Best apartment offers in Annapolis, MD

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Annapolis, MD apartments
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720 Best apartments in Annapolis, MD

Best family friendly Annapolis, MD Holiday Apartments and Self Catering Accommodations

Among the 720 accommodations in Annapolis, MD, here are the 4 best family friendly holiday apartments

Spacious Historic Home With Private Parking In The Heart Of Downtown Annapolis - Annapolis, MD
10 9 reviews

Spacious Historic Home With Private Parking In The Heart Of Downtown Annapolis

apartment, Annapolis
This three-bedroom Annapolis holiday home, situated in the Historic District, is less than 0.5km from Annapolis Harbour and Main Street, and a 1km walk from the United States Naval Academy.
Sleeping eight, the property boasts a gourmet kitchen, three bathrooms (including one en-suite with jacuzzi), a formal dining room, covered patio, and fenced backyard, plus two private parking spaces – a significant advantage in this area.
Adorable Home Steps From Navy Stadium! - Annapolis, MD
No reviews

Adorable Home Steps From Navy Stadium!

apartment, Annapolis
This four-bedroom flat in West Annapolis offers immediate access to Annapolis events, situated a mere block from Navy Stadium and within 1.6 kilometres of downtown Annapolis's shops and eateries.
This spacious accommodation for up to eleven guests boasts a deck with a grill, a brick patio with a fire pit, a downstairs wet bar, and two off-street parking spaces, making it ideal for groups attending boat shows or reunions.
Cozy Annapolis Condo - Annapolis, MD
9.9 77 reviews

Cozy Annapolis Condo

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.
Gorgeous Carriage House Close To Usna, Walk To Stadium, Free Parking,  Pets+kids - Annapolis, MD
10 54 reviews

Gorgeous Carriage House Close To Usna, Walk To Stadium, Free Parking, Pets+kids

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).

Best Holiday Apartments and Self Catering Accommodations in Annapolis, MD with a pool

Among the 720 accommodations in Annapolis, MD, here are the 4 best apartments with a pool

1st Floor Condo In Annapolis - Annapolis, MD
9.9 163 reviews

1st Floor Condo In Annapolis

apartment, Annapolis
This newly renovated studio flat is situated in Eastport, a quiet neighbourhood directly across Spa Creek from historic Annapolis, within a 1.6 km walk of the city centre and the US Naval Academy.
This pet-free apartment offers a fully equipped kitchen, high-speed Wi-Fi, free onsite parking, a secure building entrance, and a rooftop patio with a seasonal pool, with stunning views of the city.
Prime Eastport Location - Waterfront Condo W Pool & Parking - Annapolis, MD
10 32 reviews

Prime Eastport Location - Waterfront Condo W Pool & Parking

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.
Waterfront 2-bedroom Condo On Spa Creek - Annapolis, MD
10 15 reviews

Waterfront 2-bedroom Condo On Spa Creek

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.
Spacious Luxe Usna Home - Pool, Hot Tub, Grill - Annapolis, MD
9.8 91 reviews

Spacious Luxe Usna Home - Pool, Hot Tub, Grill

apartment, Annapolis
This five-bedroom Annapolis house, a short walk from the United States Naval Academy and Main and West Streets' restaurants, offers convenient access to Annapolis's key attractions.
Sleeping fourteen guests, this spacious three-storey property boasts five bathrooms, a fully equipped kitchen including a dishwasher, and a gas grill; nearby parking is available.

Frequently asked questions about apartment rentals in Annapolis, MD

  • What are the must-see attractions for a 2 days stay in Annapolis, MD?

    You've got to see the United States Naval Academy, it's a sight to behold. The State House is also a must-see, it's the oldest state capitol building still in use in the US. And if you're a history buff, the Annapolis Maritime Museum is a great place to learn about the city's maritime history.
  • Which neighborhoods in Annapolis, MD are best for renting an apartment?

    The downtown area around City Dock is great for being close to the action, but can be a bit pricey. If you want something more affordable, you could look at the neighborhoods of Eastport or West Annapolis. Both offer a quieter, more residential feel.
  • What are the top cultural and historical sites in Annapolis, MD?

    The William Paca House and Garden is a must-see for history buffs, it's a beautifully preserved 18th-century home. For a more modern take on history, the Maryland State Archives is a great place to learn about the state's past. And of course, you can't forget the United States Naval Academy, it's a national treasure.
  • What makes Annapolis, MD unique or famous?

    Annapolis is known as the sailing capital of the world, so if you're a fan of boats, you'll love it here. It's also home to the United States Naval Academy, which brings a unique energy to the city. And of course, the historic downtown area with its cobblestone streets and charming shops is a big draw.
  • Where can you find the best local markets and street food in Annapolis, MD?

    The Annapolis Farmers Market is a great place to find fresh produce, local crafts, and delicious food. It's held every Saturday from April to November. For street food, you can't go wrong with the food trucks that line up on West Street on Fridays during the summer. They offer everything from tacos to ice cream.
  • How is the public transportation system in Annapolis, MD?

    The public transportation system in Annapolis is primarily served by buses, operated by the Annapolis Area Transit. It's not as extensive as a larger city, but it gets you around most of the main areas. There are also water taxis that operate during the summer months, which are a fun way to get around.
  • Which seasonal events or festivals should apartment renters look forward to in Annapolis, MD?

    The Annapolis Summerfest is a big one, it's a month-long celebration of music, art, and food. The Annapolis Boat Show is another popular event, it's a great place to see all the latest and greatest sailing vessels. And of course, there's the annual Annapolis Christmas Parade, which is a magical event for the whole family.
  • What amenities are typically included in apartments in Annapolis, MD?

    Most apartments in Annapolis will include basic amenities like central air conditioning, heating, and laundry facilities. Some newer buildings may offer additional amenities like fitness centers, swimming pools, and parking. But it really depends on the specific building and the price range.
  • What leisure activities are available for relaxation in Annapolis, MD?

    Annapolis is a great place to relax and enjoy the outdoors. There are plenty of parks, like Quiet Waters Park, where you can go for a walk, have a picnic, or even go kayaking. The Chesapeake Bay is also a great place to go for a swim or just soak up the sun. And for something a little more active, you can always go for a bike ride along the scenic waterfront.

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Best Annapolis, MD holiday apartments with air conditioning

Stadium-side Annapolis | Chef Kitchen | Sleeps 10 - Annapolis, MD
9.9 24 reviews

Stadium-side Annapolis | Chef Kitchen | Sleeps 10

apartment, Annapolis
This 1.5-storey townhouse in Annapolis is situated a few minutes' walk from the stadium, offering convenient access to local events.
This 214 square metre residence accommodates up to 10 guests, featuring a chef's kitchen with GE Café appliances, a spa-like master bathroom, and a fully finished basement, with keypad entry for secure access.
Game Days & Family Stays At Dog-friendly Home Near Navy Stadium W Private Fenced-in Yard - Annapolis, MD
10 22 reviews

Game Days & Family Stays At Dog-friendly Home Near Navy Stadium W Private Fenced-in Yard

apartment, Annapolis
This four-bedroom Annapolis holiday home, situated in the Admiral Heights neighbourhood, is 1.1km from the Navy-Marine Corps Memorial Stadium and 3.2km from both the city centre and the United States Naval Academy.
Sleeping nine guests comfortably, this self-catering property boasts a private garden with fire pit, a fully equipped kitchen with stainless steel appliances, two bathrooms, and parking, all within easy reach of Annapolis's key attractions.
Renovated Apt In Historic Dist W/2 Parking Spots - Annapolis, MD
9.9 654 reviews

Renovated Apt In Historic Dist W/2 Parking Spots

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.
Historic Charm | Steps From City Dock And The Yard - Annapolis, MD
9.9 47 reviews

Historic Charm | Steps From City Dock And The Yard

apartment, Annapolis
This Annapolis city centre apartment is situated a short walk from Ego Alley and the United States Naval Academy.
The two-bedroom, two-and-a-half-bathroom dwelling, sleeping up to eight guests, boasts two living rooms, a fully renovated kitchen with stainless steel appliances, a garden, parking, and two Roku TVs.

Best pet-friendly Annapolis, MD holiday apartments

Among the 720 accommodations in Annapolis, MD, here are the 4 best pet friendly holiday apartments

Spacious 5 Br House - 5 Min Walk To N-mc Stadium! - Annapolis, MD
9.8 6 reviews

Spacious 5 Br House - 5 Min Walk To N-mc Stadium!

apartment, Annapolis
This Annapolis holiday home, situated in the Germantown neighbourhood, is located two blocks from the Navy-Marine Corps Memorial Stadium and an eight-minute drive (approximately 6.4km) from the United States Naval Academy and Annapolis city centre.
This spacious property boasts 242 square metres of floor area, offering five bedrooms (three main bedrooms and two bunk rooms in the basement), accommodating up to 15 guests and featuring amenities such as a jacuzzi bath, foosball table, and a fully enclosed garden.
Chapel Gate 3br Steps To City Dock & Naval Academy - Annapolis, MD
No reviews

Chapel Gate 3br Steps To City Dock & Naval Academy

apartment, Annapolis
This top-floor, three-bedroom flat is located in Annapolis's Historic District, a few blocks from the U.S. Naval Academy's Gate 3 and City Dock, placing you within easy reach of the Hammond-Harwood House and Thurgood Marshall Memorial.
This 111 square metre residence accommodates up to six guests with three bedrooms, a fully equipped kitchen, in-unit laundry, and a Roku TV, whilst its proximity to the Tose Family Tennis Centre and Annapolis Harbour offers ample recreational opportunities, and pets are welcome for an additional fee.
Belle By The Bay - Annapolis, MD
9.0 21 reviews

Belle By The Bay

apartment, Annapolis
This apartment is situated in a peaceful neighbourhood in Annapolis, just under 6.5km from the Naval Academy and 3.2km from the Annapolis Town Center. It has received excellent ratings for its location, cleanliness, and overall experience.
The property has three bedrooms and two bathrooms, comfortably accommodating up to 10 guests. It features a well-equipped kitchen, a private patio with a fire pit, and free parking.
18th Cent. Charm In Historic Downtown Annapolis - Annapolis, MD
9.0 14 reviews

18th Cent. Charm In Historic Downtown Annapolis

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.
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