
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 should definitely visit the United States Naval Academy, a beautiful campus with historic buildings and a museum. You can also take a stroll around the Annapolis City Dock, with its charming shops and restaurants. And don't miss the Maryland State House, the oldest state capitol building still in use in the United States.
Which neighborhoods in Annapolis, MD are best for renting an apartment?
The best neighbourhoods to find an apartment are probably Downtown Annapolis, close to the City Dock and all the action, or the quieter area of Eastport, which is known for its beautiful waterfront views and charming homes.
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, so you'll find plenty of cultural and historical sites. The William Paca House and Garden is a beautiful 18th-century home that gives a glimpse into the life of a wealthy colonial family. And of course, the United States Naval Academy is a must-see for any history buff, with its impressive buildings and museum.
What are the best apartments with a jacuzzi in Annapolis, MD?
Annapolis is known for being the capital of Maryland and for its beautiful waterfront location on the Chesapeake Bay. It's also a historic city, with many buildings dating back to the 18th century. And of course, it's home to the United States Naval Academy, which brings a unique atmosphere to the city.
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?
For local markets and street food, head to the Annapolis Farmers Market, held every Saturday from April to November. You'll find fresh produce, local crafts, and delicious food from local vendors. The City Dock also has a number of food stalls and restaurants offering local delicacies.
What are the best pet friendly apartments in Annapolis, MD?
How is the public transportation system in Annapolis, MD?
Annapolis has a decent public transportation system, with the Annapolis Area Transit (AAT) providing bus services throughout the city and surrounding areas. However, it's more convenient to get around by car, especially if you want to explore the surrounding areas.
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 is a lively city with a calendar packed with events. In the spring, you have the Annapolis Spring Sailboat Show, and in the summer, there's the Annapolis Maritime Festival, a celebration of the city's maritime heritage. In the fall, you can enjoy the Annapolis Wine Festival, and during the winter, there's the Annapolis Christmas Parade.
What amenities are typically included in apartments in Annapolis, MD?
Apartments in Annapolis typically include basic amenities like central heating and air conditioning, a refrigerator, stove, and oven. Some apartments might also offer laundry facilities, parking, and a balcony or patio.
What leisure activities are available for relaxation in Annapolis, MD?
Annapolis offers a variety of leisure activities. You can relax on the beaches of the Chesapeake Bay, take a boat tour, or visit one of the many parks and gardens in the city. For a more active experience, you can go hiking or biking on the scenic trails around the city.
Destinations nearby
Best Annapolis, MD holiday apartments with air conditioning
9.9 55 reviews
Annapolis, MD
31/07 – 02/08
272 €/nighttotal: 544 € (2 )
Pristine Downtown 1-bedroom In Historic District
1 4
apartment , Annapolis
This charming flat is situated in Annapolis's historic district, just a short walk from the Maryland State House, the Naval Academy (6 minutes), the downtown waterfront (4 minutes), and various shops and restaurants. It has received excellent ratings for its cleanliness, location, and overall experience. The apartment has one bedroom and one bathroom, comfortably accommodating up to four guests. It features a well-equipped kitchen, in-unit laundry facilities, darkening shades, and a private entrance with a digital lock, ensuring a comfortable and convenient stay.
9.9 84 reviews
Annapolis, MD
29/08 – 04/09
674 €/nighttotal: 4044 € (6 )
Historic Chapel Views, Steps To Usna Gate 1 With Private Patio And Off-site Parking
3 2
apartment , Annapolis
This three-bedroom house is situated in Annapolis' Historic District, within a 1.6 km walk of the US Naval Academy and a 0.8 km walk from the Hammond-Harwood House. The property offers a spacious 224 square metre living space, perfect for families or groups of up to seven, with a fully equipped kitchen, a patio, and a barbecue grill.
8.6 5 reviews
Annapolis, MD
29/06 – 01/07
348 €/nighttotal: 696 € (2 )
Downtown Annapolis King George 1st Floor Hideaway
1 4
apartment , Annapolis
This one-bedroom apartment is situated in the King George district of Annapolis, just 2.3 kilometres from Annapolis Harbour and within 48 kilometres of major Baltimore attractions such as Historic Ships, Inner Harbour, and the Baltimore Convention Center. The ground-floor flat offers a sun terrace, a fully equipped kitchen, and free Wi-Fi, making it ideal for families or groups of up to seven people.
10 8 reviews
Annapolis, MD
25/06 – 28/06
521 €/nighttotal: 1563 € (3 )
Dog-friendly Annapolis Apartment | Parking, Private Backyard & Walkable To Shops And Restaurants
1 2
apartment , Annapolis
This Eastport flat in Annapolis is situated less than 1.6km from the United States Naval Academy, offering easy access to this historic landmark. The self-catering apartment, sleeping up to four adults in a king-size bedroom and a queen-size cot, boasts a private fenced backyard, full kitchen, washer/dryer, high-speed internet, and keyless entry; one to two driveway parking spaces are also available.
Best pet-friendly Annapolis, MD holiday apartments
Among the 585 accommodations in Annapolis, MD, here are the 4 best pet friendly holiday apartments
Annapolis, MD
25/06 – 28/06
750 €/nighttotal: 2250 € (3 )
Quiet Woodland Lodge W Community Beach Access & Large Private Deck
4 2
apartment , Annapolis
This Annapolis Roads residence is located at the end of a quiet cul-de-sac, providing a private retreat just 10 kilometres from downtown Annapolis and the U.S. Naval Academy. This spacious 185 square metre flat offers four bedrooms, three bathrooms, and accommodates up to eight guests, featuring a water-privileged community with a private beach, playground, launching pier, and a furnished deck with a smoker grill and fire pit, alongside a two-story family room with a pellet stove and a lofted office space.
10 113 reviews
Annapolis, MD
29/08 – 04/09
700 €/nighttotal: 4200 € (6 )
Eastport Historic Firehouse With Parking, Dogs Ok
2 2
apartment , Annapolis
This holiday home is located in Eastport, Annapolis, within a 1.6km walk of the Annapolis Maritime Museum, U.S. Naval Academy, and Spa Creek, making it ideal for exploring the city's attractions. The property has received excellent ratings for location, cleanliness, and overall user experience. The 223 square metre home can accommodate up to 8 guests in its three bedrooms and has a sofa bed. Guests can enjoy a range of amenities, including a garden, a spa, a terrace, and a barbecue.
Annapolis, MD
06/08 – 10/08
867 €/nighttotal: 3468 € (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.
10 12 reviews
Annapolis, MD
17/09 – 22/09
526 €/nighttotal: 2630 € (5 )
Waterfront 2-bedroom Condo On Spa Creek
2 1
apartment , Annapolis
This Annapolis Eastport apartment is less than 1.6km from Spa Creek and the United States Naval Academy, and within a 1.6km radius of Annapolis Harbour and the Kunta Kinte Plaque & Alex Haley Memorial. This two-bedroom, one-bathroom property sleeps six, offering a fully equipped kitchen, private patio, free Wi-Fi, access to a swimming pool, spa, fitness centre, and parking; nearby attractions include the Naval Academy and Annapolis Harbour.
