Annapolis, MD All Lodging and Accommodation

9.6 55 reviews

Annapolis, MD

08/29 – 09/04

$183/nighttotal: $1098 (6 )

Cute Cozy Rancher Close To Down Town Annapolis

2 2

apartment, Annapolis

This Annapolis, Maryland rental (registration #000489) offers a 2-bedroom, 1-bathroom house for up to 4 guests, conveniently located near the US Naval Academy and Annapolis's historic district, though the precise distance requires further clarification.
The eco-friendly ranch-style home includes a kitchen with a fridge, microwave, and dishwasher, air conditioning, and a garden; its geothermal and solar power contribute to a sustainable stay.

9.0 7 reviews

Annapolis, MD

07/12 – 07/13

$1163/nightfor 1 night

Fisher House - Downtown Annapolis!

3 2

house, Annapolis

Fisher House - Downtown Annapolis! is located in the heart of Annapolis, just a short walk from the vibrant Annapolis Harbor and within easy driving distance of popular attractions like Carroll Park and the Sports Legends Museum at Camden Yards. The house consistently receives excellent ratings for its cleanliness, location, and overall experience, making it a top choice for travelers.
This spacious 3-bedroom home comfortably accommodates up to 13 guests, offering plenty of room to relax and enjoy your stay. The house is equipped with a fully stocked kitchen, a comfortable living area, and a private patio, perfect for enjoying the beautiful Annapolis weather.

9.6 56 reviews

Annapolis, MD

06/29 – 07/01

$595/nighttotal: $1190 (2 )

Spectacular Location Two Bedroom State Circle Apartment

2 4

apartment, Annapolis

This Annapolis apartment is located in the State Circle district, just 1.5 miles from Annapolis Harbor and a short drive from other attractions like Carroll Park and Camden Yards, offering a peaceful setting away from the city's hustle and bustle. The apartment has received excellent ratings for cleanliness, location, and overall experience.
This two-bedroom unit provides 800 square feet of space. Enjoy amenities like a fully equipped kitchen, free Wi-Fi, air conditioning, a private garden, and parking.

Annapolis, MD

08/07 – 08/09

$1019/nighttotal: $2038 (2 )

Chsapeake Bay Meets Nantucket, 5 Bedrooms,3.5 Bath

1 13

apartment, Stevensville

This Stevensville residence offers a prime waterfront location directly across from the bay, with Carter Creek accessible from the backyard, providing abundant wildlife viewing opportunities. This spacious house accommodates 13 guests with 5 bedrooms and 3.5 baths, featuring air conditioning, internet, and a full kitchen for a comfortable stay.

8.6 5 reviews

Annapolis, MD

06/29 – 07/01

$402/nighttotal: $804 (2 )

Downtown Annapolis King George 1st Floor Hideaway

1 4

apartment, Annapolis

This one-bedroom apartment is located in the King George district of Annapolis, just 1.4 miles from Annapolis Harbor and a short drive from Baltimore's Inner Harbor and Historic Ships.
The apartment offers a separate living room, a fully equipped kitchen, a private sun terrace, and accommodates up to 7 guests, making it ideal for families or groups visiting Annapolis.

9.8 67 reviews

Annapolis, MD

09/11 – 09/19

$268/nighttotal: $2144 (8 )

Stylish Apt In Dta W/porch&parking

1 4

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.

10 8 reviews

Annapolis, MD

07/31 – 08/02

$281/nighttotal: $562 (2 )

Semper Fi Condo

1 4

apartment, Annapolis

This Annapolis condo offers a prime location, situated just minutes from downtown Annapolis, the U.S. Naval Academy, and waterfront attractions, with convenient access to liquor stores, convenience stores, and restaurants within a 1-minute walk. This pet-friendly apartment accommodates up to 4 guests and features a full kitchen, smart TVs, high-speed Wi-Fi, a private balcony, and access to community amenities including a swimming pool and gym.

Annapolis, MD

09/03 – 09/07

$1474/nighttotal: $5896 (4 )

Historic Row Home In Downtown Annapolis

2 2

apartment, Annapolis

This two-story Annapolis apartment rental is located in the Historic District, steps from the U.S. Naval Academy, St. John's College, and City Dock.
The 1100-square-foot residence features two bedrooms, two bathrooms, a private patio, and sleeps up to eight guests, with amenities including a full kitchen, in-unit laundry, and convenient proximity to restaurants and shops.

10 8 reviews

Annapolis, MD

06/25 – 07/25

$358/nighttotal: $10740 (30 )

Captain Furlong House

1 2

apartment, Annapolis

This Charleston-style home is located in Annapolis' historic district, offering easy walking access to Main Street, Maryland Avenue, the U.S. Naval Academy, and St. John's College.
This one-bedroom, one-bathroom rental sleeps six guests and includes a full kitchen with a refrigerator, in-unit laundry, off-street parking, and an expansive backyard perfect for outdoor dining, plus unbeatable views of the Naval Academy Parade Field from the second-floor porch.

9.9 72 reviews

Annapolis, MD

07/31 – 08/02

$340/nighttotal: $680 (2 )

Cozy Annapolis Condo

2 4

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.

10 83 reviews

Annapolis, MD

08/29 – 09/04

$379/nighttotal: $2274 (6 )

Eastport Gem ~ Walk To Downtown Annapolis

1 2

house, Annapolis

This newly constructed guesthouse in Annapolis's Eastport neighborhood offers easy access to downtown Annapolis via a short walk or water taxi, placing you near Eastport's restaurants, shops, and the city's waterfront attractions.
The one-bedroom, one-bathroom unit sleeps four comfortably with a queen bed and queen sofa bed, and includes a fully equipped kitchen with dishwasher, in-unit laundry, a private courtyard, smart TV, and board games.

Discover Lodgings by the Sea in Annapolis, MD

Unwind at these welcoming seaside accommodations in Annapolis, MD, perfectly situated for exploring local coastal sights and catching fresh sea breezes.

10 185 reviews

Annapolis, MD

06/28 – 06/30

$468/nighttotal: $936 (2 )

Historic Renovated Home In The Heart Of Downtown

4 4

apartment, Annapolis

This East Street home in downtown Annapolis offers a prime location, two blocks from the U.S. Naval Academy, City Dock, and the Annapolis Yacht Club.
This 2400-square-foot house features four bedrooms, two bathrooms, and accommodates eight guests, boasting a private backyard, screened porch, designer furnishings, and a fully equipped kitchen including a dishwasher.

Best family friendly Annapolis, MD lodging

Among the 856 accommodations in Annapolis, MD, here are the 4 best for families

10 1 review

Annapolis, MD

08/07 – 08/09

$1201/nighttotal: $2402 (2 )

4br House Mins To Downtown Annapolis With Firepit, Basement Bar, & Sleeps 12

4 12

house, Arnold

This 4-bedroom house in Annapolis is located minutes from downtown and is 7.9 miles from Annapolis Harbor, with Baltimore's Inner Harbor 23 miles away.
This property offers 180 square feet of living space, accommodates up to 12 guests, and features a full kitchen with a dishwasher, an on-site bar, a firepit, and private parking.

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

Annapolis, MD

06/28 – 06/30

$1139/nighttotal: $2278 (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 4

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.

9.8 7 reviews

Annapolis, MD

07/12 – 07/13

$1857/nightfor 1 night

Historic Annapolis Charmer <1mile To Nmc Stadium

6 2

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.

9.7 211 reviews

Annapolis, MD

11/06 – 11/08

$274/nighttotal: $548 (2 )

Annapolis Guesthouse - Completely Separate Space

1 2

house, Annapolis

This detached guesthouse is located near the Naval Academy Stadium, just a short drive from downtown Annapolis. The guesthouse has consistently received excellent ratings for its cleanliness, location, and user experience.
The guesthouse features two bedrooms and one bathroom, comfortably accommodating up to five guests. The guesthouse is equipped with a fully equipped kitchen, laundry facilities, air conditioning, parking, and internet access, ensuring a comfortable and convenient stay.

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?
Among the accommodations in Annapolis, MD, Step Out To Main Street From A Chic Loft, Graduate By Hilton Annapolis and Country Inn & Suites By Radisson - Annapolis - Md are the most popular ones.
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?
Country Inn & Suites By Radisson - Annapolis - Md, Springhill Suites By Marriott Annapolis and The Westin Annapolis 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?
The best accommodations with a jacuzzi in Annapolis, MD are Country Inn & Suites By Radisson - Annapolis - Md, Springhill Suites By Marriott Annapolis and The Westin Annapolis.
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?
The best accommodations for families and kids in Annapolis, MD are Country Inn & Suites By Radisson - Annapolis - Md, Springhill Suites By Marriott Annapolis and Historic Inns Of Annapolis.
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?
The best pet friendly accommodations in Annapolis, MD are Graduate By Hilton Annapolis, Country Inn & Suites By Radisson - Annapolis - Md and Historic Inns Of Annapolis.
When is the best time to visit 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?
Graduate By Hilton Annapolis, Country Inn & Suites By Radisson - Annapolis - Md and Springhill Suites By Marriott Annapolis 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

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.

10 2 reviews

Annapolis, MD

07/12 – 08/30

$356/nighttotal: $17444 (49 )

Eastport Pied -A -Terre

1 2

apartment, Annapolis

This one-bedroom Annapolis condo is conveniently located near the Eastport Bridge, offering easy access to both Eastport and downtown Annapolis.
This unit features a fully equipped kitchen, in-unit laundry, elevator access, and a rooftop pool with city views; it sleeps three guests and includes free parking.

9.9 63 reviews

Annapolis, MD

07/31 – 08/02

$474/nighttotal: $948 (2 )

The Usna Getaway!

1 4

apartment, Annapolis

This Annapolis condo is located less than half a mile from the U.S. Naval Academy and downtown Annapolis, and under 100 feet from Spa Creek, offering exceptional waterfront access.
This one-bedroom, one-bathroom unit sleeps six with a California king bed, queen Murphy bed, and queen pull-out couch, and features a fully equipped kitchen, in-unit laundry, a rooftop pool, and parking.

10 10 reviews

Annapolis, MD

08/29 – 09/04

$704/nighttotal: $4224 (6 )

Stadium-side Annapolis | Chef Kitchen | Sleeps 10

3 2

apartment, Annapolis

This Annapolis townhouse, centrally located near Navy Stadium and two miles from the United States Naval Academy, offers easy access to major attractions.
The 3,190-square-foot property boasts a spacious layout sleeping up to 10 guests, featuring a chef's kitchen with GE Café appliances, a finished basement, and proximity to Heineman Park, Harts Cove, and a community pool.

10 3 reviews

Annapolis, MD

06/25 – 06/28

$514/nighttotal: $1542 (3 )

Waterfront Suite W Pool & Scenic Annapolis Views

1 2

apartment, Annapolis

This Eastport condo provides 3rd-floor waterfront living with sweeping views of Spa Creek, located a 10-minute walk (approximately 5,280 feet) to downtown Annapolis and a 15-minute walk (approximately 7,920 feet) to the U.S. Naval Academy.
This apartment accommodates up to five guests with two bedrooms, one bathroom, and features a private furnished balcony, an open-concept living space with a fully equipped kitchen, access to a seasonal waterfront swimming pool, and assigned parking for one car.

Neighborhoods and points of interest in Annapolis, MD

Best Annapolis, MD accommodation with a kitchen

10 7 reviews

Annapolis, MD

07/04 – 07/05

$714/nightfor 1 night

Main Street Overlook

1 2

apartment, Annapolis

This two-bedroom, one-bathroom apartment is located on Main Street in Annapolis' historic downtown, a short walk from shops, restaurants, and the US Naval Academy.
The 4-guest unit features a full kitchen, air conditioning, internet access, and is ideal for exploring Annapolis' attractions, including attending events at the Naval Academy or exploring the city's many historical sites.

9.8 356 reviews

Annapolis, MD

11/06 – 11/08

$173/nighttotal: $346 (2 )

Private Annapolis Inlaw Apartment

1 2

apartment, Annapolis

This Annapolis apartment is located in a quiet neighborhood just a short distance from the bustling downtown area, offering easy access to shops, restaurants, and historic attractions. The apartment has consistently received excellent ratings for its location, cleanliness, and overall experience, ensuring a comfortable and enjoyable stay.
The apartment features a comfortable king-size bed, two queen-size blow-up beds, and a large sectional sofa, comfortably accommodating up to four guests. Amenities include a fully equipped kitchen with a fridge, microwave oven, and dishwasher, as well as air conditioning, parking, and internet access for your convenience.

9.8 138 reviews

Annapolis, MD

07/31 – 08/02

$368/nighttotal: $736 (2 )

Annapolis @Gate 1 Steps To The Harbor Free Parking

1 4

apartment, Annapolis

This Annapolis condo is located one block from the Annapolis harbor and adjacent to the United States Naval Academy, offering easy access to waterfront activities and dining. This fully renovated one-bedroom, one-bathroom apartment sleeps four guests comfortably with a queen bed and full-size sleeper sofa, featuring a fully equipped kitchen, high-speed internet, and designated parking.

9.8 42 reviews

Annapolis, MD

11/06 – 11/08

$212/nighttotal: $424 (2 )

Cozy Annapolis Basement Apt

1 2

apartment, Annapolis

This downtown Annapolis basement apartment rental is conveniently located within walking distance of the city center and the U.S. Naval Academy.
The fully furnished one-bedroom, one-bathroom unit sleeps two guests and includes off-street parking, Wi-Fi, and air conditioning.

Best Annapolis, MD accommodation with a balcony

9.6 5 reviews

Annapolis, MD

09/11 – 09/19

$392/nighttotal: $3136 (8 )

Five Star Charmer! Great Location Downtown & Stadium! Parking Too!

2 4

apartment, Annapolis

Annapolis, MD

06/25 – 06/28

$869/nighttotal: $2607 (3 )

Quiet Woodland Lodge W Community Beach Access & Large Private Deck

4 2

apartment, Annapolis

10 5 reviews

Annapolis, MD

07/31 – 08/02

$1562/nighttotal: $3124 (2 )

All Newly-designed Water Views, Expansive Yard, Steps To Restaurants And Downtown Annapolis

3 4

apartment, Annapolis

9.3 58 reviews

Annapolis, MD

06/28 – 06/30

$165/nighttotal: $330 (2 )

Gaia House

2 4

house, Annapolis

Search Luxury Lodgings in Annapolis, MD

A coastal luxury lodging in Annapolis, MD sets a wonderful tone for your trip, with 5-star comfort and premium views.

9.7 102 reviews

Annapolis, MD

06/29 – 07/01

$382/nighttotal: $764 (2 )

Chic Renovation On Fleet Street

2 4

apartment, Annapolis

Top-Rated Pet-Friendly Lodgings in Annapolis, MD

Bringing your dog to Annapolis, MD? Every lodging in this selection features dog-friendly amenities.

9.6 5 reviews

Annapolis, MD

07/31 – 08/02

$955/nighttotal: $1910 (2 )

Historic Row Home 1 Block From Gate 1 At Usna

3 4

house, Annapolis

9.5 116 reviews

Annapolis, MD

09/11 – 09/19

$245/nighttotal: $1960 (8 )

Hideaway In The Middle Of Everything Ayc 2+br Apt

1 4

apartment, Annapolis

10 61 reviews

Annapolis, MD

07/12 – 08/30

$534/nighttotal: $26166 (49 )

Sleeps 10 | Private Bar & Fenced Yard

1 2

apartment, Annapolis

10 2 reviews

Annapolis, MD

06/25 – 07/25

$368/nighttotal: $11040 (30 )

Beautiful Renovated Home In Heart Of Annapolis

4 2

apartment, Annapolis

Discover Lodgings with On-Site Restaurants in Annapolis, MD

An on-site restaurant at your lodging in Annapolis, MD ensures fresh local food and coastal dishes are available every evening.

9.9 114 reviews

Annapolis, MD

06/25 – 06/28

$508/nighttotal: $1524 (3 )

Charming Navy-themed Townhome | Walk To Usna & Dta

1 2

apartment, Annapolis

Search cheap accommodations in Annapolis, MD from 100+ sites!

856 Lodgings in Annapolis, MD

Cute Cozy Rancher Close To Down Town Annapolis

Fisher House - Downtown Annapolis!

Spectacular Location Two Bedroom State Circle Apartment

Chsapeake Bay Meets Nantucket, 5 Bedrooms,3.5 Bath

Downtown Annapolis King George 1st Floor Hideaway

Stylish Apt In Dta W/porch&parking

Semper Fi Condo

Historic Row Home In Downtown Annapolis

Captain Furlong House

Cozy Annapolis Condo

Eastport Gem ~ Walk To Downtown Annapolis

Historic Renovated Home In The Heart Of Downtown

4br House Mins To Downtown Annapolis With Firepit, Basement Bar, & Sleeps 12

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.

Historic Annapolis Charmer <1mile To Nmc Stadium

Annapolis Guesthouse - Completely Separate Space

Eastport Pied -A -Terre

The Usna Getaway!

Stadium-side Annapolis | Chef Kitchen | Sleeps 10

Waterfront Suite W Pool & Scenic Annapolis Views

Main Street Overlook

Private Annapolis Inlaw Apartment

Annapolis @Gate 1 Steps To The Harbor Free Parking

Cozy Annapolis Basement Apt

Five Star Charmer! Great Location Downtown & Stadium! Parking Too!

Quiet Woodland Lodge W Community Beach Access & Large Private Deck

All Newly-designed Water Views, Expansive Yard, Steps To Restaurants And Downtown Annapolis

Gaia House

Chic Renovation On Fleet Street

Historic Row Home 1 Block From Gate 1 At Usna

Hideaway In The Middle Of Everything Ayc 2+br Apt

Sleeps 10 | Private Bar & Fenced Yard

Beautiful Renovated Home In Heart Of Annapolis

Charming Navy-themed Townhome | Walk To Usna & Dta