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.
8.2 4 reviews
Chesapeake Bay
29/08 – 05/09
A$161/nighttotal: A$1127 (7 )
Williamsburg Executive Rooms Near Busch Gardens
1 2
B&B , Williamsburg
This recently renovated homestay in Williamsburg offers convenient access to attractions, being located approximately 5.6 kilometres from Busch Gardens & Water Country and 6.4 kilometres from Colonial Williamsburg. Guests can enjoy a garden and terrace, with accommodation for up to three people in one bedroom and one bathroom, featuring air conditioning, complimentary WiFi, and free private parking.
9.0 77 reviews
Chesapeake Bay
23/08 – 28/08
A$276/nighttotal: A$1380 (5 )
Back Inn Time B&b
1 2
B&B , Kilmarnock
Back INN Time B&B is located in Kilmarnock, a short distance from the town centre and within easy reach of the picturesque countryside. The B&B has excellent user, location and cleanliness ratings. The accommodation is perfect for couples with one bedroom and a capacity of two guests. Guests can enjoy a garden with a terrace, modern bathrooms, free Wi-Fi, private parking and a delicious breakfast with a variety of options.
10 172 reviews
Chesapeake Bay
29/08 – 05/09
A$295/nighttotal: A$2065 (7 )
Gillis Grier Bed & Breakfast
1 2
B&B , Salisbury
This charming bed and breakfast is conveniently located near Salisbury Airport, within easy walking distance of Poplar Hill Mansion and Peninsula Regional Medical Center. It's also within a short drive of the Salisbury Zoo and Wicomico Youth and Civic Center, making it a great base for exploring the city. The property consistently receives excellent guest reviews, highlighting its warm hospitality and comfortable accommodation. The guest house features a selection of well-appointed bedrooms, each offering a peaceful retreat after a day of sightseeing. Guests can enjoy a complimentary breakfast each morning, along with free parking and Wi-Fi, ensuring a relaxing and convenient stay.
9.9 33 reviews
Chesapeake Bay
30/07 – 05/08
A$545/nighttotal: A$3270 (6 )
River Guest Suite W/ Pool, Beach, Private Boatslip
1 6
B&B , Grasonville
This charming bed and breakfast is located in Grasonville, offering stunning riverfront views and unforgettable sunsets. The property is highly rated, with excellent reviews for its cleanliness, location and overall experience. The accommodation features a single bedroom and bathroom, ideal for couples seeking a peaceful retreat. Guests can enjoy a range of amenities, including a kitchen with a fridge and microwave, air conditioning, a swimming pool, a garden and parking.
9.0 30 reviews
Chesapeake Bay
30/07 – 05/08
A$2411/nighttotal: A$14466 (6 )
The Inn At Tacaro Estate
3 6
B&B , Deale
The Inn at Tacaro Estate is located in Tracys Landing, a short drive from Annapolis and Washington D.C., offering a peaceful escape from the city. This B&B has excellent user and location ratings, making it a great choice for a relaxing getaway. The Inn at Tacaro Estate has one bedroom and one bathroom, covering 71 square metres. Guests can enjoy amenities such as a swimming pool, jacuzzi, terrace, garden, free parking, and complimentary Wi-Fi.
Chesapeake Bay
30/07 – 05/08
A$1275/nighttotal: A$7650 (6 )
Bay Tree Manor
3 6
B&B , Poquoson
Bay Tree Manor, a guesthouse in Seaford, is situated 29 kilometres from Busch Gardens and Water Country and 39 kilometres from Colonial Williamsburg, offering convenient access for day trips. This family-friendly establishment provides complimentary WiFi, air conditioning, a swimming pool, a Jacuzzi, and a spa, with breakfast options including Full English/Irish or American, and fishing opportunities nearby.
Chesapeake Bay
20/07 – 27/07
A$1273/nighttotal: A$8911 (7 )
Spacious Home With An Outdoor Pool, Screened Porch, Washer Dryer & Central Ac
3 4
B&B , Highland Beach
This Bed & Breakfast is situated in Highland Beach, 8 kilometres from Annapolis Harbour and 38 kilometres from Baltimore/Washington International Airport. This 279 square metre guesthouse offers 3 bedrooms, 3 bathrooms, accommodating up to 10 guests, and features a private outdoor swimming pool, a screened porch, air conditioning, and a fully equipped kitchen, with an in-unit washer and dryer for added convenience.
9.6 151 reviews
Chesapeake Bay
30/07 – 05/08
A$628/nighttotal: A$3768 (6 )
Wilson House Bed & Breakfast
2 6
B&B , Baltimore
This Baltimore guesthouse is conveniently located less than 1.6km from the Maryland Institute College of Art, and within a 10-minute drive of Baltimore's city centre and Inner Harbour. Offering one bedroom and one bathroom, this Baltimore B&B provides complimentary full breakfast, free Wi-Fi, evening wine and cheese, and parking, plus uniquely decorated rooms with antiques.
8.4 33 reviews
Chesapeake Bay
29/08 – 05/09
A$137/nighttotal: A$959 (7 )
Beautiful Bedroom Next Jhu
1 2
B&B , Baltimore
B&B rental with a good rating of 84% based on 33 reviews. Your accommodation will be based in Baltimore. Facilities and services include free parking and a washing machine. This accommodation also has air conditioning!
9.5 2 reviews
Chesapeake Bay
23/08 – 28/08
A$157/nighttotal: A$785 (5 )
Near To Ccbc Essex Room 201
1 2
B&B , Perry Hall
This Perry Hall guesthouse is conveniently located near the CCBC Essex campus, approximately 14-23 kilometres from various Baltimore attractions including universities and museums. Offering one bedroom, one bathroom, and sleeping up to three guests, this self-catering property includes free Wi-Fi, air conditioning, parking, and towels/bed linen; a photo ID and credit card are required upon check-in.
Chesapeake Bay
30/07 – 05/08
A$990/nighttotal: A$5940 (6 )
Historic Downtown Townhome With Brick Courtyard, Sunroom & Parking
2 6
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.
Best Chesapeake Bay bed and breakfasts with breakfast included
Chesapeake Bay
23/08 – 28/08
A$264/nighttotal: A$1320 (5 )
Gillis Grier Bed & Breakfast
1 2
B&B , Salisbury
Gillis Grier Bed and Breakfast in Salisbury offers convenient accommodation close to the city centre, within walking distance of Salisbury District Hospital and Peninsula Medical Centre. This guest house features one bathroom, on-site parking, Wi-Fi, and air conditioning, ensuring a comfortable stay for guests exploring Salisbury's attractions.
Chesapeake Bay
29/08 – 05/09
A$431/nighttotal: A$3017 (7 )
Warner Hall
1 2
B&B , Gloucester Point
Warner Hall B&B, situated in Gloucester, offers pet-friendly lodging 9 kilometers from Gloucester city centre, providing a peaceful retreat outside the urban bustle. This Gloucester Point guesthouse features one bathroom, accommodates two guests, and includes free Wi-Fi, on-site parking, and air conditioning.
8.5 140 reviews
Chesapeake Bay
23/08 – 28/08
A$439/nighttotal: A$2195 (5 )
George Brooks House B&b
1 2
B&B , Easton
The George Brooks House B&B is located in St. Michaels, a short drive from Easton, and is just a short distance from the Chesapeake Bay Maritime Museum and the town centre. It has a very good rating for location, cleanliness, and overall user experience. The guest house has one bedroom and one bathroom, accommodating up to two guests. Amenities include a swimming pool, jacuzzi, garden, terrace, kitchen, and free Wi-Fi, as well as a DVD library and complimentary bikes, making it ideal for a relaxing getaway.
Chesapeake Bay
23/08 – 28/08
A$314/nighttotal: A$1570 (5 )
Solomons Victorian Inn
1 2
B&B , Solomons
Solomons Victorian Inn, a centrally located guest house in Solomons, Maryland, offers convenient proximity to Drum Point Lighthouse, the precise distance of which is unspecified. This self-catering property features one bathroom, sleeps two guests, includes free Wi-Fi, on-site parking, and a library, and benefits from city views and COVID-19 safety measures.
Best Chesapeake Bay bed and breakfasts with a pool
Among the 280 accommodations in Chesapeake Bay, here are the 4 best B&B with a pool
10 1117 reviews
Chesapeake Bay
23/08 – 28/08
A$360/nighttotal: A$1800 (5 )
The Laughing King Retreat, Cedar Island Suite
1 2
B&B , Eastville
The Laughing King Retreat, an adults-only guesthouse, is situated on the Chesapeake Bay, a short drive from the Savage Neck Dunes Natural Wildlife Preserve. This secluded waterfront farm offers a private pool, a dry sauna, a fire pit, a gazebo, a palapa, and a straw hat lending library, with the option to use the fully stocked gourmet kitchen.
Chesapeake Bay
23/08 – 28/08
A$829/nighttotal: A$4145 (5 )
Splendid Home With Private Pool, Fire Pit, Several Decks & Balconies
4 2
B&B , Riva
This Annapolis guesthouse is located 14 kilometres from Annapolis Harbour, with attractions such as the Sports Legends Museum at Camden Yards and the Power Plant situated approximately 42 to 43 kilometres away. This 476 square metre Bed and Breakfast offers accommodation for up to 23 guests, featuring air conditioning, a swimming pool, a garden, a children's playground, and a kitchen equipped with a fridge, microwave oven, and dishwasher, all within 27 kilometres of Baltimore - Washington International Airport.
9.7 132 reviews
Chesapeake Bay
30/07 – 05/08
A$1140/nighttotal: A$6840 (6 )
Inn At Huntingfield Creek
2 6
B&B , Rock Hall
The Inn at Huntingfield Creek is located in Rock Hall, Maryland, just 92 miles from Baltimore and 63 miles from Annapolis, making it a convenient base for exploring the Chesapeake Bay. The Inn has consistently received excellent ratings for its cleanliness, location, and overall experience. The guest house offers a comfortable and spacious room with a private bathroom. Guests can enjoy a refreshing dip in the seasonal outdoor pool, relax in the shared lounge, or take advantage of the free WiFi. A full English/Irish breakfast is provided each morning, and the Inn also offers cycling and canoeing opportunities for those wanting to explore the surrounding area.
9.7 205 reviews
Chesapeake Bay
23/08 – 28/08
A$285/nighttotal: A$1425 (5 )
Gramercy Mansion
1 2
B&B , Pikesville
Gramercy Mansion is a Tudor-style mansion located in Stevenson, Maryland, just 15 minutes from Towson, Hunt Valley, and downtown Baltimore. This charming B&B has received excellent ratings for its location, cleanliness, and overall experience. The mansion is set on 45 acres of gardens and wooded walkways, offering a peaceful escape. Guests can enjoy a range of amenities, including a swimming pool, tennis court, spa, and restaurant, as well as a gourmet breakfast made with fresh ingredients from the property's organic farm.
Frequently asked questions about bed and breakfast in Chesapeake Bay
What is the typical weather in Baie de Chesapeake, and how does it affect outdoor plans?
Chesapeake Bay has warm, humid summers and mild winters. It's best to visit during the spring and fall for pleasant weather and fewer crowds. During the summer, be prepared for high humidity and potential thunderstorms. In the winter, it can get chilly, so pack layers.
What are the best bed and breakfasts in Chesapeake Bay?
What dining options are recommended for solo travelers staying at bed and breakfasts in Baie de Chesapeake?
For solo travellers staying at bed and breakfasts, you'll find plenty of great restaurants in the area. In Annapolis, try the Chart House for seafood with a view or the Blackwall Hitch for delicious pub fare. In St Michaels, the Crab Claw Restaurant is a local favourite for fresh seafood, and in Easton, the Avalon Restaurant offers a more upscale dining experience.
What are the best bed and breakfasts with a pool in Chesapeake Bay?
Which hiking trails are recommended for exploring in and around Baie de Chesapeake?
For hiking, you can explore the trails at the Quiet Waters Park in Annapolis, the Jug Bay Wetlands Sanctuary near Baltimore, or the Assateague Island National Seashore. These trails offer diverse landscapes, from forests and wetlands to beaches and dunes.
What are the best bed and breakfasts with a jacuzzi in Chesapeake Bay?
What amenities are commonly offered in bed and breakfasts in Baie de Chesapeake?
Bed and breakfasts in Chesapeake Bay typically offer amenities like complimentary breakfast, private bathrooms, free Wi-Fi, and parking. Some may also have swimming pools, hot tubs, or fireplaces. It's always best to check the individual bed and breakfast's website for specific amenities.
What are the best bed and breakfasts for families and kids in Chesapeake Bay?
Best Chesapeake Bay bed and breakfasts with a garden
Chesapeake Bay
01/10 – 05/10
A$134/nighttotal: A$536 (4 )
Sigiriya Lodge
1 3
B&B , Cockeysville
Sigiriya Lodge, a guest house in Carney, offers a convenient base for exploring Cockeysville, situated 29 kilometres from the town centre. This Cockeysville B&B provides en-suite accommodation for two guests, featuring Wi-Fi, parking, a restaurant, bar, room service, a garden, and a barbecue area, plus laundry and tour assistance services.
Chesapeake Bay
20/07 – 27/07
A$806/nighttotal: A$5642 (7 )
2-story Downtown Home With Enclosed Yard, Deck, Firepit, Gas Grill & Fireplace
3 4
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.
9.7 84 reviews
Chesapeake Bay
01/10 – 05/10
A$925/nighttotal: A$3700 (4 )
Swanendele Inn
2 3
B&B , Piney Point
Swanendele Inn, a beachfront guesthouse in Ridge, Maryland, boasts stunning views and is situated 6.4km from Clayton Marina and 14km from St. Mary's College of Maryland. This one-bedroom, one-bathroom inn offers guests a spa, concierge service, free Wi-Fi, private parking, and a delicious American breakfast, alongside convenient amenities including a fireplace, walk-in showers, and a paid airport shuttle to Ronald Reagan Washington National Airport (126km).
10 101 reviews
Chesapeake Bay
01/10 – 05/10
A$268/nighttotal: A$1072 (4 )
Waterfront On St. Leonard Creek At Fort Hill
1 3
B&B , Long Beach
This waterfront apartment is situated in Southern Maryland, just 80 kilometers from Washington, D.C., offering a peaceful retreat away from the city bustle. Guests have consistently rated it excellent for location, cleanliness, and overall experience. The apartment is a split-level home with a private entrance and dedicated outdoor space, comfortably accommodating up to five guests. It comes equipped with a kitchenette, air conditioning, a large-screen TV, and access to a private pier, kayaks, and a fire pit, making it ideal for exploring the surrounding waterways and enjoying outdoor activities.
Best Chesapeake Bay bed and breakfasts with air conditioning
10 105 reviews
Chesapeake Bay
29/08 – 05/09
A$368/nighttotal: A$2576 (7 )
Miller-dunham House B&b
1 2
B&B , Odessa
Miller-Dunham House B&B is located in Middletown, Delaware, just a short drive from historic attractions like the Old Dutch House and Dover International Speedway. The B&B has received excellent ratings for its location, cleanliness, and overall experience. The charming inn offers a single bedroom with a private bathroom, comfortably accommodating two guests. Enjoy a variety of amenities including a garden, terrace, spa, and a kitchen, as well as free Wi-Fi, private parking, and a delicious breakfast with options to suit all dietary needs.
9.7 32 reviews
Chesapeake Bay
23/08 – 28/08
A$207/nighttotal: A$1035 (5 )
Ma Margarets House Bed And Breakfast
1 2
B&B , Heathsville
Ma Margaret's House Bed and Breakfast is situated in Reedsville, a peaceful village just 88 kilometres from Richmond International Airport. It has received excellent ratings for its location, cleanliness, and overall experience. The guest house offers a comfortable and relaxing stay with a choice of rooms featuring air conditioning, satellite TVs, and private bathrooms. Guests can enjoy a full country breakfast, relax on the terrace or in the garden, and benefit from free Wi-Fi and on-site parking.
9.9 108 reviews
Chesapeake Bay
29/08 – 05/09
A$470/nighttotal: A$3290 (7 )
Solomons Victorian Inn
1 2
B&B , Solomons
Solomons Victorian Inn is located in Solomons, Maryland, just 1.8 kilometres from the Calvert Marine Museum and 5 kilometres from Annmarie Garden. The inn has consistently received excellent ratings from guests for its cleanliness, location, and overall experience. This charming bed and breakfast can accommodate two guests in its single bedroom with a private bathroom. Amenities include a fully equipped kitchenette, a hot tub, a terrace, a garden, and free Wi-Fi and parking.
9.8 9 reviews
Chesapeake Bay
20/07 – 27/07
A$832/nighttotal: A$5824 (7 )
Blue Heron Inn - A Bed And Breakfast Llc
2 4
B&B , Solomons
The Blue Heron Inn - A Bed and Breakfast LLC is located in Solomons, a short walk from the Calvert Marine Museum and a short drive from Annmarie Garden, making it a great choice for exploring the area. The inn has consistently received excellent ratings for its cleanliness, location, and overall experience. This charming bed and breakfast has one bedroom and one bathroom, offering a comfortable and intimate stay. Guests can enjoy a range of amenities, including a garden, a restaurant, a bar, and free Wi-Fi, as well as access to water sports facilities and the opportunity to explore the peaceful surroundings.
