This Annapolis home is located in a quiet, exclusive neighborhood, just a short walk from downtown, the US Naval Academy, and the arts district. It has received excellent ratings for its location, cleanliness, and overall experience. This spacious 6-bedroom, 4-bathroom dwelling comfortably accommodates up to 12 guests. The home features a private backyard with a patio, a rooftop deck, fireplaces, and ample parking for four cars.
9.9 94 reviews
Annapolis, MD
06/27 – 06/29
$287/nighttotal: $574 (2 )
King George Hideaway 1st Floor
1 2
apartment , Annapolis
This charming Annapolis apartment is located in the heart of downtown, just a short walk from Ego Alley and Main Street, offering easy access to the city's attractions. The apartment has received excellent ratings for location, cleanliness, and overall user experience. The comfortable one-bedroom apartment can accommodate up to four guests and features a fully equipped kitchen, a dining area, and a private garden. Enjoy modern amenities like air conditioning, a dishwasher, and free internet access.
10 2 reviews
Annapolis, MD
06/25 – 07/25
$370/nighttotal: $11100 (30 )
Waterfront Community Pet Friendly Mins To Downtown
2 2
apartment , Annapolis
This Annapolis vacation rental is situated in a quiet, water-privileged neighborhood, 2.5 miles from Downtown Annapolis and 3 miles from the U.S. Naval Academy, offering easy access to beaches, boat ramps, and nature trails. This two-bedroom, two-bathroom house comfortably sleeps eight guests and features a private fenced backyard with a fire pit and propane grill, a full kitchen, high-speed internet, smart TVs, and a community park with Chesapeake Bay views.
9.9 21 reviews
Annapolis, MD
06/27 – 06/29
$229/nighttotal: $458 (2 )
Gaia House
1 2
apartment , Annapolis
This Annapolis house rental offers easy access to Annapolis attractions and is ideally situated for exploring Washington, D.C., and surrounding areas. The two-bedroom, one-bathroom home comfortably sleeps four guests and includes a full kitchen with a refrigerator, freezer, and microwave, plus air conditioning, a garden, parking, and internet access.
10 76 reviews
Annapolis, MD
01/01 – 02/01
$240/nighttotal: $7440 (31 )
Charming Eastport Capecod
4 2
apartment , Annapolis
This charming Cape Cod-style house is located in the Eastport district of Annapolis, just a short walk from restaurants, pubs, and a mile from downtown, City Dock, and shopping. The apartment has received excellent ratings for its cleanliness, location, and overall user experience. This four-bedroom, two-bathroom home comfortably sleeps 10 guests, making it ideal for families or groups. The fully equipped kitchen features a large island with a wine fridge, perfect for preparing meals, while the private backyard offers a patio, fire pit, and grill for outdoor relaxation and entertaining.
9.8 60 reviews
Annapolis, MD
07/12 – 07/13
$190/nightfor 1 night
Stylish Apt In Dta W/porch&parking
1 2
apartment , Annapolis
This Annapolis apartment rental is ideally located one block from Main Street, offering easy walking access to Ego Alley, West Street, Maryland Avenue, and the U.S. Naval Academy. The two-bedroom, one-bathroom unit features a full kitchen, in-unit laundry, a screened porch, and designated parking, comfortably accommodating up to four guests.
Annapolis, MD
06/25 – 07/25
$426/nighttotal: $12780 (30 )
Mins To Downtown In Waterfront Community At Pet-friendly Pinecrest Bungalow
2 2
apartment , Annapolis
This Annapolis waterfront Cape Cod-style cottage is located in a peaceful neighborhood, 2.5 miles from Downtown Annapolis and 3 miles from the U.S. Naval Academy, offering easy access to major attractions. The three-bedroom, two-bathroom home sleeps up to eight guests, features a fully equipped kitchen, outdoor patio with fire pit and grill, high-speed internet, smart TVs, and is pet-friendly (with a non-refundable deposit); nearby amenities include a community park with Chesapeake Bay views, a beach, boat ramp, and kayak rack.
Annapolis, MD
08/06 – 08/10
$1003/nighttotal: $4012 (4 )
New Luxury Townhome Near Downtown Annapolis
1 10
apartment , Annapolis
This luxury townhome in Admiral's Quarters offers a prime Annapolis location, just 2 miles to Navy-Marine Corps Memorial Stadium and 3.5 miles to the U.S. Naval Academy, with easy access to Washington, D.C. (30 miles) and Baltimore (28 miles). This brand-new, four-level farmhouse-style residence features four bedrooms with private en-suite baths, sleeps 12 guests, includes a gourmet kitchen with stainless steel appliances, air conditioning, a garden, driveway parking for 3-4 vehicles, and allows pets.
10 5 reviews
Annapolis, MD
12/03 – 12/06
$796/nighttotal: $2388 (3 )
Annapolis Gem- Tranquil 4 Br Murray Hill Victorian
4 10
apartment , Annapolis
This historic 1911 Murray Hill residence is centrally located, offering a quiet retreat just a short walk to downtown Annapolis' dining and entertainment on West and Main Streets, and approximately 1 mile from the U.S. Naval Academy. This pet-friendly house features four bedrooms, two bathrooms, and accommodates up to 10 guests with an open-concept living area and a kitchen with a patio entrance, ideal for indoor and outdoor entertaining.
10 203 reviews
Annapolis, MD
01/01 – 02/01
$252/nighttotal: $7812 (31 )
New Downtown Annapolis Condo With Free Parking
1 2
apartment , Annapolis
This Annapolis apartment is located in the Historic District, just a short walk from the Annapolis Civil Rights Plaque and the U.S. Naval Academy. The apartment consistently receives excellent ratings for its location, cleanliness, and overall experience. The 990 square foot apartment features two bedrooms and two bathrooms, comfortably accommodating up to four guests. It boasts a full kitchen, a balcony, a swimming pool, a jacuzzi, a spa, and free parking, ensuring a relaxing and enjoyable stay.
10 146 reviews
Annapolis, MD
01/01 – 02/01
$115/nighttotal: $3565 (31 )
Miller Cottage - Near Navy Stadium
1 2
apartment , Annapolis
Miller Cottage is located in the peaceful Homewood neighborhood, just a short walk from the Navy Marine Corps Stadium, a mile from the state capital and Church Circle, and 1.5 miles from the City Dock. The cottage consistently receives excellent ratings for location, cleanliness, and overall experience. This charming 1920s-style cottage provides a comfortable and cozy stay for up to four guests. It features a fully equipped kitchen with a fridge and microwave, air conditioning, a garden, and parking. The cottage is decorated with nautical furnishings and offers a spacious open plan living, dining, and kitchen area.
10 4 reviews
Annapolis, MD
11/06 – 11/08
$390/nighttotal: $780 (2 )
Dean Street's Lower Deck House!
1 2
apartment , Annapolis
This Annapolis vacation rental is situated in the Historic District, a five-minute walk from the Banneker-Douglass Museum and ARTFX Gallery, offering easy access to Annapolis's many historical sites and attractions. The one-bedroom, one-bathroom apartment features a fully equipped kitchen with a dishwasher and microwave, in-unit laundry, air conditioning, complimentary Wi-Fi, and is within walking distance of shopping at Annapolis City Dock and the Bay Bridge Marketplace Shopping Center.
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.
9.9 84 reviews
Annapolis, MD
09/11 – 09/19
$888/nighttotal: $7104 (8 )
Historic Chapel Views, Steps To Usna Gate 1 With Private Patio And Off-site Parking
3 4
apartment , Annapolis
This Annapolis vacation home is located in the Historic District, a short walk from the U.S. Naval Academy, Chase Lloyd House, Hammond-Harwood House, and St. John's College. It has excellent user, location, and cleanliness ratings. This 3-bedroom house can comfortably accommodate 7 guests and features a spacious 2,410 square feet of living space. Enjoy amenities like a fully equipped kitchen, a private patio, and a fireplace, perfect for relaxing after a day exploring the city.
10 7 reviews
Annapolis, MD
09/11 – 09/19
$516/nighttotal: $4128 (8 )
Fenced + Fire Pit + Coffee Bar 2 Miles From Usna
1 4
apartment , Annapolis
This newly renovated 4-bedroom, 3-bathroom house in Annapolis is located just 3 minutes from the Navy-Marine Corps Memorial Stadium and 7 minutes from Historic Downtown Annapolis, offering convenient access to local attractions and dining. This pet-friendly home comfortably sleeps 8 guests and features a screened-in outdoor lounge with a TV, a wood-burning firepit, a propane grill, and a fully fenced private yard, ideal for families and outdoor enjoyment.
10 72 reviews
Annapolis, MD
12/03 – 12/06
$661/nighttotal: $1983 (3 )
Charming Historic Home <.75mile To Navy Stadium, 1mile To Usna And Downtown
1 10
apartment , Annapolis
This family-friendly vacation home is located in Annapolis, within walking distance of People's Brewer Hill Cemetery, Helen Avalynne Tawes Garden, and Maryland Hall for Creative Arts, and a short drive from the US Naval Academy. The property consistently receives excellent ratings for location, cleanliness, and overall user experience. The 4-bedroom home offers ample space for up to 14 guests and features a fully equipped kitchen, a fireplace, a fenced private yard, and a tennis court, making it perfect for families and groups seeking a comfortable and enjoyable stay.
9.9 242 reviews
Annapolis, MD
01/01 – 02/01
$260/nighttotal: $8060 (31 )
Sophisticated Charmer With Parking & Views Of The Usna Chapel Dome
1 2
apartment , Annapolis
This vacation rental is located in Annapolis' Historic District, just a short walk from the U.S. Naval Academy, Chase Lloyd House, Hammond-Harwood House, and St. John's College. The property has received excellent ratings for location, cleanliness, and overall user experience. This 3-bedroom home is perfect for families or groups of up to 6 guests, offering 1800 square feet of comfortable living space. The house features a fully equipped kitchen, a private fenced yard, a spa tub, a terrace, and a garden, making it an ideal choice for those seeking relaxation and outdoor enjoyment.
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.
9.7 18 reviews
Annapolis, MD
06/25 – 06/28
$332/nighttotal: $996 (3 )
Eastport Apartment
1 2
apartment , Annapolis
This Annapolis apartment rental is centrally located, offering easy access to Annapolis's downtown area and the waterfront. The one-bedroom, one-bathroom unit sleeps four guests and includes a kitchen, air conditioning, swimming pool access, and parking.
10 8 reviews
Annapolis, MD
09/11 – 09/19
$512/nighttotal: $4096 (8 )
Entire Condo With Waterview, Pool & Parking
1 4
apartment , Annapolis
This newly renovated Annapolis condo in Eastport is a 10-minute walk or water taxi ride from downtown Annapolis and a 14-minute walk from the US Naval Academy. This two-bedroom, two-bathroom unit offers stunning water views, a private balcony, access to a rooftop pool and terrace, and features a fully equipped kitchen including a dishwasher, microwave, and refrigerator/freezer; it comfortably sleeps four guests.
9.7 227 reviews
Annapolis, MD
09/11 – 09/19
$211/nighttotal: $1688 (8 )
Beautiful Condo - Water View Near City Dock
1 4
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.
10 5 reviews
Annapolis, MD
09/17 – 09/22
$394/nighttotal: $1970 (5 )
Spa Creek Condo | Pool, Deck & Parking
1 1
apartment , Annapolis
This Eastport condo provides waterfront living on Spa Creek, a 5-minute walk from Downtown Annapolis, the US Naval Academy, and Eastport's dining and shopping. This 1-bedroom, 1-bathroom condo accommodates up to 4 guests with a pull-out sofa, featuring a full kitchen, air conditioning, a community pool (seasonal), and free parking for two vehicles.
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.
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?
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?
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.
Destinations nearby
Best Annapolis, MD apartment rentals with air conditioning
10 6 reviews
Annapolis, MD
12/03 – 12/06
$519/nighttotal: $1557 (3 )
Victory House
4br At Stadium•minutes To Usna & Dta
1 10
apartment , Annapolis
This Annapolis rental home in Admiral Heights is situated directly across from Navy-Marine Corps Memorial Stadium, a 5-minute drive to U.S. Naval Academy Gate 8, and an 8-minute drive to downtown Annapolis. This spacious 4-bedroom, 3-bathroom residence accommodates up to 10 guests and features a fully equipped kitchen, an open-concept living and dining area, and an outdoor firepit, with grocery stores and shopping just a 3-minute drive or 10-minute walk away.
10 150 reviews
Annapolis, MD
08/06 – 08/10
$1415/nighttotal: $5660 (4 )
Gorgeous Historic Downtown Annapolis House
1 10
apartment , Annapolis
This 5-bedroom house is located in downtown Annapolis, just a block from the USNA Gate 3 and St. John's College, making it an ideal spot for exploring the city's historic attractions and vibrant waterfront. This property has received excellent ratings for location, cleanliness, and overall guest experience. The home comfortably accommodates up to 12 guests, making it perfect for families or groups of friends. The house includes a gourmet kitchen, updated bathrooms, and modern amenities like WiFi and cable TV, as well as a beautiful backyard for enjoying the Annapolis weather.
10 91 reviews
Annapolis, MD
01/01 – 02/01
$249/nighttotal: $7719 (31 )
Downtown Annapolis Luxury House
1 2
apartment , Annapolis
This downtown Annapolis house rental is 1.4 miles from Church Circle, providing easy walking access to Annapolis's many attractions. The 4-bedroom, 2-bathroom home sleeps 8 guests and boasts a marble kitchen with upgraded appliances, a screened porch with outdoor sectional seating, and brand new pillow-top mattresses.
9.9 26 reviews
Annapolis, MD
11/06 – 11/08
$325/nighttotal: $650 (2 )
Newly Renovated 1-bedroom On Spa Creek
1 2
apartment , Annapolis
This newly renovated one-bedroom condo in the Newport Condo Building is located across the Spa Creek bridge from downtown Annapolis, offering easy walking access or a quick water taxi ride to the US Naval Academy and other attractions. The unit features a fully equipped kitchen, a modern interior with new wood flooring, a rooftop pool (seasonal), dedicated parking, and accommodates two guests, providing a luxurious stay with stunning Spa Creek and Annapolis skyline views.
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.
9.6 14 reviews
Annapolis, MD
01/01 – 02/01
$384/nighttotal: $11904 (31 )
Downtown Pinkney House W/parking
2 2
apartment , Annapolis
This Annapolis Historic District home is a short walk from Annapolis City Dock and the U.S. Naval Academy, and steps from 14 Fleet Street and The Colonial Players. This two-bedroom, three-bathroom vacation rental sleeps four guests and features a fully equipped kitchen, in-house TV, a relaxing balcony, and convenient on-site parking.
10 8 reviews
Annapolis, MD
12/03 – 12/06
$655/nighttotal: $1965 (3 )
Ultimate Navy Stadium Proximity Sleeps 15
Parking
1 10
apartment , Annapolis
This fully renovated 6-bedroom house for rent in Annapolis is located directly across from Navy-Marine Corps Memorial Stadium, offering a 12-15 minute walk to downtown Annapolis and City Dock. This spacious rental accommodates up to 15 guests and features a gourmet kitchen, spa-like bathrooms, smart TVs in every room, a new bar area, and ample private parking for 10-20 vehicles, with convenient access to USNA shuttles and water taxis within 3 blocks.
9.8 112 reviews
Annapolis, MD
01/01 – 02/01
$662/nighttotal: $20522 (31 )
Walk To Usna, Main St W Parking Historic Wisteria
3 2
apartment , Annapolis
This Annapolis vacation home is located in the Historic District, just a short walk from The Colonial Players and the U.S. Naval Academy, offering easy access to the city's rich history and culture. It has excellent user, location, and cleanliness ratings, ensuring a comfortable and enjoyable stay. The house has four bedrooms and can accommodate up to eight guests, providing ample space for families or groups of friends. Amenities include a fully equipped kitchen, free WiFi, a terrace, a garden, a spa, and parking, making it perfect for a relaxing and enjoyable vacation.
10 1 review
Annapolis, MD
12/03 – 12/06
$892/nighttotal: $2676 (3 )
Historic Charm Meets Walkable Convenience In The Heart Of Annapolis With Parking
5 10
apartment , Annapolis
This Annapolis house is situated in a walkable district, 0.7 miles (3,696 feet) from Navy-Marine Corps Memorial Stadium and 1.8 miles from the U.S. Naval Academy. This pet-friendly residence accommodates up to 12 guests across 5 bedrooms and features a four-seasons sunroom with a big-screen TV, modern HVAC, a fully equipped kitchen with stainless steel appliances, and multiple gathering spaces with Smart TVs and high-speed WiFi.
