Search cheap accommodations in Annapolis, MD from 100+ sites!
856 available accommodation offers
Choose the perfect vacation accommodation
Price per night
Accommodation type
Rating
856 Lodgings in Annapolis, MD
9.6 90 reviews
Annapolis, MD
11/12 – 11/14
$167/nighttotal: $334 (2 )
Cozy Condo Near City Dock - Your Perfect Annapolis Getaway!
1 2
apartment , Annapolis
This Annapolis apartment is conveniently located just half a mile from Anne Arundel Medical Center and 2.7 miles from the U.S. Naval Academy, making it ideal for both medical professionals and tourists. The apartment consistently receives excellent ratings from guests. The one-bedroom unit comfortably accommodates up to three guests. Guests can enjoy a fully-equipped kitchen, a private balcony, free WiFi, and parking, all while staying in a smoke-free environment.
9.7 18 reviews
Annapolis, MD
06/25 – 06/28
$353/nighttotal: $1059 (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 10 reviews
Annapolis, MD
09/25 – 10/18
$250/nighttotal: $5750 (23 )
Annapolis Town Center Cottage
2 2
apartment , Annapolis
This Annapolis Town Center cottage is located less than 10 minutes from downtown Annapolis, the United States Naval Academy, and the waterfront. The two-bedroom, two-bathroom rental boasts a fully equipped kitchen, private yard, driveway parking for 2-3 vehicles, and comfortably sleeps four guests.
10 40 reviews
Annapolis, MD
07/16 – 07/19
$378/nighttotal: $1134 (3 )
Admiral’s Landing: Walk To Naval Academy, West St.
1 5
apartment , Annapolis
Admiral's Landing is a townhouse located in downtown Annapolis, just a short walk from West Street, the Naval Academy, and the Navy-Marine Corps Memorial Stadium. The property has received excellent ratings for its location, cleanliness, and overall experience. The townhouse has three bedrooms and one bathroom, comfortably accommodating up to six guests. It features a fully-equipped gourmet kitchen, a private outdoor space, a washer and dryer, and high-speed Wi-Fi, making it a perfect choice for families or groups looking for a comfortable and convenient stay.
Annapolis, MD
06/20 – 07/18
$310/nighttotal: $8680 (28 )
Pet Friendly Retreat Near Downtown Annapolis
2 2
house , Annapolis
This holiday home in Annapolis is situated 4.3 miles from Annapolis Harbor and 17 miles from Baltimore - Washington International Airport. This 1360 square foot, two-bedroom, one-bathroom rental accommodates up to seven guests and features a fully equipped kitchen, fireplace, free WiFi, and private parking.
10 40 reviews
Annapolis, MD
06/23 – 06/25
$205/nighttotal: $410 (2 )
Guesthouse On The Weems Creek
1 2
house , Annapolis
This Annapolis guesthouse is located near Weems Creek, one mile from the Naval Academy Stadium, and a short distance from Historic Downtown Annapolis, offering easy access to shops, restaurants, and attractions. The one-bedroom, one-bathroom unit sleeps three guests comfortably and features a queen-size bed, full-size couch, loveseat, a luxury bathroom with a jetted tub and heated floors, and includes a pack 'n play and toys for children upon request; shared access to the front door, foyer, and back deck is available.
9.6 63 reviews
Annapolis, MD
09/25 – 10/18
$828/nighttotal: $19044 (23 )
Walk To Waterfront & Usna From Eastport Gem With Fire Pit, Porch & Fenced-in Yard
2 2
apartment , Annapolis
This Annapolis vacation home is located in Eastport, a short walk from both the Annapolis Maritime Museum and the U.S. Naval Academy, offering easy access to these popular destinations. The property has received excellent ratings for user experience, location, and cleanliness. The 2-bedroom house, with a total floor area of 850 square feet, comfortably sleeps up to 7 guests. Amenities include a fully equipped kitchen, a spacious garden, a terrace, a barbecue grill, and free WiFi, making it ideal for families and groups looking for a relaxing and enjoyable stay.
9.8 13 reviews
Annapolis, MD
07/16 – 07/19
$708/nighttotal: $2124 (3 )
Steps To Usna From Historic Gem W Patio & Parking
3 5
apartment , Annapolis
This fully-renovated historic apartment offers a prime location on Prince George Street in Annapolis's Historic District, placing you just 3 blocks from the U.S. Naval Academy and within walking distance of St. John's College and the state capital. This 3-bedroom, 3-bathroom residence accommodates up to 8 guests and features a gourmet kitchen, a backyard retreat with a fire pit and outdoor dining, a double-sided fireplace, and a master suite with a steam shower, plus a dedicated parking spot a short walk away.
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.
9.7 169 reviews
Annapolis, MD
12/03 – 12/06
$603/nighttotal: $1809 (3 )
Lots Free Parking, Hot Tub, Outdoor Oasis - Not Party House
1 10
apartment , Annapolis
This Annapolis duplex is conveniently located within walking distance of the Navy stadium and less than a mile from the City Dock, offering easy access to the city's attractions. The property has received excellent ratings for its cleanliness, location, and overall experience. This spacious 2400 square foot home features 5 bedrooms, multiple bathrooms, and comfortable sleeping arrangements for up to 14 guests. Enjoy a variety of amenities, including a hot tub, fireplace, game room, fitness center, and a well-equipped kitchen.
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.
9.6 85 reviews
Annapolis, MD
08/06 – 08/10
$913/nighttotal: $3652 (4 )
Three Miles From Historic Annapolis!
1 10
apartment , Arnold
This 5-bedroom home is located in Arnold, a quiet neighborhood just 3 miles from the Naval Academy and downtown Annapolis. It boasts excellent ratings for location, cleanliness, and user experience. This spacious rental comfortably accommodates up to 15 guests with four common areas, including a large deck with a backyard. It features a fully equipped kitchen, a hypoallergenic environment, and family-friendly amenities like a pack 'n play and high chair.
Popular Lodgings with a Pool in Annapolis, MD
A private pool at your Annapolis, MD lodging is the perfect way to complement your vacation with a refreshing swim.
9.8 27 reviews
Annapolis, MD
06/27 – 06/29
$2414/nighttotal: $4828 (2 )
Spacious Luxe Usna Home - Pool, Hot Tub, Grill
5 2
apartment , Annapolis
This smoke-free Annapolis vacation home is located in the Murray Hill neighborhood, less than a mile from the U.S. Naval Academy and the Annapolis Civil Rights Plaque. This 3,300-square-foot house features seven bedrooms, four bathrooms, and can comfortably accommodate fourteen guests, boasting amenities such as a fully equipped kitchen, fireplace, garden, and barbecue grills.
Annapolis, MD
06/23 – 06/25
$874/nighttotal: $1748 (2 )
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.
1 2
apartment , Annapolis
This 1-bedroom condo in Eastport offers direct marina access on Spa Creek, located 0.3 miles from Historic Downtown Annapolis, 1 mile from the U.S. Naval Academy, and 1.9 miles from Navy Stadium. This fully remodeled residence accommodates up to 4 guests and features a king bedroom, a queen sleeper sofa, a spa-like bathroom, a well-equipped kitchen with an air fryer and coffee station, dedicated workspace with fast Wi-Fi, and includes two parking spaces, with seasonal access to a rooftop pool and terrace.
10 170 reviews
Annapolis, MD
06/25 – 06/28
$297/nighttotal: $891 (3 )
Private Art-filled Guesthouse Near Naval Academy
1 2
house , Annapolis
This charming guesthouse is located in the West Annapolis residential neighborhood, where you can explore quaint shops and restaurants nearby. It has excellent user, location, and cleanliness ratings. The secluded guesthouse has a unique blend of antique curios and Americana decor, a modern kitchen, and an updated bathroom. It can accommodate up to 2 guests and offers a Treetop Getaway experience with key code access for convenience. The homeowners are on-site for assistance. You will enjoy amenities such as a swimming pool, parking, air conditioning, and internet.
10 7 reviews
Annapolis, MD
08/21 – 08/24
$346/nighttotal: $1038 (3 )
Spa Creek Waterfront | Pool & Parking
1 2
apartment , Annapolis
This Eastport condo provides waterfront living on Spa Creek, a short walk to Downtown Annapolis and the US Naval Academy. This two-bedroom condo accommodates up to four guests and features a private deck, access to a seasonal community pool, a fully equipped kitchen, and free parking for two cars.
Best family friendly Annapolis, MD lodging
Among the 856 accommodations in Annapolis, MD, here are the 4 best for families
10 23 reviews
Annapolis, MD
12/03 – 12/06
$1063/nighttotal: $3189 (3 )
Historic Naptown Charmer <1mile To Navy-mc Stadium
6 10
apartment , Annapolis
This Annapolis home is a beautifully maintained 1930s house located in downtown, just a short drive from the Naval Academy and within walking distance of the Navy Marine Corps Stadium. The property has received excellent ratings for its location, cleanliness, and overall experience, making it a great choice for travelers. This spacious home is perfect for large groups or families, with 6 bedrooms and 4 bathrooms that comfortably sleep up to 16 guests. The home offers a fully equipped kitchen, multiple outdoor spaces, and modern amenities, making it ideal for both relaxing and entertaining.
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.
9.7 227 reviews
Annapolis, MD
06/23 – 06/25
$329/nighttotal: $658 (2 )
Beautiful Condo - Water View Near City Dock
1 2
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.
Annapolis, MD
06/23 – 06/25
$457/nighttotal: $914 (2 )
Restful And Charming Home In Eastport\n
3 2
apartment , Annapolis
This apartment is located in Eastport, Annapolis, just a short drive from the historic downtown and the US Naval Academy, offering easy access to the city's attractions. The neighborhood is charming and quiet, making it a perfect escape from the hustle and bustle of the city. This comfortable home features three bedrooms, accommodating up to six guests, and includes a fully equipped kitchen, washer and dryer, and a private outdoor area with a dining table and fire pit. Enjoy the convenience of a Jacuzzi, a spa, and a garden, along with the unique experience of backyard chickens.
Frequently Asked Questions about accommodations in Annapolis, MD
What are the top attractions and must-see sites in Annapolis, MD?
You can't miss the United States Naval Academy, a beautiful campus with historic buildings and a museum. The Annapolis City Dock is a lively spot with shops, restaurants, and boat tours. And don't forget the Maryland State House, the oldest state capitol building still in use in the United States.
What are the best accommodations in Annapolis, MD?
Which cultural festivals and seasonal events should visitors attend in Annapolis, MD?
The Annapolis Maritime Museum's Waterway Festival in June is a great time to celebrate the Chesapeake Bay. The Annapolis Arts Festival in September showcases local artists. In October, the annual Annapolis Fall Festival features live music, food, and crafts.
What are the best accommodations with a pool in Annapolis, MD?
What are the most convenient modes of transportation within Annapolis, MD?
Annapolis is a very walkable city, especially downtown. If you're exploring further afield, the Annapolis Area Transit buses are a good option. For longer trips, you can rent a car or use ride-sharing services.
What are the best accommodations with a jacuzzi in Annapolis, MD?
What outdoor activities and adventures are popular in and around Annapolis, MD?
You can explore the Chesapeake Bay by kayak or sailboat. There are great hiking trails at Quiet Waters Park and the Jug Bay Wetlands Sanctuary. And of course, you can always take a scenic bike ride along the Annapolis-Baltimore Greenway.
What are the best accommodations for families and kids in Annapolis, MD?
What types of accommodations are available in Annapolis, MD?
Annapolis offers a wide range of accommodations, from historic bed and breakfasts to modern hotels. You'll find everything from budget-friendly motels to luxury resorts, as well as vacation rentals and charming guesthouses.
What are the best pet friendly accommodations in Annapolis, MD?
Spring and fall are ideal times to visit Annapolis, with mild temperatures and fewer crowds. Summer is popular for water activities, but it can be hot and humid. Winter offers a quieter experience and festive holiday events.
What are the best accommodations with parking in Annapolis, MD?
What local dishes and culinary experiences are a must-try in Annapolis, MD?
You have to try the famous Maryland crab cakes, of course! Also, don't miss the fresh seafood at the many restaurants along the waterfront. And for a sweet treat, try a local favorite, Smith Island Cake.
In which part of Annapolis, MD should you consider renting accommodation?
Downtown Annapolis is the heart of the city, with easy access to shops, restaurants, and attractions. If you prefer a quieter stay, consider the historic district of Eastport or the waterfront area of Spa Creek.
Destinations nearby
Best Annapolis, MD accommodation with a balcony
Annapolis, MD
08/06 – 08/10
$1851/nighttotal: $7404 (4 )
Coastal Modern Retreat | Large Group Getaway On 2 Acres
6 10
apartment , Arnold
This 6-bedroom, 4-bathroom house in Arnold, MD, sits on 1.8 peaceful acres and is a short drive to local beaches, restaurants, and nightlife. This pet-friendly home offers two kitchens, two living spaces, a deck with a BBQ, and sleeping arrangements for up to 15 guests, with nearby attractions including Severna Park Golf Center and Bay Hills Golf Club.
Annapolis, MD
12/03 – 12/06
$1828/nighttotal: $5484 (3 )
Dog-friendly Riverfront Home With Dock, 2 Balconies, Waterside Patio, & Grill
4 10
apartment , Annapolis
This historic Annapolis waterfront apartment is located on Spa Creek in the Historic District, offering direct access to a dock and proximity to the Kunta Kinte Plaque & Alex Haley Memorial, just a short distance away. This 4-bedroom, 4-bathroom residence spans 4170 square feet, accommodates up to 10 guests, and features a modern luxury renovation with a loft-style sitting room, multiple dining areas, and outdoor living spaces including a patio and balcony with a fire table, ideal for enjoying water activities like kayaking.
9.6 20 reviews
Annapolis, MD
08/21 – 08/24
$731/nighttotal: $2193 (3 )
Secluded Cozy Cottage In Historic Downtown
2 2
cottage , Annapolis
This charming cottage, in the Historic District of Annapolis, offers immediate access to the city's iconic landmarks and attractions. The restored 1930s cottage has an open and airy interior with vaulted ceilings and an open floor plan. The cottage has 2 bedrooms, 1 bathroom, and can accommodate up to 8 guests. It features a fully equipped gourmet kitchen, a comfortable living area with a large couch, chaise lounge chairs, a 55" Roku TV, and an electric fireplace. The cottage also has a private entrance and patio, and is pet-friendly.
9.7 11 reviews
Annapolis, MD
11/12 – 11/14
$418/nighttotal: $836 (2 )
Vintage Charm: Annapolis Retreat
3 2
house , Annapolis
This charming Annapolis home is located just 1.9 miles from Annapolis Harbor, offering easy access to the city's waterfront attractions, restaurants, and shops. It has consistently received excellent ratings for cleanliness, location, and overall experience. This 3-bedroom vacation rental comfortably accommodates up to 7 guests and offers a spacious 2,200 square feet of living space. Enjoy amenities like a fully equipped kitchen, a private patio, and free parking, making it ideal for a relaxing and enjoyable stay.
Neighborhoods and points of interest in Annapolis, MD
Best Annapolis, MD accommodation with a kitchen
10 97 reviews
Annapolis, MD
07/16 – 07/19
$553/nighttotal: $1659 (3 )
Relaxing Oasis 5 Min To Navy Stadium, St Johns, Naval Academy & Downtown
4 5
apartment , Annapolis
This family-friendly vacation home is located in Annapolis, just a short distance from the Navy-Marine Corps Memorial Stadium, Helen Avalynne Tawes Garden, Peters Cove, and the U.S. Naval Academy. It has earned excellent user ratings, making it a popular choice for travelers. This spacious home comfortably accommodates up to seven guests. The home offers amenities such as a fully equipped kitchen, a relaxing patio, a garden, and a spa, perfect for enjoying a comfortable and enjoyable stay in Annapolis.
9.5 8 reviews
Annapolis, MD
06/25 – 06/28
$505/nighttotal: $1515 (3 )
Chapel Gate 3br Steps To City Dock & Naval Academy
3 2
house , Annapolis
This top-floor apartment offers a prime location in Annapolis, situated just outside Gate 3 of the U.S. Naval Academy and a few blocks from City Dock, placing you within easy walking distance of downtown attractions. This pet-friendly, three-bedroom, one-bathroom rental accommodates up to six guests and features a full kitchen, an outdoor grill and patio, and in-unit laundry for a comfortable stay.
Annapolis, MD
06/23 – 06/25
$949/nighttotal: $1898 (2 )
All Tucked Inn
1 2
house , Annapolis
All Tucked Inn, an Annapolis house rental, is conveniently located 2.5 miles from Annapolis Harbor and 30 miles from Baltimore attractions including Camden Yards and the Inner Harbor. This one-bedroom, three-bathroom property sleeps 15 guests and features free Wi-Fi, parking, a full kitchen with dishwasher, and air conditioning.
This Annapolis townhome is located in the President's Hill neighborhood, just a short walk from the Art's District, historic downtown, the Naval Academy, and the stadium. It has received excellent ratings for location, cleanliness, and user experience. The townhome has two bedrooms, a queen sleeper sofa, and 1.5 bathrooms, comfortably accommodating up to six guests. You'll enjoy a private patio with dining space, a shared fenced-in backyard, a gas grill, a firepit, a fully equipped kitchen, and in-unit laundry.
