This Dover guesthouse is conveniently located near Silver Lake Park (a 14-minute walk), the Schwartz Center for the Arts (1.1km), and Dover International Speedway (3.4km). The 9 square metre room offers private parking, sleeps two guests, and includes towels, bed linen, and air conditioning.
Chesapeake Bay
29/08 – 05/09
A$307/nighttotal: A$2149 (7 )
Private | Near Baybridge | Wedding Venue Proximity
1 2
B&B , Stevensville
This guest house in Stevensville is situated near BayBridge, offering convenient access to the Eastern Shore and lying 26 kilometres from Baltimore/Washington International Airport, with Annapolis Harbour a further 26 kilometres away. This one-bedroom, one-bathroom B&B spans 74 square metres, accommodates up to seven guests, and features air conditioning, free WiFi, a kitchen with a fridge and microwave oven, and complimentary private parking.
8.0 1 review
Chesapeake Bay
01/10 – 05/10
A$448/nighttotal: A$1792 (4 )
Yorktown - 3 Bedrooms For 1 Group Or Party
1 3
B&B , Yorktown
This Yorktown guesthouse is situated a 5-minute walk from Yorktown Beach, and is 17 kilometres from Busch Gardens and 22 kilometres from Colonial Williamsburg. This one-bedroom, one-bathroom B&B offers 74 square metres of space for up to nine guests, with amenities including air conditioning, complimentary Wi-Fi, and private parking, alongside on-site activities such as windsurfing and cycling.
Chesapeake Bay
30/07 – 05/08
A$1409/nighttotal: A$8454 (6 )
3-story, Dog-friendly Home Near Beaches With Home Theatre, Grill & Gaming Tables
6 6
B&B , Highland Beach
This dog-friendly, three-storey guesthouse is located in Annapolis, a nine-minute walk from Bay Ridge Beach and 6.9 kilometres from Annapolis Harbour, with Baltimore-Washington International Airport situated 38.6 kilometres away. This expansive B&B offers 700 square metres of living space, featuring six bedrooms accommodating up to 29 guests, a home theatre, gaming tables, a grill for outdoor cooking, and a garden, with air conditioning and Wi-Fi provided throughout.
Chesapeake Bay
29/08 – 05/09
A$95/nighttotal: A$665 (7 )
Spacious Private Room
1 2
B&B , Baltimore
This private room in Baltimore is situated 1.6 kilometres from the Inner Harbour and Baltimore–Penn Station, and is a 9-minute walk from the University of Maryland–Baltimore and a 1.1 kilometre walk to The Walters Art Museum. This 500 square metre guesthouse offers air conditioning, Wi-Fi, and parking for up to three guests, with towels and bed linen provided, and is a short walk to the Edgar Allan Poe Museum and the Baltimore Convention Centre.
9.8 22 reviews
Chesapeake Bay
01/10 – 05/10
A$667/nighttotal: A$2668 (4 )
Magnolia House Inn
2 3
B&B , Hampton
Magnolia House Inn is situated in Hampton, just a short drive from attractions like Busch Gardens, Colonial Williamsburg, and the Virginia Living Museum. The inn enjoys an excellent reputation, with guests consistently praising its cleanliness, location, and overall experience. The inn offers comfortable rooms, each with a private bathroom, air conditioning, and a flat-screen TV. Guests can enjoy a delicious breakfast, relax in the garden, and take advantage of amenities like a bar, fitness centre, and free parking.
9.8 134 reviews
Chesapeake Bay
29/08 – 05/09
A$316/nighttotal: A$2212 (7 )
Garden Cottage · Garden Cottage - Fire Pit And Grill Near Beaches
1 2
B&B , Long Beach
This charming cottage is situated in Southern Maryland, just a short drive from Long Beach and close to St. Leonard's Creek, offering a peaceful retreat near the Chesapeake Bay. The property has received excellent ratings for its cleanliness, location, and overall experience, making it a popular choice for travellers. The cottage spans 51 square metres and comfortably accommodates two guests in its single bedroom and bathroom. It features a fully equipped kitchen, a comfortable living room with a smart TV, a private garden with a gas grill, and access to a range of local attractions, including beaches, marinas, fishing spots, and boating opportunities.
9.0 240 reviews
Chesapeake Bay
01/10 – 05/10
A$332/nighttotal: A$1328 (4 )
On Ensor
2 3
B&B , Baltimore
On Ensor is a charming bed and breakfast located in a residential area of Baltimore, just 1.6 kilometers from Penn Station and within 3.2 kilometers of The Walters Art Museum, Clifton Park, and Historic Ships in Baltimore. This property has received very good user ratings, with excellent marks for cleanliness and a good location rating. The bed and breakfast has one bedroom and one bathroom, accommodating up to two guests. Each room features free Wi-Fi, air conditioning, a flat-screen TV, a fridge, and a coffee machine, ensuring a comfortable and convenient stay.
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.
Chesapeake Bay
01/10 – 05/10
A$775/nighttotal: A$3100 (4 )
Historic Downtown Townhome With Brick Courtyard, Sunroom & Parking
2 3
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.
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
30/07 – 05/08
A$1840/nighttotal: A$11040 (6 )
This Thoughtfully Styled Home Overlooks The Bay And Is Perfect For Your Annapolis Escape
5 6
B&B , Annapolis
This B&B, offering direct Bay views, is situated a 4-minute walk from Bay Ridge Beach and 8 kilometres from Annapolis Harbour. This 550 square metre guesthouse accommodates up to 27 guests across 5 bedrooms and 3 bathrooms, providing a non-smoking retreat within easy reach of Baltimore-Washington International Airport.
Best Chesapeake Bay bed and breakfasts with breakfast included
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.
9.2 28 reviews
Chesapeake Bay
29/08 – 05/09
A$474/nighttotal: A$3318 (7 )
Rachael's Dowry Bed And Breakfast
1 2
B&B , Baltimore
Rachael's Dowry Bed and Breakfast is conveniently located in Baltimore city centre, just a short walk from Camden Yards and the Inner Harbor. It has received excellent ratings for its cleanliness, location and overall user experience. The guest house offers a charming 18th-century setting with modern amenities, including a shared kitchenette, a tranquil garden and a courtyard. Guests can enjoy a daily organic breakfast and explore the city's attractions with ease.
8.2 280 reviews
Chesapeake Bay
30/07 – 05/08
A$1008/nighttotal: A$6048 (6 )
Inn On Main Annapolis
3 6
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.
10 26 reviews
Chesapeake Bay
01/10 – 05/10
A$527/nighttotal: A$2108 (4 )
Inn At Warner Hall
1 3
B&B , Gloucester Point
The Inn at Warner Hall is a waterfront guesthouse situated in Gloucester Point, just 24 kilometres from historic Yorktown and 56 kilometres from Colonial Williamsburg. The property has consistently received excellent ratings for its location, cleanliness, and overall guest experience. The guesthouse is set on a 40-acre estate dating back to 1642, offering a unique glimpse into the region's history. Guests can enjoy a daily gourmet breakfast, relax in the gardens or on the porch, and take advantage of the boathouse for fishing or birdwatching.
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
01/10 – 05/10
A$1061/nighttotal: A$4244 (4 )
Splendid Home With Private Pool, Fire Pit, Several Decks & Balconies
4 3
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.
9.7 205 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.
9.7 132 reviews
Chesapeake Bay
29/08 – 05/09
A$507/nighttotal: A$3549 (7 )
Inn At Huntingfield Creek
1 2
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.
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
10 106 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.
9.5 279 reviews
Chesapeake Bay
23/08 – 28/08
A$408/nighttotal: A$2040 (5 )
A Williamsburg White House Inn
1 2
B&B , Williamsburg
A Williamsburg White House Inn is located in the historic district, just across the street from The College of William & Mary and within a 20-minute walk of Colonial Williamsburg. The inn has received excellent ratings for location, cleanliness and overall guest experience. The inn is housed in a century-old estate and features rooms named after former US Presidents, each with a private bathroom. Guests can enjoy a complimentary full breakfast, afternoon snacks and wine, and free Wi-Fi throughout the property.
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.
9.2 1347 reviews
Chesapeake Bay
23/08 – 28/08
A$281/nighttotal: A$1405 (5 )
Cedars Of Williamsburg Bed & Breakfast
1 2
B&B , Williamsburg
The Cedars of Williamsburg Bed & Breakfast is located just across the street from the College of William & Mary, a short walk from Colonial Williamsburg, offering a peaceful setting within easy reach of the city's historic attractions. The guesthouse has consistently received excellent ratings for its location, cleanliness, and overall experience. The inn is housed in a historic Georgian brick building with unique furnishings and décor, creating a charming and authentic ambiance. Guests can enjoy a daily gourmet breakfast, relax in the on-site gardens, and explore the nearby dining options and attractions.
Best Chesapeake Bay bed and breakfasts with air conditioning
8.1 9 reviews
Chesapeake Bay
27/06 – 04/07
A$303/nighttotal: A$2121 (7 )
Va Beach Zen Retreat House
1 3
B&B , Virginia Beach
The VA Beach Zen retreat house is located in Virginia Beach, just a short drive from Topgolf Virginia Beach and Mount Trashmore Park, making it a convenient base for exploring the area. The property has received very good user ratings and excellent ratings for location and cleanliness. The retreat offers a comfortable and relaxing stay with a 149 square metre floor area. Guests can enjoy a shared lounge area, a garden, and a terrace, as well as a fully equipped kitchen with a dishwasher, air conditioning, free Wi-Fi, and private parking.
9.6 142 reviews
Chesapeake Bay
01/10 – 05/10
A$566/nighttotal: A$2264 (4 )
Wades Point Inn On The Bay
1 3
B&B , Tilghman Island
Wades Point Inn on the Bay is situated in Saint Michaels, Maryland, just a short drive from the Academy of the Arts and a convenient distance from Salisbury-Ocean City Wicomico Regional Airport. This charming bed and breakfast has consistently received excellent ratings for its location, cleanliness, and overall guest experience. The inn offers a single bedroom with a range of amenities, including a fridge, microwave, air conditioning, a terrace, a garden, and room service. Guests can enjoy a waterfront location with stunning views, relax by the outdoor fireplace, and take advantage of complimentary bikes to explore the surrounding area.
8.7 39 reviews
Chesapeake Bay
23/08 – 28/08
A$145/nighttotal: A$725 (5 )
Beautiful Bedroom Next Camden Yard And M&t Stadium
1 2
B&B , Baltimore
This Baltimore B&B enjoys a prime location near Camden Yards and M&T Bank Stadium, within a short walking distance of the Baltimore Convention Center and attractions such as the Walters Art Museum and Carroll Park. The guesthouse offers one bedroom, one bathroom, sleeping up to two guests, and features free Wi-Fi, a private bathroom, flat-screen TV, and essential amenities including a fridge and kitchenware.
8.7 322 reviews
Chesapeake Bay
29/08 – 05/09
A$207/nighttotal: A$1449 (7 )
Elk Forge Bed And Breakfast
1 2
B&B , Elkton
This Elkton bed and breakfast is located just six miles from the University of Delaware and a short drive from Newark, Delaware, offering a peaceful retreat away from the city. It has consistently received very good ratings for its location, cleanliness, and overall experience. The property features spacious rooms, each with a unique design, a sitting area, and a fireplace. Guests can enjoy a range of amenities including a spa with a hot tub, a gourmet breakfast, barbecue facilities, and a business centre.