Apartments and Condos in Annapolis, MD

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Annapolis, MD apartments
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720 Apartments or condos in Annapolis, MD

Discover Apartments by the Sea in Annapolis, MD

Base your next coastal holiday at these seaside vacation apartments in Annapolis, MD, perfectly positioned for exploring regional beaches and local shorelines.

Chic Renovation On Fleet Street - Annapolis, MD
9.7 106 reviews

Chic Renovation On Fleet Street

apartment, Annapolis
This downtown Annapolis rowhouse offers a central location within walking distance of the US Naval Academy and City Dock, providing easy access to Annapolis's shops, restaurants, and historical sites. This two-bedroom, one-and-a-half-bathroom rental boasts a stylish open floor plan, a private patio, and amenities including a full kitchen with dishwasher, air conditioning, and parking, comfortably accommodating up to four guests.

Our Favorite Vacation Apartments with Swimming Pool in Annapolis, MD

Dip in whenever you like, as these vacation apartments near the water in Annapolis, MD come with a convenient swimming pool on-site.

Waterfront Suite With Views Of Annapolis, Prime Eastport Location - Annapolis, MD
10 3 reviews

Waterfront Suite With Views Of Annapolis, Prime Eastport Location

apartment, Annapolis
This Eastport condo provides waterfront living on Spa Creek with views, located 0.5 miles (2,640 feet) from downtown Annapolis and 0.8 miles (4,224 feet) from the U.S. Naval Academy.
This residence accommodates up to 5 guests and features a private balcony, a seasonal swimming pool, high-speed WiFi, and assigned parking.
Lakefront Home With Private Pool, Hot Tub, Outdoor Space, Central Ac, & W/d - Annapolis, MD
No reviews

Lakefront Home With Private Pool, Hot Tub, Outdoor Space, Central Ac, & W/d

apartment, Highland Beach
This waterfront vacation rental in Highland Beach offers exclusive access to Lake Ogleton, a part of the Chesapeake, with a private pier and direct access to the bay, located 1 mile from the Maritime Museum and Colonial Players in Annapolis.
This 6500 sq ft Frank Lloyd Wright-inspired home accommodates 12 guests with 6 bedrooms and 4 bathrooms, featuring a gourmet kitchen with two dishwashers and double refrigerators, a third-floor loft with a wine cooler, multiple fireplaces, and outdoor relaxation areas including a covered porch.
Beautiful Basement Apartment In An Upscale Home - Annapolis, MD
9.8 8 reviews

Beautiful Basement Apartment In An Upscale Home

apartment, Arnold
This basement apartment in Arnold offers a private retreat within a safe, upscale waterfront community, located steps from the Baltimore-Annapolis trail and minutes from Annapolis attractions.
This family-friendly unit accommodates up to three guests and features air conditioning, internet, a full kitchen, parking, a swimming pool, garden, and sauna.
Cozy Annapolis Condo - Annapolis, MD
9.9 74 reviews

Cozy Annapolis Condo

apartment, Annapolis
This Annapolis apartment is centrally located, just a short walk from the historic district, waterfront, and popular restaurants. It boasts excellent ratings for location, cleanliness, and overall user experience. This two-bedroom rental comfortably accommodates up to five guests. Amenities include a fully equipped kitchen, air conditioning, a swimming pool, a fitness center, and a garden.

Frequently Asked Questions about apartment rentals in Annapolis, MD

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

    You absolutely have to visit the United States Naval Academy, it's a must-see. You can also take a stroll around the historic downtown area and visit the Maryland State House and the Annapolis City Dock. The Naval Academy Museum is also a great place to learn about the history of the Navy.
  • What are the best apartments in Annapolis, MD?

  • Which neighborhoods in Annapolis, MD are best for renting an apartment?

    If you want to be close to the action, downtown Annapolis is a great choice. For a quieter experience, consider the neighborhoods of Eastport or West Annapolis. They are both close to the water and have a more residential feel.
  • What are the best apartments with a pool in Annapolis, MD?

  • 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 that was once owned by a signer of the Declaration of Independence. The Maryland State House is also a great place to learn about the state's history and its role in the founding of the United States.
  • What are the best apartments with a jacuzzi in Annapolis, MD?

    The best apartments with a jacuzzi in Annapolis, MD are Downtown Annapolis Condo W/ Free Parking + Coffee, Bay View Studio Apartment and Eastport Bungalow.

  • What makes Annapolis, MD unique or famous?

    Annapolis is known as the sailing capital of the world and is home to the United States Naval Academy. It's also a charming historic city with beautiful architecture and a vibrant waterfront.
  • What are the best apartments for families and kids in Annapolis, MD?

    The best apartments for families and kids in Annapolis, MD are South River Park Apartment, 2a One Bedroom Annapolis Apartment and Beautiful Condo - Water View Near City Dock.

  • Where can you find the best local markets and street food in Annapolis, MD?

    The Annapolis Farmers Market is a great place to find local produce and other goods. You can also find street food vendors at the City Dock and at various events throughout the year.
  • What are the best pet friendly apartments in Annapolis, MD?

  • How is the public transportation system in Annapolis, MD?

    Annapolis has a limited public transportation system, but it's sufficient for getting around the downtown area. The Annapolis Area Transit (AAT) operates buses that connect the downtown area with other parts of the city. You can also find taxis and ride-sharing services.
  • What are the best apartments with parking in Annapolis, MD?

  • Which seasonal events or festivals should apartment renters look forward to in Annapolis, MD?

    The Annapolis Maritime Museum's annual Oysterfest in October is a great event for seafood lovers. The Annapolis Arts & Crafts Festival in June is a great place to find unique gifts and souvenirs. The annual Annapolis Boat Show in October is a major event for boat enthusiasts.
  • What amenities are typically included in apartments in Annapolis, MD?

    Most apartments in Annapolis include basic amenities like a refrigerator, stove, and oven. Some apartments also include a dishwasher, washer, and dryer. Many apartment complexes also offer amenities like a swimming pool, fitness center, and parking.
  • What leisure activities are available for relaxation in Annapolis, MD?

    Annapolis has a lot to offer in terms of leisure activities. You can take a boat tour of the Chesapeake Bay, visit the Maryland State House, or take a walk around the City Dock. If you're looking for something more active, you can go kayaking, paddleboarding, or sailing.

Popular destinations

Search Family-Friendly Vacation Apartments in Annapolis, MD

Traveling to Annapolis, MD with kids? These family vacation apartments offer easy beach access and plenty of room to spread out.

Exclusive Randall House At Usna Gate 1 W Parking - Annapolis, MD
9.8 89 reviews

Exclusive Randall House At Usna Gate 1 W Parking

apartment, Annapolis
This Annapolis home is located in the Historic District, just steps away from the Naval Academy, City Dock, and John Smith House, making it easy to explore the city's rich history and culture. The property has received excellent ratings for location, cleanliness, and overall experience.
This 4-bedroom, 4-bathroom house offers 3,470 square feet of space, comfortably accommodating up to 11 guests. The home features a fully equipped kitchen, a balcony, free Wi-Fi, parking, and a spa, providing everything needed for a relaxing and enjoyable stay.
Dog Friendly! Next To Navy Stadium And Dta Shuttle! - Annapolis, MD
10 11 reviews

Dog Friendly! Next To Navy Stadium And Dta Shuttle!

apartment, Annapolis
This Annapolis vacation rental is conveniently located within one mile of 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.
This 1,190-square-foot house features two bedrooms, one bathroom, and accommodates up to six guests, boasting a fully equipped kitchen, private patio, free Wi-Fi, and a smoke-free environment.
Luxury Waterfront Home Private Pier & Hot Tub - Annapolis, MD
9.8 13 reviews

Luxury Waterfront Home Private Pier & Hot Tub

apartment, Mayo
This spacious home is located in Edgewater, Maryland, just a short drive from Annapolis and Washington, D.C., offering easy access to both city and waterfront attractions. The apartment consistently receives excellent ratings for its location, cleanliness, and user experience.
This 6-bedroom, 6-bathroom home comfortably accommodates up to 15 guests, making it perfect for large families or groups. The property features a private pier and beach, a hot tub, a furnished deck, a ping pong table, and a game table, offering a variety of activities and amenities for relaxation and entertainment.
Great Location On Spa Creek - Annapolis, MD
9.7 236 reviews

Great Location On Spa Creek

apartment, Annapolis
This Annapolis apartment is conveniently located in Eastport, just a short walk from Spa Creek, the U.S. Naval Academy, and the lively Annapolis City Dock. The apartment has earned excellent ratings for its location, cleanliness, and overall experience.
This one-bedroom rental offers 610 square feet of space and comfortably accommodates up to four guests. The apartment features a fully equipped kitchen, a private patio, a swimming pool, and a spa, providing everything you need for a relaxing and enjoyable stay.

Neighborhoods and points of interest in Annapolis, MD

Top-Rated Dog-Friendly Vacation Apartments in Annapolis, MD

Your dog is as welcome as you are; each pet-friendly vacation apartment near the water in Annapolis, MD offers dog-friendly beaches.

Unique Eastport Bungalow W/ Yard, Walk To Dt - Annapolis, MD
9.5 13 reviews

Unique Eastport Bungalow W/ Yard, Walk To Dt

apartment, Annapolis
This restored 1920s bungalow, located in Annapolis's Eastport maritime district, is one mile from Downtown Annapolis, City Dock, the Naval Academy, and the State House.
This four-bedroom, three-bathroom house sleeps up to ten guests and offers amenities including free WiFi, parking, a kitchen with a fridge, microwave, and dishwasher, plus a fenced yard, garden, and patio with grill and chiminea.
My Annapolis Studio - Annapolis, MD
9.7 49 reviews

My Annapolis Studio

apartment, Annapolis
This waterfront Annapolis studio rental is situated in a serene community, a 10-minute drive from Historic Annapolis' downtown.
The private ground-floor unit features a full kitchen with dishwasher, a private patio, accommodates two guests, and allows one small pet.
Annapolis Charm Bright 3br In Downtown - Annapolis, MD
9.8 132 reviews

Annapolis Charm Bright 3br In Downtown

apartment, Annapolis
This private house is located at the edge of Annapolis' historic district, a short walk from the Naval Academy and the Navy football field, offering a peaceful retreat close to the action. The house enjoys excellent user, location, and cleanliness ratings, ensuring a comfortable and enjoyable stay. The home has three bedrooms, two bathrooms, and can comfortably accommodate up to eight guests. The fully equipped kitchen, multiple living spaces, and modern amenities, including a dishwasher, microwave, and a bidet, make this house a perfect choice for families or groups looking for a comfortable and convenient stay in Annapolis.
Eastport Charmer Summ - Annapolis, MD
9.6 5 reviews

Eastport Charmer Summ

apartment, Annapolis
This charming cottage is a short 15-minute walk from Downtown Annapolis, offering easy access to shops, restaurants, and the waterfront. Guests consistently rate this property as excellent.
This cozy house has two bedrooms and two bathrooms, comfortably accommodating up to four guests. Enjoy the fully equipped kitchen, outdoor patio, and spacious backyard, perfect for relaxing and entertaining.

Best Annapolis, MD apartment rentals with air conditioning

Harbors Edge Retreat: Walk To Main St & Academy - Annapolis, MD
9.8 81 reviews

Harbors Edge Retreat: Walk To Main St & Academy

apartment, Annapolis
Bay Ridge Unit By Downtown Annapolis And Quiet Waters Park - Annapolis, MD
8.8 3 reviews

Bay Ridge Unit By Downtown Annapolis And Quiet Waters Park

apartment, Annapolis
Annapolis Cottage - Annapolis, MD
9.8 36 reviews

Annapolis Cottage

apartment, Highland Beach
Charming Navy-themed Townhome | Walk To Usna & Dta - Annapolis, MD
9.9 117 reviews

Charming Navy-themed Townhome | Walk To Usna & Dta

apartment, Annapolis

Popular 5-Star Vacation Apartments in Annapolis, MD

High-end comfort and prime positioning define these luxury vacation apartments in Annapolis, MD, hand-picked for quality.

Cozy 3br Annapolis, Private Deck, Parking - Annapolis, MD
10 19 reviews

Cozy 3br Annapolis, Private Deck, Parking

apartment, Annapolis

Choose the Right Vacation Apartments with Free Parking in Annapolis, MD

Parking is sorted from the start, as every vacation apartment near the water in Annapolis, MD includes free on-site spaces for your stay.

Cute Downtwn Townhouse *Onsite Parking* & Patio! - Annapolis, MD
10 131 reviews

Cute Downtwn Townhouse *Onsite Parking* & Patio!

apartment, Annapolis
Oasis By The Bay - Waterfront Heated Pool Hot Tub! - Annapolis, MD
8.8 6 reviews

Oasis By The Bay - Waterfront Heated Pool Hot Tub!

apartment, Highland Beach
The Red Door Cottage - Pet-friendly! - Annapolis, MD
10 36 reviews

The Red Door Cottage - Pet-friendly!

apartment, Annapolis
Cute, Cozy 2-bedroom House Near Annapolis With Water Access - Annapolis, MD
9.6 15 reviews

Cute, Cozy 2-bedroom House Near Annapolis With Water Access

apartment, Herald Harbor

Top Apartments with Balconies in Annapolis, MD

Morning coffee with views of the water and coastal scenery is a simple pleasure at these apartments in Annapolis, MD.

Cozy Condo Near City Dock - Your Perfect Annapolis Getaway! - Annapolis, MD
9.6 97 reviews

Cozy Condo Near City Dock - Your Perfect Annapolis Getaway!

apartment, Annapolis
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
Downtown Furnished Apartment - Walking Distance To Restaurants - Annapolis, MD
10 11 reviews

Downtown Furnished Apartment - Walking Distance To Restaurants

apartment, Annapolis
Spectacular Location: State Circle Apartment - Annapolis, MD
10 18 reviews

Spectacular Location: State Circle Apartment

apartment, Annapolis

Discover Apartments with a Gym in Annapolis, MD

Maintain your fitness while traveling; these apartments in Annapolis, MD include gym access to ensure a workout fits into every day.

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
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