Best apartment offers in Annapolis, MD

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Annapolis, MD apartments
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720 Holiday apartments in Annapolis, MD

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

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

Your Annapolis Waterfront Retreat For A Weekend Or Any-day Getaway!<br>great Lodging For Plebe Parent's Weekend - And All Your Usna Activities. - Annapolis, MD
10 256 reviews

Your Annapolis Waterfront Retreat For A Weekend Or Any-day Getaway!<br>great Lodging For Plebe Parent's Weekend - And All Your Usna Activities.

cottage, Annapolis
This charming waterfront cottage is located in West Annapolis, just a short walk from the US Naval Academy and a 1.5-mile stroll from the Annapolis City Dock. The property has consistently received excellent ratings for its location, cleanliness, and overall user experience.
This delightful cottage offers 65 square metres of space and can accommodate up to four guests. The property boasts a fully equipped kitchen, a screened-in porch, a private waterfront backyard with a fire pit, and a private dock with access to Weems Creek, making it ideal for relaxing and enjoying the beautiful surroundings.
Waterfront Home With Scenic Porches, Yard, Grill, Jetted Tub, Central Ac, & W/d - Annapolis, MD
10 1 review

Waterfront Home With Scenic Porches, Yard, Grill, Jetted Tub, Central Ac, & W/d

apartment, Highland Beach
This Annapolis residence in the Bay Ridge community offers direct access to a private beach and expansive views of the Chesapeake Bay, located a short drive from the Annapolis Maritime Museum and Quiet Waters Park.
This spacious holiday home accommodates up to 10 guests, featuring 3 bedrooms, 3 bathrooms, air conditioning, a fully equipped kitchen with a dishwasher, a terrace, parking, and a private washer/dryer, with the primary bedroom boasting a spa-like en suite.
Waterview Home! Beach Volleyball! Near Wedding Venues! Walk To Bar & Restaurant! - Annapolis, MD
10 130 reviews

Waterview Home! Beach Volleyball! Near Wedding Venues! Walk To Bar & Restaurant!

apartment, Stevensville
This Stevensville beach house is located just 14.5 kilometres from Matapeake State Park, Paul Reed Smith Guitars, and Love Point State Park, offering easy access to the area's attractions. It has consistently received excellent ratings for user experience, location, and cleanliness.
This four-bedroom property spans 167 square metres and comfortably accommodates up to 14 guests. The house provides a range of amenities, including a fully equipped kitchen, air conditioning, a Jacuzzi, a terrace, a garden, a spa, a tennis court, and parking.
Walk To Shops & Dining From Dog-friendly Apartment W Parking & Private Backyard - Annapolis, MD
10 9 reviews

Walk To Shops & Dining From Dog-friendly Apartment W Parking & Private Backyard

apartment, Annapolis
This Eastport flat in Annapolis is situated less than 1.6km from the United States Naval Academy, offering easy access to this historic landmark.
The self-catering apartment, sleeping up to four adults in a king-size bedroom and a queen-size cot, boasts a private fenced backyard, full kitchen, washer/dryer, high-speed internet, and keyless entry; one to two driveway parking spaces are also available.

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

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

The General's House-spacious Home W/pool & Hot Tub - Annapolis, MD
9.9 41 reviews

The General's House-spacious Home W/pool & Hot Tub

apartment, Crownsville
This Crownsville house, ideally located near Annapolis' attractions, offers easy access to the city's amenities.
This spacious four-bedroom property sleeps fourteen guests, boasting a private pool, jacuzzi, fitness centre, and a dedicated theatre room, perfect for family gatherings or group getaways.
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. - Annapolis, MD
10 1 review

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.

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.
Rooftop Pool And Spa Creek Views - Luxurious Waterfront Retreat - Annapolis, MD
No reviews

Rooftop Pool And Spa Creek Views - Luxurious Waterfront Retreat

apartment, Annapolis
This waterfront condo in a quiet Eastport cul-de-sac offers Spa Creek views and is located 800 metres from downtown Annapolis and 1.3 kilometres from the U.S. Naval Academy.
This family-friendly apartment features two bedrooms and two bathrooms, accommodating up to seven guests, with amenities including air conditioning, a swimming pool, a furnished balcony, and off-street parking for two cars.
Spa Creek Condo Pool Deck & Parking - Annapolis, MD
No reviews

Spa Creek Condo Pool Deck & Parking

apartment, Annapolis
This Annapolis flat is located a 13-minute walk from Annapolis Harbour and 42 kilometres from Baltimore's Inner Harbour.
This one-bedroom flat offers 60 square metres of space for up to seven guests, featuring air conditioning, a kitchen with a fridge, microwave, and dishwasher, free WiFi, and private parking, with access to a communal swimming pool and a balcony.

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Best Annapolis, MD holiday apartments with air conditioning

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.
Historic + Modern Home | Just Steps To Waterfront - Annapolis, MD
10 50 reviews

Historic + Modern Home | Just Steps To Waterfront

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.
Spacious 5-bedroom House With Ac In Gorgeous Annapolis Historic District Capital - Annapolis, MD
No reviews

Spacious 5-bedroom House With Ac In Gorgeous Annapolis Historic District Capital

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.
Excellent Location, Super Clean, Super Spacious, Near Bay & Downtown Annapolis - Annapolis, MD
9.8 43 reviews

Excellent Location, Super Clean, Super Spacious, Near Bay & Downtown Annapolis

apartment, Arnold
This spacious seven-bedroom house is located in Cape Saint Claire, a neighbourhood in Annapolis, just 10 kilometres from downtown Annapolis and the United States Naval Academy. It's also close to Kent Island, Baltimore, and Washington D.C., making it a great base for exploring the region. Guests have consistently rated this property as excellent.
The 279 square metre home has a large family room, a bunk room, and 5 bathrooms, comfortably accommodating up to 16 guests. Amenities include a fully equipped kitchen, a private garden, a jacuzzi, a spa, and parking for four vehicles.

Best pet-friendly Annapolis, MD holiday apartments

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

Stadium-side Annapolis | Chef Kitchen | Sleeps 10 - Annapolis, MD
9.8 11 reviews

Stadium-side Annapolis | Chef Kitchen | Sleeps 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.
Quiet Woodland Lodge W Community Beach Access & Large Private Deck - Annapolis, MD
No reviews

Quiet Woodland Lodge W Community Beach Access & Large Private Deck

apartment, Annapolis
This Annapolis Roads residence is located at the end of a quiet cul-de-sac, providing a private retreat just 10 kilometres from downtown Annapolis and the U.S. Naval Academy.
This spacious 185 square metre flat offers four bedrooms, three bathrooms, and accommodates up to eight guests, featuring a water-privileged community with a private beach, playground, launching pier, and a furnished deck with a smoker grill and fire pit, alongside a two-story family room with a pellet stove and a lofted office space.
Beautiful 6br Home In Annapolis - Annapolis, MD
9.3 61 reviews

Beautiful 6br Home In Annapolis

apartment, Annapolis
This six-bedroom house in Annapolis, Maryland, is centrally located, minutes from the US Naval Academy, the Navy-Marine Corps Memorial Stadium, and the Annapolis Maritime Museum & Park.
Sleeping up to ten guests, this spacious property boasts a fully equipped kitchen with dishwasher, four bathrooms, a dedicated workspace, and is within walking distance of restaurants including Miss Shirley's Cafe; parking is available.
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.
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