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

Two Historic Rowhomes In Downtown Annapolis - Annapolis, MD
10 1 review

Two Historic Rowhomes In Downtown Annapolis

apartment, Annapolis
This accommodation offers two connected historic row homes in downtown Annapolis, a short 100 metres from the Maryland Federation of Art and the French Soldiers Monument.
This family-friendly property, ideal for up to 12 guests, features four bedrooms, three bathrooms, two kitchens, and a patio, with in-unit laundry and air conditioning provided.
Annapolis/eastport 4 Br W/ Game Room - Walk Everywhere! - Annapolis, MD
9.8 7 reviews

Annapolis/eastport 4 Br W/ Game Room - Walk Everywhere!

apartment, Annapolis
This spacious four-bedroom, three-bathroom flat offers excellent accommodation in Annapolis's prime Eastport district, just a short walk from local amenities and within 1.6 kilometres of City Dock/Ego Alley and the Navy Yard.
This family-friendly residence boasts 260 square metres of living space, accommodating up to thirteen guests with air conditioning, a full kitchen, and a garden featuring two patio areas and two fire pits, alongside a dedicated game room with pool, shuffleboard, and darts.
Annapolis Home, Near Downtown - Annapolis, MD
9.6 83 reviews

Annapolis Home, Near Downtown

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.
Charming House; Walk To Everywhere In Annapolis - Annapolis, MD
10 184 reviews

Charming House; Walk To Everywhere In Annapolis

apartment, Annapolis
This two-bedroom house is situated in the President's Hill neighbourhood, just off West Street in Annapolis's Arts District, within walking distance of the City Dock and the Navy Stadium.
The house is equipped with a full kitchen, free parking, and a garden, making it ideal for a family holiday.

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

Waterfront Suite With Views Of Annapolis From Prime Eastport Location - Annapolis, MD
10 4 reviews

Waterfront Suite With Views Of Annapolis From Prime Eastport Location

apartment, Annapolis
This Eastport condominium provides waterfront accommodation on Spa Creek, situated 800 meters from downtown Annapolis and a 15-minute walk to the U.S. Naval Academy.
This two-bedroom flat accommodates up to five guests and features a private furnished balcony with sweeping views of Spa Creek and historic Annapolis, alongside access to a seasonal waterfront swimming pool and high-speed Wi-Fi.
Modern Eastport Getaway, Near Historic Annapolis - Annapolis, MD
9.7 21 reviews

Modern Eastport Getaway, Near Historic Annapolis

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.
Brick Georgian W Pool, Pet Friendly 1 Mile To All! - Annapolis, MD
9.2 106 reviews

Brick Georgian W Pool, Pet Friendly 1 Mile To All!

apartment, Annapolis
This charming three-bedroom house is situated in a peaceful waterfront neighbourhood, just a short distance from Annapolis' historic downtown, the Naval Academy, and the Navy Marine Corps Stadium. The property has consistently received excellent ratings for its location, cleanliness, and overall experience.
The house comfortably sleeps seven guests and features a well-equipped kitchen, a private pool, and a patio with a barbecue. Guests can enjoy a range of amenities, including a piano, board games, and a formal dining room, as well as access to kayaks and a canoe for exploring the nearby waterways.
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.

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

Updated Eastport Gem With Outdoor Fireplace!! - Annapolis, MD
10 60 reviews

Updated Eastport Gem With Outdoor Fireplace!!

apartment, Annapolis
This Eastport Peninsula house in Annapolis is a short walk from numerous restaurants and shops, offering convenient access to the area's attractions.
Sleeping 6-10 guests, this three-bedroom, two-bathroom property boasts a spacious family room with a gas fireplace, a large fenced backyard with a wood-burning fireplace, a second-floor balcony, a full-size washer and dryer, and ample off-street parking.
Downtown Furnished Apartment - Walking Distance To Restaurants - Annapolis, MD
10 11 reviews

Downtown Furnished Apartment - Walking Distance To Restaurants

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.
Charming City Oasis. Walk To Harbor, Eateries.usna - Annapolis, MD
9.7 116 reviews

Charming City Oasis. Walk To Harbor, Eateries.usna

apartment, Annapolis
This charming cottage is located in a quiet residential neighbourhood in Annapolis, just a short walk from the harbour, shops, restaurants, and museums. It has received excellent ratings for location, cleanliness, and overall user experience.
The cottage can accommodate up to six guests and features two bathrooms. Amenities include a fully fenced yard, patio, fire pit, screened porch, and a meditation garden with bird sanctuaries and a Monarch way station, as well as cornhole boards and board games for entertainment.
Style, Comfort, Walk To Stadium - Annapolis, MD
9.8 68 reviews

Style, Comfort, Walk To Stadium

apartment, Annapolis
This Annapolis property, a split-level house in the Admiral Heights neighbourhood, is within walking distance of the US Naval Academy and a short drive (approximately 1.6km) from Annapolis city centre.
The two-bedroom, one-bathroom dwelling sleeps four guests and boasts a fully equipped kitchen with stainless steel appliances, a private deck with barbecue, and Roku TVs in each bedroom, plus a 60-inch smart TV in the living area; designated off-street parking is also provided.

Best pet-friendly Annapolis, MD holiday apartments

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

Annapolis Escape @Gate 1 And Harbor Free Parking - Annapolis, MD
9.7 93 reviews

Annapolis Escape @Gate 1 And Harbor Free Parking

apartment, Annapolis
This ground-floor Annapolis apartment is centrally located, just 0.16 km from Annapolis Harbour and adjacent to the United States Naval Academy.
The self-catering flat offers a private patio, sleeps four guests in a queen bed and full-size sofa bed, and includes a fully equipped kitchen, high-speed internet, and parking.
Stay Retro Naptown - Annapolis, MD
9.9 82 reviews

Stay Retro Naptown

apartment, Annapolis
This Eastport house, situated near the Eastport Shopping Centre and a short walk from Annapolis city centre, offers easy access to the city's attractions.
Sleeping eight guests across four queen-bed bedrooms, this Annapolis property boasts two bathrooms, a fully equipped kitchen with fridge, freezer and microwave, in-unit laundry, a large garden with grill, screened porch, driveway parking for two cars, and a retro 1970s theme.
Walk To Main St & City Dock From Historic Downtown Dog-friendly Apartment - Annapolis, MD
10 2 reviews

Walk To Main St & City Dock From Historic Downtown Dog-friendly Apartment

apartment, Annapolis
This three-bedroom, two-bathroom flat is located in downtown Annapolis, a short walk from the Maryland State House and Ellen O. Moyer Nature Park, placing you within 500 meters of the Annapolis Harbor and Ego Alley Marina.
This pet-friendly accommodation for up to six guests offers a private garden, terrace with outdoor furniture, and barbecue, alongside a well-equipped kitchen with an oven and stovetop, plus in-unit laundry facilities and complimentary Wi-Fi.
Downtown Pinkney House W/parking - Annapolis, MD
9.6 15 reviews

Downtown Pinkney House W/parking

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.