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.
10 4 reviews
Annapolis, MD
04/07 – 05/07
$644/nightfor 1 night
Contemporary Downtown Unit | Near Prime Dining
1 2
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. Offering a king-sized bed, 312 square feet of space, and accommodating up to two guests, this pet-friendly lodging includes Wi-Fi, air conditioning, and parking (valet parking available at the Governor Calvert House for £32.30 per day).
Annapolis, MD
06/11 – 08/11
$865/nighttotal: $1730 (2 )
Charming Brick Home With Patio, Wifi, Ac, & Wd - Walk To Everything
2 2
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.
Annapolis, MD
04/07 – 05/07
$605/nightfor 1 night
Robert Johnson 2 Doubles | Historic Inns
1 2
B&B , Annapolis
This Annapolis guesthouse, situated in the historic district, is within walking distance of the Maryland State House and the United States Naval Academy. Robert Johnson House, one of three historic buildings comprising this establishment, offers a one-bedroom, one-bathroom room sleeping up to four guests, featuring two double beds, a television, and complimentary Wi-Fi; valet parking is available nearby.
9.6 11 reviews
Annapolis, MD
04/07 – 05/07
$644/nightfor 1 night
Robert Johnson King | Historic Inns | Vintage Vibe
1 2
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. Offering king-sized beds, a 24/7 reception, and valet parking at the Governor Calvert House (for a fee), this pet-friendly room sleeps two and includes access to hotel amenities.
Annapolis, MD
29/08 – 04/09
$907/nighttotal: $5442 (6 )
2-story Downtown Home With Enclosed Yard, Deck, Firepit, Gas Grill & Fireplace
3 2
B&B , Annapolis
This 2-storey downtown Annapolis guesthouse is located an 11-minute walk from Annapolis Harbour and 42 kilometres from Baltimore's Inner Harbour. This property offers 251 square metres of living space with 3 bedrooms, 4 bathrooms, and a capacity for 15 guests, featuring a private enclosed garden with a deck, firepit, gas grill, and a children's playground.
Annapolis, MD
27/06 – 29/06
$357/nighttotal: $714 (2 )
Inviting Charmer In The Heart Of Historic Annapoli
1 2
B&B , Annapolis
This historic guest house is located in Annapolis's historic district, providing convenient access to renowned landmarks such as the United States Naval Academy, which is approximately 500 meters away. This non-smoking establishment offers one bedroom and one bathroom, accommodating up to two guests, with complimentary WiFi and air conditioning, while valet parking is available for an additional fee.
8.2 282 reviews
Annapolis, MD
29/08 – 04/09
$284/nighttotal: $1704 (6 )
Inn On Main Annapolis
1 2
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.
9.2 26 reviews
Annapolis, MD
12/07 – 13/07
$225/nightfor 1 night
Governor Calvert King | Historic Inns
1 2
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.
Annapolis, MD
24/07 – 29/07
$867/nighttotal: $4335 (5 )
Adventure Annapolis
2 3
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.
This Annapolis bed and breakfast is situated 1.8 kilometres from Annapolis Harbour, providing straightforward access to Baltimore's Inner Harbour and Power Plant attractions, located 32 kilometres away, with Baltimore-Washington International Airport 29 kilometres distant. This spacious 78 square metre guesthouse offers one bedroom, three bathrooms, and accommodates up to eleven guests, featuring air conditioning, a fully equipped kitchen with a fridge and microwave, an in-unit washer and dryer, a private patio with a firepit, and rooftop views.
9.8 423 reviews
Annapolis, MD
12/07 – 13/07
$312/nightfor 1 night
Independent Access Garage Apartment, Near Downtown
1 2
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.
Best Annapolis, MD bed and breakfasts with breakfast included
8.2 282 reviews
Annapolis, MD
29/08 – 04/09
$284/nighttotal: $1704 (6 )
Inn On Main Annapolis
1 2
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
9.9 211 reviews
Annapolis, MD
01/07 – 08/07
$228/nighttotal: $1596 (7 )
Coastal Comfort Retreat Near Annapolis, Ev Charger
1 2
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
10 19 reviews
Annapolis, MD
04/07 – 05/07
$519/nightfor 1 night
Waterfront Private
Guest Suite In Annapolis
1 2
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.
9.9 79 reviews
Annapolis, MD
25/06 – 28/06
$528/nighttotal: $1584 (3 )
West Annapolis Hidden Gem <.75mile To Navy Stadium <1mile To Downtown Annapolis
1 2
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.
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.
9.9 218 reviews
Annapolis, MD
12/07 – 13/07
$380/nightfor 1 night
Charming Detached Studio W/ Easy Walk To Downtown.
1 2
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.
Best Annapolis, MD bed and breakfasts with air conditioning
Annapolis, MD
25/06 – 28/06
$1102/nighttotal: $3306 (3 )
Historic Downtown Townhome With Brick Courtyard, Sunroom & Parking
2 2
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.
10 1 review
Annapolis, MD
29/08 – 04/09
$391/nighttotal: $2346 (6 )
Ask Staffers For Local Reco’s
1 2
B&B , Annapolis
This historic inn is located in Annapolis's historic district, offering easy access to renowned landmarks. This B&B provides one bedroom and one bathroom for two guests, featuring 18th-century details, period antiques, air conditioning, complimentary WiFi, and valet parking for a fee.
10 2 reviews
Annapolis, MD
12/07 – 13/07
$449/nightfor 1 night
2 Pet-friendly Rooms | Perfect For Groups
2 2
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. Offering two bedrooms and two bathrooms, sleeping up to eight guests, this pet-friendly lodging includes a fitness centre, parking, and Wi-Fi; each room features a double bed and television.
9.8 530 reviews
Annapolis, MD
29/08 – 04/09
$186/nighttotal: $1116 (6 )
Howard's Cove Retreat
1 2
B&B , Arnold
This Howard's Cove guesthouse is situated on the Severn River, a 5km drive from Annapolis city centre and close to the Annapolis Mall. The self-catering unit, a converted 200-year-old barn, offers waterfront views, canoe/kayak access, a continental breakfast, and a small bedroom with twin beds, private bathroom, TV, and refrigerator; sleeping two guests.