Stay Right On Main Street Annapolis! Private Room With Double Bed And Bath.
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B&B , Annapolis
The Inn on Main, a guesthouse in Annapolis's city centre, offers convenient access to Annapolis's historic district and waterfront, its precise location remaining unspecified in the provided details. This one-bedroom, one-bathroom lodging, sleeping up to two guests, features newly renovated rooms with smart TVs, plush linens, and free Wi-Fi, situated above a renowned restaurant with on-site assistance available.
9.9 220 reviews
Annapolis, MD
12/11 – 14/11
$341/nighttotal: $682 (2 )
Cozy Naptown Perch
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B&B , Annapolis
This Murray Hill self-catering apartment is located 1.6km from the US Naval Academy and Annapolis's historic city centre, offering easy walking access to restaurants and the waterfront. The recently renovated two-bedroom suite sleeps four, features a comfortable common room, outdoor patio, fire pit, complimentary snacks, free off-street parking, and is within walking distance of local restaurants and in-town events.
10 48 reviews
Annapolis, MD
21/08 – 24/08
$378/nighttotal: $1134 (3 )
Uptown Annapolis - Walkable, Peaceful, Pristine
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B&B , Annapolis
This Annapolis apartment, located in Homewood's quiet Arts District, is within walking distance of numerous restaurants, the US Naval Academy, and offers easy access to Annapolis city centre via a short shuttle ride from the Westin Hotel. The self-catering flat features a mid-century modern design, one bedroom, one bathroom, sleeps up to four guests with a sleeper sofa and optional air mattress, and includes a fully equipped kitchen, private patio, and free parking.
9.0 2 reviews
Annapolis, MD
25/06 – 28/06
$396/nighttotal: $1188 (3 )
Robert Johnson 1 Queen Bed At Historic Inns
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B&B , Annapolis
This Annapolis guesthouse is situated in the historic district, a short walk from the Maryland State House and the United States Naval Academy. The Pure Wellness Room, offering a queen-size bed, en-suite bathroom, and amenities including air conditioning, parking, and Wi-Fi, comfortably accommodates two guests and allows up to two dogs (under 50 lbs) for an extra fee.
9.9 78 reviews
Annapolis, MD
27/06 – 29/06
$528/nighttotal: $1056 (2 )
West Annapolis Hidden Gem <.75mile To Navy Stadium <1mile To Downtown Annapolis
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B&B , Annapolis
This family-friendly guesthouse is located in the city centre of Annapolis, within 2km of People's Brewer Hill Cemetery, Helen Avalynne Tawes Garden, and Maryland Hall for Creative Arts, and a short 3.3km drive from the U.S. Naval Academy. It has received excellent ratings for location, cleanliness and user experience. The guesthouse has 2 bedrooms and 1 bathroom, covering 93 square metres and accommodating up to 7 guests. Amenities include a fully equipped kitchen, air conditioning, a terrace or balcony, a garden, a fitness centre, parking, and internet access.
9.9 209 reviews
Annapolis, MD
01/07 – 08/07
$228/nighttotal: $1596 (7 )
Coastal Comfort Retreat Near Annapolis, Ev Charger
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B&B , Arnold
This guest suite is situated in Arnold, Maryland, just 6.4 kilometres from historic downtown Annapolis and the USNA, and 8 kilometres from Sandy Point State Park, making it a convenient base for exploring the area. The accommodation has received excellent ratings for cleanliness, location and user experience. The self-contained suite can accommodate up to four guests and features a comfortable seating area, a king-size bed and a luxurious ensuite bathroom. Guests can enjoy access to a seasonal outdoor oasis with a swimming pool, hot tub, fire pit and a barbecue area, as well as a fitness centre, a private garden and a dedicated parking space.
9.2 23 reviews
Annapolis, MD
28/06 – 30/06
$584/nighttotal: $1168 (2 )
Inn At Horn Point
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B&B , Annapolis
This smoke-free bed and breakfast is located in Eastport, Annapolis, just a short walk from the Annapolis Maritime Museum, Annapolis City Dock, and the U.S. Naval Academy, making it a great choice for exploring the city's historic waterfront and naval heritage. This B&B has received excellent reviews from previous guests. This charming guesthouse offers a garden where you can relax and enjoy the fresh air. Guests can also enjoy amenities such as free Wi-Fi, free self-parking, a fitness centre, room service, and concierge services.
Annapolis, MD
21/08 – 24/08
$960/nighttotal: $2880 (3 )
Historic Downtown Townhome With Brick Courtyard, Sunroom & Parking
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B&B , Annapolis
This historic downtown Annapolis townhouse is situated just over 1.7 kilometres from Annapolis Harbour, offering convenient access to the city's waterfront. This bed and breakfast provides accommodation for up to 11 guests across 2 bedrooms and 4 bathrooms, featuring a fully equipped kitchen, on-site spa, free private parking, and a children's playground.
9.2 26 reviews
Annapolis, MD
21/08 – 24/08
$277/nighttotal: $831 (3 )
Governor Calvert King | Historic Inns
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B&B , Annapolis
This Annapolis guesthouse is situated in the city centre, a short walk from the Maryland State House and the United States Naval Academy. The Governor Calvert King room, measuring 275 sq ft (25.5 sq m), offers a king-size bed, en-suite bathroom, and accommodates two guests; valet parking is available for £31.60 per day.
9.9 447 reviews
Annapolis, MD
12/11 – 14/11
$199/nighttotal: $398 (2 )
Our Annapolis Penthouse
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B&B , Annapolis
This Annapolis studio apartment is situated in the Murray Hill neighbourhood, a short walk (less than 1.6 km) from Annapolis' city centre, Upper West Street's restaurants, and the Academy Stadium. The self-contained unit, sleeping up to three guests, boasts high ceilings, a private entrance, parking, air conditioning, and a garden; pool access may also be available.
10 9 reviews
Annapolis, MD
19/06 – 22/06
$321/nighttotal: $963 (3 )
Sunny 1br Apt | Quiet Spot Near Downtown Annapolis
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B&B , Arnold
Tide and Timber Retreat, a dog-friendly guesthouse in a wooded Annapolis neighbourhood, is conveniently located approximately 9.6km from Annapolis city centre and 8km from the U.S. Naval Academy. This self-contained basement apartment, sleeping up to four guests, boasts a full kitchen with dishwasher, in-unit laundry, a private garden with Adirondack chairs and firepit, plus dedicated parking; enjoy flexible check-in/check-out times.
Annapolis, MD
21/08 – 24/08
$556/nighttotal: $1668 (3 )
Charming Brick Home With Patio, Wifi, Ac, & Wd - Walk To Everything
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B&B , Annapolis
This Annapolis guesthouse is a 40-kilometre drive from Baltimore's Inner Harbour and Power Plant, offering a convenient base for exploring local attractions and a 2.4-kilometre distance to Annapolis Harbour. The 92-square-meter property features two bedrooms, four bathrooms, air conditioning, WiFi, a fully equipped kitchen with a dishwasher and oven, and a private patio, accommodating up to seven guests.
Best Annapolis, MD bed and breakfasts with breakfast included
8.2 282 reviews
Annapolis, MD
23/06 – 25/06
$311/nighttotal: $622 (2 )
Inn On Main Annapolis
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B&B , Annapolis
The Inn on Main Annapolis is located just 1.2 miles from Annapolis Harbour, putting you within easy reach of the city's historic district, charming shops and restaurants. The B&B has received very good user ratings, with an excellent location rating and a very good cleanliness rating. The rooms are all equipped with free Wi-Fi, air conditioning and flat-screen TVs, providing a comfortable stay. Guests can enjoy a delicious American breakfast every morning, relax on the terrace or dine at the Inn's restaurant, which serves American cuisine.
Best Annapolis, MD bed and breakfasts with a pool
Among the 30 accommodations in Annapolis, MD, here are the 1 best b&b with a pool
9.9 209 reviews
Annapolis, MD
01/07 – 08/07
$228/nighttotal: $1596 (7 )
Coastal Comfort Retreat Near Annapolis, Ev Charger
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B&B , Arnold
This guest suite is situated in Arnold, Maryland, just 6.4 kilometres from historic downtown Annapolis and the USNA, and 8 kilometres from Sandy Point State Park, making it a convenient base for exploring the area. The accommodation has received excellent ratings for cleanliness, location and user experience. The self-contained suite can accommodate up to four guests and features a comfortable seating area, a king-size bed and a luxurious ensuite bathroom. Guests can enjoy access to a seasonal outdoor oasis with a swimming pool, hot tub, fire pit and a barbecue area, as well as a fitness centre, a private garden and a dedicated parking space.
Frequently Asked Questions about bed and breakfast in Annapolis, MD
What are the must-see sights for first-time visitors on a day trip to Annapolis, MD?
For a day trip to Annapolis, you've got to see the Maryland State House, the US Naval Academy, and stroll along the historic waterfront. It's a charming city with a rich history.
What are the best bed and breakfasts in Annapolis, MD?
In which districts of Annapolis, MD should you consider booking a bed and breakfast?
The best areas for bed and breakfasts are in the historic district, near the waterfront, or in the quieter residential streets of the Eastport area. They offer a great sense of the city's character.
What are the best bed and breakfasts with a pool in Annapolis, MD?
What is the typical weather in Annapolis, MD, and how does it affect outdoor plans?
Annapolis has four distinct seasons. Summers are hot and humid, making outdoor activities best enjoyed in the early morning or evening. Winters can be chilly with occasional snow. Spring and autumn offer the most pleasant weather for exploring the city.
What are the best bed and breakfasts with a jacuzzi in Annapolis, MD?
What dining options are recommended for solo travelers staying at bed and breakfasts in Annapolis, MD?
For solo travellers, I'd recommend trying the relaxed atmosphere of The Chart House, a seafood restaurant with stunning views of the harbour, or the cosy and welcoming atmosphere of The Wine Kitchen for a delicious meal.
What are the best bed and breakfasts for families and kids in Annapolis, MD?
What are the best cultural activities and events in and around Annapolis, MD?
Annapolis is home to the annual Annapolis Maritime Museum's 'Waterfront Festival', a celebration of maritime history and culture. You can also catch a performance at the historic Annapolis Opera House or explore the Naval Academy Museum.
What are the best pet friendly bed and breakfasts in Annapolis, MD?
Which hiking trails are recommended for exploring in and around Annapolis, MD?
The best hiking trail near Annapolis is the 14.5km long scenic trail at Quiet Waters Park. It's a lovely spot for a walk or a bike ride, and it offers beautiful views of the Chesapeake Bay.
What are the best bed and breakfasts with parking in Annapolis, MD?
Best Annapolis, MD bed and breakfasts with a garden
Annapolis, MD
16/07 – 19/07
$991/nighttotal: $2973 (3 )
Adventure Annapolis
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B&B , Annapolis
Adventure Annapolis, a B&B, is located in Annapolis, 1.9 kilometres from Annapolis Harbour and 40 kilometres from Baltimore's Inner Harbour, Power Plant, and Convention Centre. This accommodation offers 177 square metres of living space with two bedrooms, two bathrooms, and a guest capacity of 15, featuring air conditioning, a kitchen with a fridge, microwave oven, and dishwasher, and a garden.
9.9 218 reviews
Annapolis, MD
23/06 – 25/06
$378/nighttotal: $756 (2 )
Charming Detached Studio W/ Easy Walk To Downtown.
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B&B , Annapolis
This charming studio apartment is located in the heart of Downtown Annapolis, just a short walk from the Maryland State House, the United States Naval Academy, and the Annapolis City Dock. It enjoys an excellent user rating and location rating, and is praised for its cleanliness. The self-contained apartment is situated above a garage and comfortably accommodates two guests. It includes a queen-size bed, a fully equipped kitchen with a mini-fridge and microwave, a bathroom with toiletries, and a writing desk.
Annapolis, MD
03/12 – 06/12
$1155/nighttotal: $3465 (3 )
Dog-friendly House With Yard, Deck, Firepit, Washer- Dryer & Ac - Near Golf
2 10
B&B , Annapolis
This dog-friendly guesthouse in Annapolis is located 2.7 kilometres from Annapolis Harbour and 29 kilometres from Baltimore's Inner Harbour. The accommodation offers two bedrooms, three bathrooms, and a capacity for nineteen guests, featuring a fully equipped kitchen, air conditioning, a private garden, and a fire pit, with the convenience of an in-unit washer and dryer.
10 19 reviews
Annapolis, MD
27/06 – 29/06
$487/nighttotal: $974 (2 )
Waterfront Private
Guest Suite In Annapolis
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B&B , Annapolis
This Annapolis guesthouse is located in West Annapolis, approximately 2.4 kilometres from City Dock and the United States Naval Academy. The spacious 400+ sq ft waterfront suite boasts a separate living area and bedroom, sleeping up to two guests, and includes a 55” HDTV, mini-fridge, microwave, Keurig coffee maker, and private parking; a private boat slip is available at an extra cost.
Best Annapolis, MD bed and breakfasts with air conditioning
9.8 423 reviews
Annapolis, MD
12/07 – 13/07
$312/nightfor 1 night
Independent Access Garage Apartment, Near Downtown
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B&B , Annapolis
This Annapolis apartment, a self-contained flat in a convenient neighbourhood, is a 1.6km walk from Annapolis' city centre and 0.3km from Miss Shirley's Cafe. The one-bedroom, one-bathroom apartment sleeps two, features a mini-kitchen, free street parking (with free weekend parking directly outside), bike storage, and is close to an EV charging station; complimentary toiletries and tea/coffee are provided.
Annapolis, MD
20/06 – 26/06
$352/nighttotal: $2112 (6 )
Explore Local Attraction | Close To Historic Sites
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B&B , Annapolis
This Annapolis hotel room, situated in the historic district, is within easy walking distance of the Maryland State House and the United States Naval Academy. The 247 sq ft Robert Johnson House room, part of the Maryland Inn complex, offers a queen-sized bed, television, and en-suite bathroom facilities for up to two guests, plus access to a fitness centre and parking.
8.7 9 reviews
Annapolis, MD
20/06 – 26/06
$437/nighttotal: $2622 (6 )
Classic East Coast Charm Near Shops & Dining
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B&B , Annapolis
This guesthouse is located in Annapolis's historic district, providing convenient access to key landmarks within 500 metres. The accommodation offers one bedroom and one bathroom for up to two guests, featuring preserved 18th-century details, period antiques, air conditioning, and complimentary high-speed WiFi.
8.4 16 reviews
Annapolis, MD
12/07 – 13/07
$225/nightfor 1 night
Governor Calvert 2 Double Beds | Historic Inns
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B&B , Annapolis
This Annapolis guesthouse enjoys a prime downtown location, steps from the Maryland State House and the United States Naval Academy, offering easy walking access to the historic waterfront and Main Street's shops and restaurants. The establishment comprises three buildings, providing one bedroom with two double beds, accommodating up to four guests, and includes amenities such as Wi-Fi, air conditioning, parking (valet parking available at £31.99 per day), and pet-friendly options (up to 60 pounds, one per room, extra charge applies).