This Annapolis apartment, situated in the Historic District, is a short walk (less than 0.8 km) from the US Naval Academy Gate 1, City Dock, and numerous restaurants. The 102 square metre, two-bedroom dwelling boasts a spacious two-storey layout, sleeps eight guests, and includes a private patio, updated kitchen with dishwasher, and in-unit laundry facilities.
Annapolis, MD
07/08 – 09/08
£2433/nighttotal: £4866 (2 )
Luxurious 50 Ft. Fountaine Pajot Saba. Six Cabin Six Head Layout.
6 12
houseboat , Riva
This luxury houseboat, situated in Edgewater, Maryland, is approximately 5 kilometres from Annapolis's Harbour Center, offering easy access to historical sites like the Kunta Kinte-Alex Haley Memorial. The six-bedroom, six-bathroom vessel sleeps twelve guests, boasts a kitchen, air conditioning, and on-site paddleboards for exploring the Chesapeake Bay, with check-out at 11:00.
9.0 4 reviews
Annapolis, MD
12/07 – 30/08
£343/nighttotal: £16807 (49 )
Ahoy! Game Room, Screened Porch, Yard Mins To Dta
1 2
apartment , Annapolis
This Annapolis yacht, situated 4km from Annapolis city centre and 5km from the US Naval Academy, offers convenient access to Ellen Moyer Park and the Annapolis Maritime Museum. Sleeping nine guests across three bedrooms and two bathrooms, this watercraft boasts a fully equipped kitchen, basement entertainment area with games, and a patio overlooking a private garden; kayak and paddleboard rentals are nearby at Capital SUP.
10 2 reviews
Annapolis, MD
25/06 – 25/07
£385/nighttotal: £11550 (30 )
The Anchor …A Beautiful Family Home
1 2
apartment , Highland Beach
This three-bedroom, two-bathroom flat in Highland Beach offers convenient access to Annapolis, being a mere 10-minute drive from the city centre and 6 minutes from Eastport, with all essential amenities within easy reach. This apartment accommodates up to six guests and features air conditioning, kitchen facilities, and parking, making it ideal for families or those seeking a peaceful retreat close to urban attractions.
This spacious six-bedroom, four-bathroom residence in downtown Annapolis offers unparalleled proximity, being just a short walk from Main Street and the historic City Dock, with views of the Maryland State House. This expansive 317 square meter apartment accommodates up to 12 guests and features a kitchen with a fridge, microwave, and dishwasher, air conditioning, and a rare adjacent parking lot with at least five spaces, ideal for exploring Annapolis Harbour and nearby state parks.
10 10 reviews
Annapolis, MD
12/07 – 30/08
£325/nighttotal: £15925 (49 )
Dog Friendly! Next To Navy Stadium And Dta Shuttle!
2 2
apartment , Annapolis
This Annapolis holiday home is situated less than 1.6km from the U.S. Naval Academy and the Navy-Marine Corps Memorial Stadium, offering easy access to Helen Avalynne Tawes Garden and Peters Cove within a 10-minute drive. The 111 square metre property comprises two bedrooms, one bathroom, and accommodates up to six guests, featuring a fully equipped kitchen, private patio, garden, parking, and free Wi-Fi.
10 10 reviews
Annapolis, MD
25/06 – 28/06
£281/nighttotal: £843 (3 )
Downtown Furnished Apartment - Walking Distance To Restaurants
1 2
apartment , Annapolis
This smoke-free flat is located in Annapolis' Historic District, just under a kilometre from the Maynard-Burgess House and the U.S. Naval Academy, and within 500 metres of the Ellen O. Moyer Nature Park and the Maryland Federation of Art. It has received excellent reviews from previous guests. This comfortable apartment can accommodate up to four guests and features a fully-equipped kitchen, a terrace, and a garden. You can enjoy stunning city views from the rooftop terrace and explore the nearby art galleries and nature parks.
10 1 review
Annapolis, MD
12/07 – 30/08
£569/nighttotal: £27881 (49 )
Historic Luxury Steps From Usna
1 2
apartment , Annapolis
This historic 3-bedroom flat in downtown Annapolis is situated just 40 metres from the US Naval Academy's Barry Gate and a 2-minute walk to City Dock, offering prime access to waterfront dining and boutique shopping. This award-winning property accommodates up to 8 guests with a king suite, queen room, twin beds, and a queen sleeper sofa, featuring a fully renovated kitchen with high-end appliances, air conditioning, Wi-Fi, and a private garden patio with a gas grill, plus a street parking pass is included for convenient city exploration.
9.7 121 reviews
Annapolis, MD
25/06 – 28/06
£232/nighttotal: £696 (3 )
New Lovely Studio Apartment With Onsite Parking!
1 2
apartment , Annapolis
This Annapolis studio apartment offers excellent location, though its precise district and proximity to specific Annapolis landmarks remain unspecified. The self-catering unit sleeps two guests and includes a fridge, freezer, microwave, air conditioning, and a garden, plus parking and internet access; early check-in is available for a £60 fee (requires 48 hours' notice, subject to availability).
10 21 reviews
Annapolis, MD
12/07 – 30/08
£205/nighttotal: £10045 (49 )
Corner House - Cozy Five Star 2 Bedroom Suite. Downtown And Stadium. Parking!
2 2
apartment , Annapolis
This Annapolis holiday home is centrally located, within 1.6km of the US Naval Academy and the Annapolis Civil Rights Plaque, and within a 10-minute drive of Asbury United Methodist Church and People's Brewer Hill Cemetery. The two-bedroom, one-bathroom property sleeps four guests and boasts a fully equipped kitchen, jacuzzi, private patio, and free Wi-Fi, offering a relaxing retreat with easy access to Annapolis's key attractions.
9.8 345 reviews
Annapolis, MD
06/11 – 08/11
£105/nighttotal: £210 (2 )
Calico Cottage Guest House, King Bed, Free Parking
1 2
house , Annapolis
This smoke-free guesthouse is situated on a river, just under 3.2 kilometres from the Navy-Marine Corps Memorial Stadium and the U.S. Naval Academy, offering a peaceful escape from the bustling downtown Annapolis area. Guests have consistently rated the guesthouse as excellent for its cleanliness, location, and overall experience. The guesthouse features one bedroom and one bathroom, with a total floor area of 37 square metres, comfortably accommodating up to two guests. Guests can enjoy a terrace, garden, and parking, as well as a kitchen with a fridge and microwave.
Annapolis, MD
25/06 – 25/07
£2053/nighttotal: £61590 (30 )
Gorgeous 6-bedroom Charming Annapolis Retreat
6 2
apartment , Annapolis
This six-bedroom, five-bathroom flat is situated in the Hillsmere district of Annapolis, offering convenient access to Great Frogs Winery, just a short walk away, and Maryland Quiet Waters Park, a mere 1-minute drive. This property accommodates up to 12 guests and includes amenities such as Wi-Fi, a dishwasher, microwave, oven, barbecue, fireplace, and in-unit laundry facilities.
Best Annapolis, MD accommodations with a balcony
9.6 15 reviews
Annapolis, MD
29/06 – 01/07
£552/nighttotal: £1104 (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.
10 26 reviews
Annapolis, MD
28/06 – 30/06
£679/nighttotal: £1358 (2 )
Historic Downtown Annapolis Gem Steps To Usna And Main St With Private Patio And Parking
3 4
apartment , Annapolis
This charming, fully-renovated house is located in the Historic District of Annapolis, just 0.4 km from the US Naval Academy, St. John's College, and the state capital building. The property has received excellent guest reviews, so you can be sure of a comfortable and enjoyable stay. The house has three bedrooms, comfortably sleeping up to eight guests. The property offers a range of amenities, including a fully equipped kitchen, a spacious garden, a balcony with picturesque views, and a private backyard with a fire pit.
9.8 41 reviews
Annapolis, MD
29/08 – 04/09
£815/nighttotal: £4890 (6 )
Beachfront Home Minutes To Downtown Annapolis Dogs Ok
3 2
cottage , Annapolis
This charming cottage is located just 4 km from downtown Annapolis and 4.5 km from the US Naval Academy, offering a peaceful escape close to the city's attractions. It has received excellent guest reviews, making it a popular choice for travellers seeking a comfortable and well-equipped stay. The cottage comfortably sleeps 8 guests and features 3 bedrooms and 2 bathrooms, providing ample space for families or groups. Enjoy the private beach with direct bay access, a gourmet kitchen, a spacious garden, and a range of amenities including paddle boards, life jackets, and a barbecue grill.
10 9 reviews
Annapolis, MD
11/09 – 19/09
£319/nighttotal: £2552 (8 )
Charming Charles -Walkable Downtown Annapolis Home
2 4
apartment , Annapolis
This Annapolis Historic District property is less than 1.6km from the US Naval Academy and Spa Creek, and within 800m of the Banneker-Douglass Museum and Maynard-Burgess House. This two-bedroom, two-bathroom house sleeps six, features a fully equipped kitchen, private balcony, in-unit laundry, and internet access; nearby attractions include the Naval Academy and various museums.
Best family friendly Annapolis, MD lodging
Among the 856 accommodations in Annapolis, MD, here are the 4 best for families
9.8 8 reviews
Annapolis, MD
28/06 – 30/06
£420/nighttotal: £840 (2 )
Cute Bungalow Blocks To Stadium
2 4
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.
10 43 reviews
Annapolis, MD
11/09 – 19/09
£546/nighttotal: £4368 (8 )
Gather, Relax & Explore Townhome 1 Block From State Capitol Building With Backyard & Parking
3 4
apartment , Annapolis
This Annapolis townhome is situated in the Historic District, a short walk from shops, restaurants, and the U.S. Naval Academy (1.4 km away). The 182 square metre property offers three bedrooms, three-and-a-half bathrooms, sleeping six guests comfortably, with a fully equipped kitchen, private garden, spa, and on-site parking.
10 3 reviews
Annapolis, MD
29/06 – 01/07
£371/nighttotal: £742 (2 )
Luxe Row Home Steps To Usna Gate 3!
3 4
apartment , Annapolis
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.
10 26 reviews
Annapolis, MD
29/06 – 01/07
£307/nighttotal: £614 (2 )
Marymont Cottage
1 4
apartment , Annapolis
This three-bedroom Annapolis cottage, situated across the creek from West Annapolis, offers easy access to the city's attractions and is ideally located for attending events at the US Naval Academy. Sleeping up to six guests, the property features two full beds, one queen bed, a fully equipped kitchen, air conditioning, parking, a stone fireplace, outdoor grill, fire pit, and optional extra sleeping in the TV room.
Frequently asked questions about accommodations in Annapolis, MD
What are the top attractions and must-see sites in Annapolis, MD?
You can't miss the United States Naval Academy, a beautiful campus with historic buildings and a museum, or the State House, the oldest state capitol building in continuous use in the US. The Annapolis Maritime Museum is also a great place to learn about the city's maritime history, and the City Dock is a lively spot to watch boats come and go.
What are the best places to stay in Annapolis, MD?
What are the most convenient modes of transportation within Annapolis, MD?
Annapolis is a very walkable city, so you can easily get around on foot. There is also a good public bus system, the Annapolis Area Transit, which can take you to most parts of the city. If you want to explore further afield, you can rent a car or take a taxi.
What are the best places to stay with a pool in Annapolis, MD?
What outdoor activities and adventures are popular in and around Annapolis, MD?
The Chesapeake Bay is right on Annapolis' doorstep, so sailing, kayaking, and paddleboarding are popular activities. You can also visit the Quiet Waters Park, a large park with trails for hiking and biking, or take a scenic drive along the Bay Bridge.
What are the best places to stay with a jacuzzi in Annapolis, MD?
What types of accommodations are available in Annapolis, MD?
There are a variety of hotels, motels, and bed and breakfasts in Annapolis, ranging from budget-friendly to luxury. There are also several vacation rentals available, including apartments and houses.
What are the best places to stay for families and kids in Annapolis, MD?
The best time to visit Annapolis is during the spring or autumn, when the weather is mild and the crowds are smaller. Summer can be hot and humid, and winter can be cold and wet, but there are still plenty of things to see and do.
What are the best pet friendly places to stay in Annapolis, MD?
What local dishes and culinary experiences are a must-try in Annapolis, MD?
You must try the famous Maryland blue crabs, steamed and served with Old Bay seasoning. Other local specialties include crab cakes, oysters, and Chesapeake Bay seafood. There are also many great restaurants serving international cuisine.
What are the best places to stay with parking in Annapolis, MD?
In which part of Annapolis, MD should you consider renting accommodation?
The historic district, around the City Dock and the State House, is a great place to stay for easy access to attractions. The downtown area is also a good choice, with plenty of restaurants and shops. If you prefer a quieter location, you could consider staying in Eastport or West Annapolis.
Destinations nearby
Search Coastal Lodgings near Annapolis, MD
Base your next maritime holiday at coastal lodging in Annapolis, MD, positioned short distances from regional boardwalks.
9.6 87 reviews
Annapolis, MD
07/08 – 09/08
£916/nighttotal: £1832 (2 )
Three Miles From Historic Annapolis!
1 13
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.
Best Annapolis, MD accommodations with a kitchen
9.9 26 reviews
Annapolis, MD
29/08 – 04/09
£117/nighttotal: £702 (6 )
Xl Annapolis Suite (Br/lr), Private Entry & Bath
1 2
apartment , Annapolis
This Annapolis guesthouse is conveniently located minutes from the United States Naval Academy and Annapolis city centre, offering easy access to Annapolis Town Centre and Route 50, and is within walking distance of Navy-Marine Corps Memorial Stadium. The self-contained suite comprises a bedroom, bathroom, sitting/TV area, and dining space, sleeping up to two guests and including a fridge, microwave, and Wi-Fi; potential access to a patio with dining and grilling facilities is also available.
9.9 30 reviews
Annapolis, MD
25/06 – 28/06
£579/nighttotal: £1737 (3 )
Annapolis - Perfect Location
1 2
apartment , Annapolis
This Annapolis house is centrally located, within walking distance of the United States Naval Academy's visitor gate, Acton's Cove Waterfront Park, and numerous restaurants and bars. The three-bedroom, two-bathroom property sleeps six guests and boasts a fully equipped kitchen (fridge, freezer, microwave, dishwasher), air conditioning, parking, a garden, and brand-new furnishings; its proximity to the Naval Academy makes it ideal for attending football games or exploring the Academy grounds.
9.5 205 reviews
Annapolis, MD
11/09 – 19/09
£196/nighttotal: £1568 (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.
9.6 77 reviews
Annapolis, MD
04/07 – 05/07
£537/nightfor 1 night
Annapolis Home, Near Downtown
4 2
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.
Best Annapolis, MD lodgings with a pool
Among the 856 accommodations in Annapolis, MD, here are the 4 best ones with a pool
10 7 reviews
Annapolis, MD
17/09 – 22/09
£320/nighttotal: £1600 (5 )
Spa Creek Waterfront | Pool & Parking
2 1
apartment , Annapolis
9.9 27 reviews
Annapolis, MD
06/11 – 08/11
£243/nighttotal: £486 (2 )
Newly Renovated 1-bedroom On Spa Creek
1 2
apartment , Annapolis
10 8 reviews
Annapolis, MD
29/08 – 04/09
£368/nighttotal: £2208 (6 )
Entire Condo With Waterview, Pool & Parking
1 2
apartment , Annapolis
10 1 review
Annapolis, MD
29/08 – 04/09
£419/nighttotal: £2514 (6 )
Luxury Condo, Rooftop Pool & Dock, 3 To Downtown
2 2
house , Annapolis
Our Favourite Places to Stay with Parking in Annapolis, MD
Driving to Annapolis, MD? Each accommodation here includes a car park, making it easy to reach the coast and local beaches from the moment you arrive.
10 2 reviews
Annapolis, MD
31/07 – 02/08
£387/nighttotal: £774 (2 )
Annapolis Town Center Cottage
2 4
apartment , Annapolis
9.0 1 review
Annapolis, MD
03/09 – 07/09
£1294/nighttotal: £5176 (4 )
Spacious 5 Br House - 5 Min Walk To N-mc Stadium
3 2
house , Annapolis
9.8 20 reviews
Annapolis, MD
12/07 – 30/08
£455/nighttotal: £22295 (49 )
Admiral's Abode - Charming Retreat
1 2
apartment , Annapolis
Annapolis, MD
25/06 – 28/06
£767/nighttotal: £2301 (3 )
Updated Historic Home With Parking; Near Academy, College & Harbor - Central Ac
4 2
apartment , Annapolis
Browse Accommodations with a Jacuzzi in Annapolis, MD
Every accommodation near the water in Annapolis, MD comes with a hot tub or jacuzzi, perfect for a private soak after a day spent outdoors.
