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
30/07 – 05/08
2556 ﺩ.ﺇ/nighttotal: 15336 ﺩ.ﺇ (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.
8.1 335 reviews
Chesapeake Bay
29/08 – 05/09
354 ﺩ.ﺇ/nighttotal: 2478 ﺩ.ﺇ (7 )
Stylist Bedroom Central Of Baltimore
1 2
B&B , Baltimore
This stylish B&B in central Baltimore offers convenient access to key attractions, being an 11-minute walk from Harbor East Marina, a 10-minute walk from the Power Plant entertainment complex, and a 19-minute walk from the Baltimore Convention Centre, with Fell's Point located 1.9 kilometres away. This 28 square metre accommodation for two guests features air conditioning and free Wi-Fi, providing a comfortable base for exploring nearby points of interest such as the Pier Six Concert Pavilion and Historic Ships in Baltimore.
10 105 reviews
Chesapeake Bay
29/08 – 05/09
950 ﺩ.ﺇ/nighttotal: 6650 ﺩ.ﺇ (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 84 reviews
Chesapeake Bay
01/10 – 05/10
2388 ﺩ.ﺇ/nighttotal: 9552 ﺩ.ﺇ (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).
9.2 1424 reviews
Chesapeake Bay
30/07 – 05/08
2633 ﺩ.ﺇ/nighttotal: 15798 ﺩ.ﺇ (6 )
Cedars Of Williamsburg Bed & Breakfast
3 6
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.
8.1 28 reviews
Chesapeake Bay
23/08 – 28/08
375 ﺩ.ﺇ/nighttotal: 1875 ﺩ.ﺇ (5 )
Sweet And Beautiful Bedroom
1 2
B&B , Baltimore
This Baltimore guesthouse is situated near Johns Hopkins University, less than 1.1km from the Baltimore Museum of Art and within 5km of Clifton Park, the Walters Art Museum, and the Inner Harbour. The 100 square metre property offers one bedroom, one bathroom, sleeping up to two guests, and features a fully equipped kitchen, in-unit laundry, free Wi-Fi, and private parking.
Chesapeake Bay
23/08 – 28/08
317 ﺩ.ﺇ/nighttotal: 1585 ﺩ.ﺇ (5 )
Walton Haven
1 2
B&B , Newport News
Walton Haven B&B in Newport News offers convenient access to Busch Gardens (24km), Water Country USA (24km), and Newport News/Williamsburg International Airport (6km), alongside historical sites such as Colonial Williamsburg (32km) and Historic Jamestown (37km). This guesthouse provides 24 square metres of accommodation, comprising one bedroom, one bathroom, sleeping up to two guests, and features complimentary Wi-Fi, private parking, and towels/bed linen.
9.0 3 reviews
Chesapeake Bay
23/08 – 28/08
493 ﺩ.ﺇ/nighttotal: 2465 ﺩ.ﺇ (5 )
The Blue House
1 2
B&B , Dover
This Dover bed and breakfast, The Blue House, is located 4.3 kilometres from Dover International Speedway and within a 14-minute walk of Wesley College, providing easy access to Sewell C Biggs Museum of American Art (1.3 kilometres) and Schwartz Center for the Arts (11 minutes' walk). This non-smoking guesthouse offers one bedroom, one bathroom, and can accommodate up to seven guests, with complimentary Wi-Fi, air conditioning, and on-site private parking available.
Chesapeake Bay
20/07 – 27/07
2008 ﺩ.ﺇ/nighttotal: 14056 ﺩ.ﺇ (7 )
Carib Comfort B And B
2 4
B&B , Brock Hall
This Brock Hall guest house is situated in Upper Marlboro, offering garden views and located 24.1 kilometres from the U.S. Capitol and 16.1 kilometres from Washington Union Station. This B&B provides one bedroom and one bathroom for up to two guests, featuring air conditioning, complimentary Wi-Fi, on-site parking, a garden, a bar, and a daily continental breakfast.
8.7 17 reviews
Chesapeake Bay
23/08 – 28/08
521 ﺩ.ﺇ/nighttotal: 2605 ﺩ.ﺇ (5 )
Historic Madison Ave
1 2
B&B , Baltimore
This guesthouse in Baltimore's Historic Madison Avenue is located 2.25 kilometres from The Walters Art Museum and the Edgar Allan Poe Museum. Offering excellent user ratings, this 1-bedroom, 1-bathroom B&B accommodates two guests and features air conditioning, free WiFi, on-site parking, a shared kitchen, a terrace, and bicycle and car rental services.
9.8 9 reviews
Chesapeake Bay
20/07 – 27/07
2147 ﺩ.ﺇ/nighttotal: 15029 ﺩ.ﺇ (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.
Best Chesapeake Bay bed and breakfasts with breakfast included
9.7 132 reviews
Chesapeake Bay
30/07 – 05/08
2944 ﺩ.ﺇ/nighttotal: 17664 ﺩ.ﺇ (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.
9.6 1232 reviews
Chesapeake Bay
29/08 – 05/09
824 ﺩ.ﺇ/nighttotal: 5768 ﺩ.ﺇ (7 )
1840s Carrollton Inn
1 2
B&B , Baltimore
The 1840s Carrollton Inn is located in Baltimore's Carrollton neighbourhood, within easy walking distance of attractions like the Power Plant and the National Aquarium. The inn has consistently received excellent ratings for cleanliness, location, and overall guest experience. Each room in this charming guesthouse features air conditioning, a flat-screen TV with cable channels, and a private bathroom with a whirlpool spa bath. Guests can enjoy a range of amenities, including a garden, a terrace, a spa, a fitness centre, and a restaurant.
9.0 77 reviews
Chesapeake Bay
29/08 – 05/09
749 ﺩ.ﺇ/nighttotal: 5243 ﺩ.ﺇ (7 )
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.
Chesapeake Bay
01/10 – 05/10
2452 ﺩ.ﺇ/nighttotal: 9808 ﺩ.ﺇ (4 )
The Inn At Tacaro Estate
1 3
B&B , Deale
The Inn at Tacaro Estate, a guest house in Tracys Landing, is situated approximately 3 kilometres from Deale's town centre. This pet-friendly lodging offers a swimming pool, restaurant, free Wi-Fi, and parking, sleeping up to two guests with one bathroom.
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
9.7 205 reviews
Chesapeake Bay
23/08 – 28/08
736 ﺩ.ﺇ/nighttotal: 3680 ﺩ.ﺇ (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.
9.9 33 reviews
Chesapeake Bay
30/07 – 05/08
1406 ﺩ.ﺇ/nighttotal: 8436 ﺩ.ﺇ (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.
Chesapeake Bay
20/07 – 27/07
3287 ﺩ.ﺇ/nighttotal: 23009 ﺩ.ﺇ (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.
8.5 140 reviews
Chesapeake Bay
23/08 – 28/08
1133 ﺩ.ﺇ/nighttotal: 5665 ﺩ.ﺇ (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.
Frequently Asked Questions about bed and breakfast in Chesapeake Bay
What are the must-see sights for first-time visitors on a day trip to Baie de Chesapeake?
For a day trip to Chesapeake Bay, you should definitely visit Annapolis, the state capital of Maryland. It's a charming city with a historic waterfront and plenty of shops and restaurants. You could also take a boat trip to see the Chesapeake Bay Bridge, a stunning landmark that connects the Eastern Shore to the mainland.
What are the best bed and breakfasts in Chesapeake Bay?
In which districts of Baie de Chesapeake should you consider booking a bed and breakfast?
If you're looking for a bed and breakfast, you can't go wrong with St. Michaels, a picturesque town on the Eastern Shore known for its beautiful architecture and waterfront views. Another great option is Easton, a historic town with a vibrant arts scene and plenty of charming shops and restaurants.
What are the best bed and breakfasts with a pool in Chesapeake Bay?
What is the typical weather in Baie de Chesapeake, and how does it affect outdoor plans?
The Chesapeake Bay area has four distinct seasons. Summers are hot and humid, with temperatures reaching up to 32°C. Winters are mild, with average temperatures around 5°C. Spring and autumn are beautiful, with mild temperatures and plenty of sunshine. The weather can be unpredictable, so it's always a good idea to check the forecast before heading out.
What are the best bed and breakfasts with a jacuzzi in Chesapeake Bay?
What are the best cultural activities and events in and around Baie de Chesapeake?
The Chesapeake Bay area is home to many cultural events throughout the year, including the Annapolis Maritime Museum, the Chesapeake Bay Maritime Museum, and the annual Chesapeake Bay Wine Festival. If you're interested in history, be sure to visit the historic district in Annapolis.
What are the best bed and breakfasts for families and kids in Chesapeake Bay?
Which hiking trails are recommended for exploring in and around Baie de Chesapeake?
For hiking, I recommend the Bay Country Trail, a 160-kilometre trail that runs along the Eastern Shore of Maryland. It's a great way to experience the natural beauty of the Chesapeake Bay area. Another popular option is the Harriet Tubman Underground Railroad Byway, a scenic route that follows the path of the Underground Railroad.
What are the best pet friendly bed and breakfasts in Chesapeake Bay?
What amenities are commonly offered in bed and breakfasts in Baie de Chesapeake?
Bed and breakfasts in the Chesapeake Bay area typically offer a variety of amenities, including a hearty breakfast, free Wi-Fi, and parking. Many also have a swimming pool, hot tub, or other outdoor amenities.
What are the best bed and breakfasts with parking in Chesapeake Bay?
Best Chesapeake Bay bed and breakfasts with a garden
10 101 reviews
Chesapeake Bay
01/10 – 05/10
692 ﺩ.ﺇ/nighttotal: 2768 ﺩ.ﺇ (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.
8.2 4 reviews
Chesapeake Bay
01/10 – 05/10
808 ﺩ.ﺇ/nighttotal: 3232 ﺩ.ﺇ (4 )
Williamsburg Executive Rooms Near Busch Gardens
2 3
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.
Chesapeake Bay
30/07 – 05/08
2428 ﺩ.ﺇ/nighttotal: 14568 ﺩ.ﺇ (6 )
2-story Downtown Home With Enclosed Yard, Deck, Firepit, Gas Grill & Fireplace
3 6
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.
9.8 22 reviews
Chesapeake Bay
29/08 – 05/09
845 ﺩ.ﺇ/nighttotal: 5915 ﺩ.ﺇ (7 )
Magnolia House Inn
1 2
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.
Best Chesapeake Bay bed and breakfasts with air conditioning
10 121 reviews
Chesapeake Bay
30/07 – 05/08
4919 ﺩ.ﺇ/nighttotal: 29514 ﺩ.ﺇ (6 )
Hummingbird Inn
3 6
B&B , Easton
The Hummingbird Inn is located in Easton, just a short walk from the Academy of the Arts, making it a perfect base for exploring the town's cultural attractions. It has received excellent ratings for location, cleanliness, and overall user experience. The inn offers a range of rooms, some with private bathrooms, spa baths, and other amenities. Guests can enjoy free parking, Wi-Fi, and bicycles, as well as a terrace, garden, spa, and fitness centre.
10 26 reviews
Chesapeake Bay
20/07 – 27/07
1499 ﺩ.ﺇ/nighttotal: 10493 ﺩ.ﺇ (7 )
Inn At Warner Hall
1 4
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.
9.5 279 reviews
Chesapeake Bay
20/07 – 27/07
2126 ﺩ.ﺇ/nighttotal: 14882 ﺩ.ﺇ (7 )
A Williamsburg White House Inn
2 4
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.
9.0 30 reviews
Chesapeake Bay
01/10 – 05/10
2043 ﺩ.ﺇ/nighttotal: 8172 ﺩ.ﺇ (4 )
The Inn At Tacaro Estate
1 3
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.