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Annapolis, MD lodges
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215 Best lodges in Annapolis, MD

Best family-friendly Annapolis, MD lodges

Historic Naptown Charmer <1mile To Navy-mc Stadium - Annapolis, MD
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.
Historic Row Home In Downtown Annapolis - Annapolis, MD
9.9 19 reviews
Annapolis, MD
07/01 – 07/08
$415/nighttotal: $2905 (7 )

Historic Row Home In Downtown Annapolis

2 2
house , Annapolis
This Annapolis house rental is steps from the United States Naval Academy, St. John's College, and City Dock, providing easy access to Annapolis's major attractions and historic district.
The two-bedroom, two-bathroom home features a private patio, updated kitchen with dishwasher, in-unit laundry, and accommodates up to six guests with flexible sleeping arrangements including a sleeper sofa and lofted twin bed; pets are allowed for a fee.
Beautfiul 7br Home Minutes From Downtown Annapolis - Annapolis, MD
10 1 review
Annapolis, MD
06/20 – 07/18
$1207/nighttotal: $33796 (28 )

Beautfiul 7br Home Minutes From Downtown Annapolis

1 2
apartment , Arnold
This modern colonial home is located in Arnold, just minutes from downtown Annapolis and the Naval Academy, offering easy access to historical landmarks and city life. The property has received excellent ratings for its cleanliness, location, and overall user experience.
This spacious 7-bedroom, 6-bathroom rental comfortably accommodates up to 14 guests. Amenities include a fully equipped kitchen, a large fenced-in yard, air conditioning, and internet access.
West Annapolis Cottage- 6br  Walk To Navy Stadium - Annapolis, MD
9.9 82 reviews
Annapolis, MD
08/06 – 08/10
$1404/nighttotal: $5616 (4 )

West Annapolis Cottage- 6br Walk To Navy Stadium

1 10
apartment , Annapolis
This West Annapolis vacation home is a 10-minute walk from the Navy-Marine Corps Memorial Stadium and local shops, and a 5-minute drive from Annapolis Harbor (Ego Alley).
This six-bedroom, five-bathroom house sleeps 14 guests and features a fully finished basement with a game room including ping pong, air hockey, and cornhole, plus multiple outdoor patios with a gas grill.

Best Annapolis, MD lodges with a pool

Among the 215 accommodations in Annapolis, MD, here are the 4 best lodges with a pool

Private Art-filled Guesthouse Near Naval Academy - Annapolis, MD
10 170 reviews
Annapolis, MD
06/23 – 06/25
$360/nighttotal: $720 (2 )

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.
Cozy Condo Located In A Park - Annapolis, MD
Annapolis, MD
07/12 – 07/13
$155/nightfor 1 night

Cozy Condo Located In A Park

1 2
apartment , Annapolis
This one-bedroom condo in Annapolis offers central access to the water taxi and bus/shuttle services, with nature trails and a swimming pool located directly behind the unit. This apartment features a well-equipped kitchen, air conditioning, a fitness center, and flexible sleeping arrangements for up to four guests, plus reserved and free street parking.
Luxury Condo | Walk To Usna • Rooftop Pool - Annapolis, MD
10 3 reviews
Annapolis, MD
06/23 – 06/25
$573/nighttotal: $1146 (2 )

Luxury Condo | Walk To Usna • Rooftop Pool

1 2
apartment , Annapolis
This Eastport condo offers a waterfront location with marina access on Spa Creek, situated 0.3 miles from downtown Annapolis and 0.5 miles from the Naval Academy.
This remodeled luxury apartment features 1 bedroom, 1 bathroom, accommodates up to 4 guests, and includes a full kitchen, dedicated workspace with Wi-Fi, air conditioning, and two dedicated parking spaces, with a shared rooftop pool available seasonally.
Eastport Apartment - Annapolis, MD
9.7 18 reviews
Annapolis, MD
06/23 – 06/25
$395/nighttotal: $790 (2 )

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.

Frequently Asked Questions about lodges in Annapolis, MD

Destinations nearby

Search Lodges with a Terrace in Annapolis, MD

Having views of the water from your own private balcony is a detail that truly elevates your stay in Annapolis, MD.

Spacious Luxe Usna Home - Pool, Hot Tub, Grill - Annapolis, MD
9.8 27 reviews
Annapolis, MD
06/28 – 06/30
$2127/nighttotal: $4254 (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.
Historic Annapolis Charmer <1mile To Nmc Stadium - Annapolis, MD
9.8 7 reviews
Annapolis, MD
12/03 – 12/06
$1335/nighttotal: $4005 (3 )

Historic Annapolis Charmer <1mile To Nmc Stadium

6 10
apartment , Annapolis
This spacious Annapolis home, located in Downtown Annapolis, is a 5-minute drive from the U.S. Naval Academy and a 10-15 minute walk from the Navy-Marine Corps Memorial Stadium.
The 5,010-square-foot property features five bedrooms, five bathrooms, and sleeps up to 21 guests across a main house and carriage house, boasting amenities such as a tennis court, garden, and ample parking.
Cute And Close To Downtown! Off Street Parking W/ Short Walk To Academy/stadium - Annapolis, MD
9.2 16 reviews
Annapolis, MD
07/01 – 07/08
$322/nighttotal: $2254 (7 )

Cute And Close To Downtown! Off Street Parking W/ Short Walk To Academy/stadium

2 2
apartment , Annapolis
This Annapolis Historic District home is less than a mile from Peters Cove and the U.S. Naval Academy, with the Stanton School & Community Center and First Baptist Church within a 10-minute walk.
This two-bedroom, two-bathroom vacation rental sleeps six, features a fully equipped kitchen, private balcony, free WiFi, and charcoal grills, offering easy access to Annapolis attractions.
Parking. Short Uber Ride. Townhouse In Annapolis! 3 Miles From Usna And Downtown - Annapolis, MD
10 1 review
Annapolis, MD
01/01 – 02/01
$271/nighttotal: $8401 (31 )

Parking. Short Uber Ride. Townhouse In Annapolis! 3 Miles From Usna And Downtown

4 2
apartment , Annapolis
This newly built vacation rental in Annapolis's Bestgate area is located 3 miles from the United States Naval Academy, 2 miles from Navy-Marine Corps Memorial Stadium, and 3 miles from the Annapolis Historic District, with Anne Arundel Medical Center 1 mile away.
This spacious 3000 square foot house offers 4 bedrooms, 4 bathrooms, and accommodates up to 9 guests, featuring a unique rooftop bedroom with a wet bar and patio, a full kitchen, air conditioning, terrace, parking with an EV charger, and is pet-friendly.

Neighborhoods and points of interest in Annapolis, MD

Browse Lodges with Free Parking in Annapolis, MD

Driving to Annapolis, MD? Each lodge here includes parking, making the coast and local attractions accessible from day one.

Historic Annapolis~new Interior~5+ Parking Spaces~ - Annapolis, MD
9.9 47 reviews
Annapolis, MD
12/03 – 12/06
$1220/nighttotal: $3660 (3 )

Historic Annapolis~new Interior~5+ Parking Spaces~

6 10
apartment , Annapolis
The Thomas Hyde House, a six-bedroom Annapolis rental home, boasts an exceptional downtown location on a coveted street, within walking distance of Main Street and City Dock, offering stunning views of the Maryland State House.
This spacious house sleeps twelve guests and includes four bathrooms, a full kitchen with fridge, microwave, and dishwasher, air conditioning, on-site parking for at least five cars, and excellent guest ratings for cleanliness and location.
Cozy 1st Floor King George One Bedroom Apartment Right Across From Usna - Annapolis, MD
9.8 34 reviews
Annapolis, MD
06/30 – 07/03
$254/nighttotal: $762 (3 )

Cozy 1st Floor King George One Bedroom Apartment Right Across From Usna

1 2
apartment , Naval Academy
This apartment is located in Annapolis' Historic District, just a short walk from the U.S. Naval Academy and other historical landmarks like the John Smith House. It has received excellent user ratings.
This one-bedroom rental comfortably sleeps up to four guests and features a full kitchen, a terrace, a garden, and parking. You'll also have access to modern amenities like free Wi-Fi, a washer and dryer, and a sofa bed.
Charming Downtown Annapolis. Stroll To All The Historic District Has To Offer. - Annapolis, MD
10 45 reviews
Annapolis, MD
07/16 – 07/19
$407/nighttotal: $1221 (3 )

Charming Downtown Annapolis. Stroll To All The Historic District Has To Offer.

1 4
apartment , Annapolis
This Annapolis vacation rental is centrally located, a seven-minute walk from the Navy-Marine Corps Memorial Stadium and a short stroll from Main Street and the Annapolis City Dock.
This 830-square-foot cottage offers one bedroom, one bathroom, and sleeps five, featuring a modern kitchen with a fridge, microwave, and dishwasher, plus a garden, parking, and internet access; nearby attractions include the Ballet Theater of Maryland and opportunities for boating and cycling.
Inn On Main Annapolis - Annapolis, MD
8.2 282 reviews
Annapolis, MD
06/23 – 06/25
$222/nighttotal: $444 (2 )

Inn On Main Annapolis

1 2
B&B , Annapolis
The Inn on Main Annapolis is located just a short walk from the bustling Annapolis Harbor, with easy access to the city's vibrant waterfront attractions, restaurants, and shops. Guests consistently rate the inn highly for its cleanliness, location, and overall experience. The inn offers a variety of comfortable rooms, each with a private bathroom, ensuring privacy and convenience. Amenities include a restaurant, bar, terrace, and garden, allowing guests to enjoy a relaxing stay with a range of options for dining, relaxation, and exploration.
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