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.
9.6 77 reviews
Annapolis, MD
06/08 – 10/08
NZ$1045/nighttotal: NZ$4180 (4 )
Annapolis Home, Near Downtown
1 10
apartment , Annapolis
This house is located in a quiet residential area, just 6 km from the centre of Annapolis and close to major shopping centres like Whole Foods, Target and the mall. It has excellent ratings for location, cleanliness and user experience. The house has four bedrooms, two bathrooms and can accommodate up to 11 guests. It offers a fully equipped kitchen, a garden and parking for 4-5 cars.
9.6 158 reviews
Annapolis, MD
15/08 – 22/08
NZ$462/nighttotal: NZ$3234 (7 )
King George Downtown Annapolis Getaway
2 2
apartment , Annapolis
This flat is situated in the centre of Annapolis, just 2.2 kilometres from the harbour and within easy reach of Baltimore’s attractions. It has received excellent ratings for location, cleanliness and overall experience. The accommodation offers a comfortable and well-equipped space, including a fully fitted kitchen, a balcony and a garden. Guests can enjoy free Wi-Fi, air conditioning, parking and barbecue facilities.
9.8 352 reviews
Annapolis, MD
15/08 – 22/08
NZ$204/nighttotal: NZ$1428 (7 )
Private Annapolis Inlaw Apartment
1 2
apartment , Annapolis
This one-bedroom flat is situated in a peaceful neighbourhood just 2 kilometres from Annapolis' bustling city centre, offering a convenient base for exploring the area's historical attractions and vibrant waterfront. The property consistently receives excellent ratings for its cleanliness, location, and overall experience. The flat comfortably accommodates four guests with a king-size bed, two queen-size blow-up beds, and a large sectional sofa. Guests will enjoy amenities such as a fully equipped kitchen, air conditioning, private parking, and high-speed internet access.
9.5 205 reviews
Annapolis, MD
11/09 – 19/09
NZ$451/nighttotal: NZ$3608 (8 )
Spacious 3br | 10 Min To Naval Academy & Dwtn
1 4
apartment , Annapolis
This spacious Annapolis apartment, situated in Eastport, is a 1.6km drive from the city centre and the United States Naval Academy. The self-contained ground-floor flat sleeps six guests across three bedrooms and two bathrooms, boasting a private patio, garden access, free coffee, and parking, plus proximity to Eastport Shopping Centre and Truxtun Park.
9.8 50 reviews
Annapolis, MD
15/08 – 22/08
NZ$214/nighttotal: NZ$1498 (7 )
Bungalow Basement In Annapolis
1 2
apartment , Annapolis
This Annapolis basement flat, situated in the Homewood neighbourhood, is a short walk from the United States Naval Academy and West Street, approximately 2.4 kilometres from City Dock. The self-contained apartment sleeps two, boasts a full kitchen with dishwasher, in-unit laundry, Wi-Fi, and a private entrance, offering easy access to the Poplar walking and biking trail and ample street parking.
8.9 7 reviews
Annapolis, MD
29/06 – 01/07
NZ$602/nighttotal: NZ$1204 (2 )
Seabrook Downtown 3br Garage • Walk To Waterfront
3 4
apartment , Annapolis
This newly renovated 3-bedroom, 2-bathroom flat in downtown Annapolis offers a quiet residential setting just 800 metres from Main Street's shops and dining, and a 1.3 kilometre walk to City Dock and the United States Naval Academy. This modern accommodation for up to six guests features air conditioning, Wi-Fi, a fully equipped kitchen with a fridge, freezer, microwave oven, and dishwasher, and garage parking is available nearby.
9.9 20 reviews
Annapolis, MD
25/06 – 28/06
NZ$1006/nighttotal: NZ$3018 (3 )
Waterfront Cottage On Weems Creek.
1 2
apartment , Annapolis
This Annapolis waterfront property, situated in central Annapolis, is within walking distance of the Navy-Marine Corps Memorial Stadium and downtown, providing easy access to the United States Naval Academy. The three-bedroom, two-bathroom holiday home sleeps six, boasts a fully renovated (2020) interior with an open-plan kitchen, garden with firepit, and ample parking; guests enjoy Weems Creek access via a shared pier and boat lift or private bulkhead.
Annapolis, MD
07/08 – 09/08
NZ$1614/nighttotal: NZ$3228 (2 )
5-bedroom Waterfront Home On 1.5 Acres In Stevensville With Tons Of Parking
5 13
apartment , Stevensville
This five-bedroom country house in Stevensville offers convenient access to the Chesapeake Bay and Matapeake State Park, with attractions such as Paul Reed Smith Guitars and the Annapolis Maritime Museum within easy reach. This spacious property accommodates up to 10 guests and features four bathrooms, air conditioning, and is located 4.9 kilometers from Tose Family Tennis Center and 8.7 kilometers from Alumni Hall.
9.0 24 reviews
Annapolis, MD
25/06 – 28/06
NZ$3410/nighttotal: NZ$10230 (3 )
Spacious Historic Home Downtown Annapolis Main St. Book For Commissioning Week!
6 2
apartment , Annapolis
This historic dwelling is located in the heart of Annapolis' Historic District, just a short walk from City Dock, the US Naval Academy, and Main Street, offering easy access to the city's attractions and amenities. The apartment has received excellent user ratings, reflecting its high standard of comfort and service. The spacious home features six bedrooms, five bathrooms, and can accommodate up to 16 guests, spanning a generous 353 square metres. Amenities include a fully equipped kitchen, a spa, air conditioning, and a private patio, offering a comfortable and enjoyable stay for families and groups.
This Annapolis waterfront property, near Brewer Hill, is a short walk (under 1 km) from People's Brewer Hill Cemetery and Maryland Hall for Creative Arts, and 2.7 km from the United States Naval Academy. This 70 square metre house offers two bedrooms, one bathroom, plus a sofa bed, sleeping up to four guests, and boasts a fully equipped kitchen, garden, terrace, spa, parking, and laundry facilities.
10 43 reviews
Annapolis, MD
24/07 – 29/07
NZ$726/nighttotal: NZ$3630 (5 )
Historic + Modern Home | Just Steps To Waterfront
1 3
apartment , Annapolis
This Annapolis Fleet Street townhouse, a short walk from City Dock and the United States Naval Academy, offers a prime location in the historic district. The two-bedroom, one-bathroom apartment sleeps seven, includes a fully equipped kitchen with dishwasher and modern amenities such as Wi-Fi and in-unit laundry, and family-friendly extras are available on request.
Best family friendly Annapolis, MD Holiday Apartments and Self Contained Accommodations
Among the 585 accommodations in Annapolis, MD, here are the 4 best family friendly holiday apartments
9.9 242 reviews
Annapolis, MD
15/08 – 22/08
NZ$858/nighttotal: NZ$6006 (7 )
Sophisticated Charmer With Parking & Views Of The Usna Chapel Dome
3 2
apartment , Annapolis
This house is located in Annapolis' Historic District, within a 1-kilometre walk of Chase Lloyd House and the US Naval Academy, and within 500 metres of Hammond-Harwood House and St. John's College. The property has received excellent ratings for location, cleanliness, and user experience. The accommodation spans 167 square metres and can comfortably sleep up to six guests in its three bedrooms. The house offers a fully equipped kitchen, a spa tub, a private garden, a terrace, and parking.
Annapolis, MD
29/06 – 01/07
NZ$1446/nighttotal: NZ$2892 (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.
10 33 reviews
Annapolis, MD
24/07 – 29/07
NZ$660/nighttotal: NZ$3300 (5 )
The Sail Loft
1 3
apartment , Annapolis
This three-bedroom Annapolis apartment, less than 0.16 km from Spa Creek and a 10-minute walk from Annapolis's city centre, offers easy access to all major attractions. Sleeping eight guests comfortably, the property boasts a huge balcony overlooking Spa Creek, a fully equipped kitchen including a dishwasher, two bathrooms, and access to a shared garden; ideal for families exploring this historic Maryland city.
10 16 reviews
Annapolis, MD
25/06 – 25/07
NZ$788/nighttotal: NZ$23640 (30 )
Family Oasis|spa Shower|near Usna Stadium & Dta
1 2
apartment , Annapolis
Nautical Oasis, a single-storey house in Annapolis, is situated less than 2.4km from the US Naval Academy Stadium, Anne Arundel Medical Center, and Annapolis city centre. This three-bedroom, two-bathroom property sleeps seven, boasting a fully equipped kitchen (fridge, freezer, microwave, dishwasher), air conditioning, a private garden with fire pit, and a luxurious spa shower; guests can enjoy the entire house privately.
Best Annapolis, MD Holiday Apartments and Self Contained Accommodations in Annapolis, MD with a pool
Among the 585 accommodations in Annapolis, MD, here are the 4 best apartments with a pool
9.7 18 reviews
Annapolis, MD
17/09 – 22/09
NZ$481/nighttotal: NZ$2405 (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 10 reviews
Annapolis, MD
03/12 – 06/12
NZ$1248/nighttotal: NZ$3744 (3 )
Stadium-side Annapolis | Chef Kitchen | Sleeps 10
3 10
apartment , Annapolis
This spacious Annapolis townhouse, ideally situated near the U.S. Naval Academy (two miles away) and Navy-Marine Corps Memorial Stadium, offers easy access to Heineman Park and Harts Cove. The 223 square metre property boasts four bedrooms, four bathrooms, and sleeps up to ten guests, featuring a chef's kitchen with GE Café appliances, a finished basement, and access to a community pool; kayaking and paddle boarding are readily available at Harts Cove.
9.7 227 reviews
Annapolis, MD
11/09 – 19/09
NZ$362/nighttotal: NZ$2896 (8 )
Beautiful Condo - Water View Near City Dock
1 4
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.
10 8 reviews
Annapolis, MD
29/08 – 04/09
NZ$849/nighttotal: NZ$5094 (6 )
Entire Condo With Waterview, Pool & Parking
1 2
apartment , Annapolis
This recently refurbished Annapolis condo in Eastport is a 1.6km walk from Annapolis city centre and a 2.2km walk from the United States Naval Academy. The two-bedroom, two-bathroom apartment sleeps four, boasts a king-size and queen-size bed, a private balcony, rooftop pool access (seasonal), and dedicated workspace with water 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 should definitely visit the United States Naval Academy, the Maryland State House and the Annapolis City Dock. You can easily walk between these attractions, and there's lots to see and do in the area.
Which neighborhoods in Annapolis, MD are best for renting an apartment?
The best neighbourhoods for renting an apartment in Annapolis are probably Downtown, Eastport and the Harbour. They're all within walking distance of the city centre and offer a variety of housing options.
What are the best apartments with a pool in Annapolis, MD?
What are the top cultural and historical sites in Annapolis, MD?
Annapolis is full of history! The Maryland State House, the United States Naval Academy, and the William Paca House and Garden are all must-sees for anyone interested in the city's past. You can also find some interesting historical sites around the city dock.
What are the best apartments with a jacuzzi in Annapolis, MD?
Annapolis is known as the sailing capital of the world, and it's also the capital of Maryland. It's a beautiful city with a rich history and a vibrant culture. The Naval Academy is a major draw, and the city's historic district is full of charming shops and restaurants.
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 on West Street is a great place to find local produce, baked goods, and crafts. You can also find some delicious street food vendors at the City Dock and on Market Street.
What are the best pet friendly apartments in Annapolis, MD?
How is the public transportation system in Annapolis, MD?
Annapolis has a good public transportation system, although it's not as extensive as in some larger cities. The Annapolis Area Transit (AAT) operates buses throughout the city and surrounding areas. There's also a water taxi service that operates between the City Dock and various locations on the Severn River.
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 many events throughout the year, but some of the most popular include the Annapolis Arts Festival in June, the Annapolis Maritime Museum's Wine on the Water Festival in August, and the Annapolis Christmas Parade in December.
What amenities are typically included in apartments in Annapolis, MD?
Amenities typically included in apartments in Annapolis vary depending on the building and the price range. However, many apartments offer basic amenities such as laundry facilities, parking, and a fitness centre. Some higher-end apartments may also offer concierge services, swimming pools, and other luxury features.
What leisure activities are available for relaxation in Annapolis, MD?
Annapolis offers a variety of leisure activities for relaxation. You can take a walk along the waterfront, visit one of the many parks, or go for a bike ride on the scenic trails. The city also has a number of museums, art galleries, and theatres.
Destinations nearby
Best Annapolis, MD holiday apartments with air conditioning
10 12 reviews
Annapolis, MD
06/11 – 08/11
NZ$1162/nighttotal: NZ$2324 (2 )
Waterfront 2-bedroom Condo On Spa Creek
2 2
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.
9.9 65 reviews
Annapolis, MD
24/07 – 29/07
NZ$364/nighttotal: NZ$1820 (5 )
Annapolis Charmer! 2br Bright Bsmt Apt 3 Mi To Dt
1 3
apartment , Annapolis
This Annapolis apartment, situated in a peaceful neighbourhood three miles (approximately 4.8 kilometres) from Annapolis city centre, the United States Naval Academy, and Navy-Marine Corps Memorial Stadium, offers convenient access to local attractions. The two-bedroom, one-bathroom flat sleeps four guests and features a keyless entry, open-plan kitchen-diner, private garden, parking, and proximity to Lake Ogleton, Quiet Waters Park, and a neighbourhood beach with Chesapeake Bay views, plus access to PAL Park's sports facilities.
10 6 reviews
Annapolis, MD
03/12 – 06/12
NZ$1016/nighttotal: NZ$3048 (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.
9.5 292 reviews
Annapolis, MD
06/11 – 08/11
NZ$378/nighttotal: NZ$756 (2 )
Charming Eastport
1 2
apartment , Annapolis
This yacht is located in the charming Eastport district, just a short walk from Downtown Annapolis, the U.S. Naval Academy, and the Annapolis Maritime Museum. The surrounding area offers a quiet and historic escape, with excellent user, location, and cleanliness ratings. The yacht is a compact and cosy one-bedroom apartment, perfect for couples. It includes a fridge, microwave oven, air conditioning, and parking.
Best pet-friendly Annapolis, MD holiday apartments
Among the 585 accommodations in Annapolis, MD, here are the 4 best pet friendly holiday apartments
10 2 reviews
Annapolis, MD
24/06 – 26/06
NZ$1027/nighttotal: NZ$2054 (2 )
Waterfront Community Pet Friendly Mins To Downtown
2 6
apartment , Annapolis
This Annapolis property, a two-bedroom, two-bathroom apartment, is situated in a peaceful, waterside neighbourhood, 4km from Annapolis city centre and 5km from the United States Naval Academy. Offering sleep for up to seven guests, this self-catering holiday home boasts a private garden, access to beaches and kayaks, plus high-speed internet, smart TVs, and a fully equipped kitchen; a community park with Chesapeake Bay views is also nearby.
10 244 reviews
Annapolis, MD
15/08 – 22/08
NZ$616/nighttotal: NZ$4312 (7 )
Directly Across From Usna Gate One & Steps From The Waterfront And Main Street!
3 2
apartment , Annapolis
This apartment is located in downtown Annapolis, just a short walk from the US Naval Academy Main Gate and the Annapolis Harbour, making it ideal for exploring the city's historic charm. The property has received excellent user ratings, making it a popular choice for travellers. The three-bedroom apartment, spanning 111 square metres, comfortably accommodates eight guests. The apartment offers a range of amenities including a fully equipped kitchen, a private courtyard, parking, and access to a spa, ensuring a relaxing and enjoyable stay.
9.8 16 reviews
Annapolis, MD
24/06 – 26/06
NZ$1182/nighttotal: NZ$2364 (2 )
Ahoy! Game Room, Screened Porch, Yard Mins To Dta
3 6
apartment , Annapolis
This family-friendly Annapolis apartment, situated 4km from Historic Annapolis and Eastport, offers easy access to the US Naval Academy (4.8km), the Annapolis Maritime Museum, and Ellen Moyer Park (walking distance). Sleeping up to nine guests in three bedrooms, the property boasts a fully equipped kitchen, basement entertainment room with arcade and foosball, a four-season patio, and access to nearby water activities including paddleboarding and kayaking.
Annapolis, MD
29/08 – 04/09
NZ$2132/nighttotal: NZ$12792 (6 )
Brilliantly Updated Multi-level Walkable To Navy Stadium & Close To Historic Downtown Annapolis
6 2
apartment , Annapolis
This spacious six-bedroom house is located in Annapolis's Admiral Heights district, offering convenient access to Navy-Marine Corps Memorial Stadium (800 metres) and the U.S. Naval Academy and Historic Downtown Annapolis (both 3.2 kilometres) making it ideal for visitors. This dog-friendly property boasts 290 square metres of living space, accommodating up to 13 guests with multiple living areas, extensive outdoor entertaining spaces including a screened porch with a television, and driveway parking for four vehicles.
