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.
10 136 reviews
Annapolis, MD
11/09 – 19/09
335 €/nighttotal: 2680 € (8 )
Charming Garden Row Home, Easy 4 Block Walk To The Heart Of Annapolis.
3 4
apartment , Annapolis
This property is located in Annapolis' Historic District, just a short walk (less than 1 kilometre) from Chase Lloyd House and the U.S. Naval Academy. It has received excellent user ratings, making it a popular choice for travellers. This charming house has three bedrooms and two bathrooms, comfortably accommodating up to six guests. The kitchen is fully equipped with a fridge, microwave, dishwasher, and a private garden, allowing guests to enjoy meals at home and relax outdoors.
9.9 439 reviews
Annapolis, MD
11/09 – 19/09
356 €/nighttotal: 2848 € (8 )
Cozy 2br Home W/ Parking In Downtown Annapolis
2 4
apartment , Annapolis
This charming house is situated in Annapolis' Historic District, just a short walk from Spa Creek and the US Naval Academy, placing you in the heart of the city's rich history and culture. It has consistently received excellent ratings for user experience, location, and cleanliness. The property offers two bedrooms, a sofa bed, and 84 square meters of space, comfortably accommodating up to six guests. The house boasts a fully equipped kitchen, a private garden, a spa, and free Wi-Fi, ensuring a relaxing and enjoyable stay.
Annapolis, MD
04/07 – 05/07
395 €/nightfor 1 night
Sweet Home In Annapolis Md
1 2
apartment , Annapolis
This Annapolis townhouse is located in a convenient district, a short drive from downtown attractions and the United States Naval Academy, with West Street's dining and shopping amenities a few minutes away. This deep-cleaned five-bedroom, two-and-a-half-bathroom property accommodates up to ten guests and offers air conditioning and internet, with a bus stop directly across the street for easy access to local exploration.
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.
9.6 5 reviews
Annapolis, MD
06/11 – 08/11
487 €/nighttotal: 974 € (2 )
Five Star Charmer! Great Location Downtown & Stadium! Parking Too!
2 2
apartment , Annapolis
This Annapolis apartment is situated less than 1.6km from the United States Naval Academy and the Annapolis Civil Rights Plaque, offering convenient access to key historical sites. The two-bedroom, one-bathroom flat sleeps four guests and includes in-unit laundry facilities, free Wi-Fi, a Smart TV, and a fully equipped kitchen with microwave and dishwasher; on-site parking is also provided.
10 10 reviews
Annapolis, MD
11/09 – 19/09
312 €/nighttotal: 2496 € (8 )
Naval Academy Gate 1
3 4
apartment , Annapolis
This Annapolis townhome, located in the city centre half a kilometre from Main Street Circle and Annapolis City Dock, offers easy access to shops, restaurants, and the US Naval Academy. The 97 square metre property sleeps six guests in three bedrooms and two bathrooms, boasting a fully equipped kitchen, two patios (one rooftop), and a comfortable living area with a smart TV.
10 3 reviews
Annapolis, MD
25/06 – 25/07
472 €/nighttotal: 14160 € (30 )
Family/group Retreat Near Usna Stadium & Downtown Annapolis; Private Yard
3 2
apartment , Annapolis
This Annapolis holiday home, situated in the Admiral Heights neighbourhood, is approximately 1.6km from the United States Naval Academy Stadium, 2.6km from Anne Arundel Medical Center, and 3.2km from Annapolis city centre. The 111 square metre, single-storey property sleeps seven guests, boasting three bedrooms, two bathrooms, a fully equipped kitchen, a private enclosed backyard with fire pit, and family-friendly amenities available on request.
10 203 reviews
Annapolis, MD
01/01 – 01/02
218 €/nighttotal: 6758 € (31 )
New Downtown Annapolis Condo With Free Parking
1 2
apartment , Annapolis
This apartment is situated in Annapolis' Historic District, less than 1.6 km from the Annapolis Civil Rights Plaque and the US Naval Academy, offering a peaceful setting close to key attractions. The property has received excellent ratings for location, cleanliness, and overall user experience. The apartment has two bedrooms and two bathrooms, spanning 92 square metres, and can comfortably accommodate up to four guests. It features a range of amenities, including a swimming pool, a jacuzzi, a terrace, a garden, and a spa, as well as parking and a fully equipped kitchen.
9.9 18 reviews
Annapolis, MD
12/07 – 13/07
285 €/nightfor 1 night
Boutique Brick Beauty
1 2
apartment , Annapolis
This two-bedroom, one-bathroom apartment in Annapolis's historic Eastport district is located a short walk (less than 2km) from the downtown area, the United States Naval Academy, and the waterfront, with the Navy-Marine Corps Memorial Stadium under 5km away. The self-catering property offers two off-street parking spaces, sleeps four guests, and features a fully equipped kitchen, Wi-Fi, Smart TVs, and a garden, perfect for families or groups visiting Annapolis.
9.9 30 reviews
Annapolis, MD
01/01 – 01/02
184 €/nighttotal: 5704 € (31 )
Nautical Touches To This Beautiful Eastport Home
1 2
apartment , Annapolis
This Eastport house on Severn Avenue, Annapolis, enjoys a prime location on Restaurant Row, a short 0.8km walk from the main Annapolis attractions and 0.3km from the Spa Creek Bridge. The recently renovated property offers two bedrooms with en-suite bathrooms, sleeps six guests, includes a fully equipped kitchen with fridge and microwave, and boasts a garden, parking for two cars, and excellent user ratings.
9.9 207 reviews
Annapolis, MD
03/12 – 06/12
987 €/nighttotal: 2961 € (3 )
Waterfront Oasis In Eastport-easy Walk To Downtown
5 10
apartment , Annapolis
This charming studio apartment is situated in the Eastport section of Annapolis, just a short walk from the city centre and the US Naval Academy, making it ideal for exploring the area's historical attractions. The apartment has received excellent ratings for its cleanliness, location, and overall experience, making it a great choice for travellers. The property spans 325 square metres and comfortably accommodates up to 10 guests across its five bedrooms. The studio boasts a fully equipped kitchen, a private outdoor space with a swim platform, and a separate downstairs area with a mini apartment, laundry facilities, and a bar.
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 1 review
Annapolis, MD
25/06 – 25/07
1116 €/nighttotal: 33480 € (30 )
Beautfiul 7br Home Minutes From Downtown Annapolis
1 2
apartment , Arnold
This modern colonial property is situated in Arnold, just a short drive from downtown Annapolis and the Naval Academy, offering easy access to the city's attractions and the Chesapeake Bay. The apartment has received excellent ratings for location, cleanliness, and user experience, making it a popular choice for travellers. This spacious seven-bedroom home can accommodate up to 14 guests, making it perfect for large families or groups. The apartment features a fully equipped kitchen, a large garden, and parking, ensuring a comfortable and enjoyable stay.
10 5 reviews
Annapolis, MD
27/06 – 29/06
697 €/nighttotal: 1394 € (2 )
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.
9.8 20 reviews
Annapolis, MD
06/11 – 08/11
1391 €/nighttotal: 2782 € (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.
10 26 reviews
Annapolis, MD
27/06 – 29/06
1008 €/nighttotal: 2016 € (2 )
Cozy, Waterfront, 5br 4ba House W 2 Decks Near Usna & Downtown
5 2
apartment , Highland Beach
This Highland Beach waterfront property, a five-minute walk from the Chesapeake Bay and historic Highland Beach, is situated a short drive from Annapolis city centre, the United States Naval Academy, and Quiet Waters Park. The five-bedroom, four-bathroom house sleeps ten guests, boasts a well-equipped kitchen, two spacious decks with stunning waterfront views, a tennis court, ample parking, and offers access to free Wi-Fi and a home office/fitness room.
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
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).
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.
9.7 227 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.
10 2 reviews
Annapolis, MD
25/06 – 25/07
265 €/nighttotal: 7950 € (30 )
Eastport Pied -A -Terre
1 2
apartment , Annapolis
This Annapolis apartment, conveniently located near the Eastport Bridge, offers easy walking access to both Annapolis city centre and Eastport. The one-bedroom flat features a fully equipped kitchen, in-unit laundry, a rooftop pool, and parking; it comfortably sleeps three guests and is perfect for couples seeking a cosy stay near the city's attractions.
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
10 8 reviews
Annapolis, MD
03/12 – 06/12
567 €/nighttotal: 1701 € (3 )
Ultimate Navy Stadium Proximity Sleeps 15
Parking
1 10
apartment , Annapolis
This five-bedroom residence is situated directly opposite the Navy-Marine Corps Memorial Stadium, offering a 1.2 to 1.6 kilometre walk to Annapolis's City Dock and downtown area. This newly refurbished house accommodates up to fourteen guests with six bedrooms, featuring modern amenities including a high-end kitchen, spa-like bathrooms, smart televisions in every room, and twenty private off-street parking spaces ideal for large groups and events.
9.6 55 reviews
Annapolis, MD
29/08 – 04/09
158 €/nighttotal: 948 € (6 )
Cute Cozy Rancher Close To Down Town Annapolis
2 2
apartment , Annapolis
This Annapolis rancher, registered as 000489, offers a two-bedroom, one-bathroom property sleeping four, ideally located within Annapolis city limits, with proximity to Annapolis's historical sites and restaurants, although precise distances are not provided. The eco-friendly property features geothermal heating and solar panels, a fully equipped kitchen including a fridge, microwave, and dishwasher, air conditioning, a garden, and excellent guest ratings across location, cleanliness and overall experience.
10 97 reviews
Annapolis, MD
27/06 – 29/06
479 €/nighttotal: 958 € (2 )
Relaxing Oasis 5 Min To Navy Stadium, St Johns, Naval Academy & Downtown
4 2
apartment , Annapolis
This family-friendly house is located in Annapolis, just under 2 kilometres from the Navy-Marine Corps Memorial Stadium, Helen Avalynne Tawes Garden, and Peters Cove, and a little over 1.5 kilometres from the US Naval Academy. The house has received excellent reviews from previous guests. The property has three bedrooms and three bathrooms, comfortably accommodating up to seven guests. This house is equipped with a kitchen, including a fridge, microwave oven, and dishwasher, as well as a terrace, a garden, and a spa.
9.9 67 reviews
Annapolis, MD
25/06 – 28/06
481 €/nighttotal: 1443 € (3 )
Cute Bungalow Blocks To Stadium
2 2
apartment , Annapolis
This stylish two-bedroom house is located in Annapolis' Germantown neighbourhood, just 2.4 kilometres from the Navy-Marine Corps Memorial Stadium and an 8-minute drive from the USNA and downtown Annapolis. This property enjoys excellent ratings for location, cleanliness, and user experience. The house has two bedrooms and one bathroom, accommodating up to six guests. It offers a fully equipped kitchen, a private garden, and a covered outdoor eating area, perfect for enjoying meals al fresco.
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
11/09 – 19/09
494 €/nighttotal: 3952 € (8 )
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 14 reviews
Annapolis, MD
06/08 – 10/08
999 €/nighttotal: 3996 € (4 )
Your Navy Weekend Haven, Family-friendly Luxury Home W Fenced-in Backyard + Parking
5 10
apartment , Annapolis
This charming four-bedroom home is located in West Annapolis, just a kilometre from popular restaurants and three kilometres from the Navy-Marine Corps Memorial Stadium. It has received excellent reviews from previous guests. This spacious property comfortably accommodates up to eight guests and features a kids' den and a large fenced-in garden with a playset. The home has a fully equipped kitchen, a private patio, a modern laundry room, high-speed internet, and keyless entry.
9.9 452 reviews
Annapolis, MD
01/01 – 01/02
175 €/nighttotal: 5425 € (31 )
Relaxing Water Views - Mill Creek Cottage
1 2
apartment , Arnold
This charming cottage is situated just a few kilometres from downtown Annapolis and the US Naval Academy, offering a tranquil escape in a wooded setting overlooking Mill Creek. It has consistently received excellent ratings for its cleanliness, location, and overall experience. The cottage features two bedrooms and one bathroom, comfortably accommodating up to four guests. It comes equipped with modern amenities such as a fully equipped kitchen, air conditioning, a garden, and a covered porch with stunning water views, perfect for enjoying the peaceful surroundings.
9.8 27 reviews
Annapolis, MD
17/09 – 22/09
1545 €/nighttotal: 7725 € (5 )
Spacious Luxe Usna Home - Pool, Hot Tub, Grill
5 1
apartment , Annapolis
This seven-bedroom Annapolis property, situated in the Murray Hill district, is less than 1.6km from the US Naval Academy and the Annapolis Civil Rights Plaque. This smoke-free holiday home boasts 307 square metres of floor space, offering four bathrooms, a fully equipped kitchen, garden, parking and sleeps up to fourteen guests.
