Bed and Breakfast and Inn in Chesapeake Bay

280 available b&b offers

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Chesapeake Bay B&B
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280 Bed and Breakfast and Inn in Chesapeake Bay

Best Chesapeake Bay bed and breakfasts with breakfast included

Inn At Huntingfield Creek - Chesapeake Bay
9.8 99 reviews

Inn At Huntingfield Creek

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.
The Towers Bed & Breakfast - Chesapeake Bay
9.7 50 reviews

The Towers Bed & Breakfast

B&B, Milford
The Towers Bed & Breakfast is located in Milford, Delaware, just 34 kilometres from Dover International Speedway and 40 kilometres from Rehoboth Beach Boardwalk. The establishment has consistently received excellent ratings for its cleanliness, location, and overall guest experience.
The accommodation offers a comfortable 26 square metre room with one bathroom. Guests can enjoy a range of amenities including free Wi-Fi, private parking, air conditioning, a relaxing garden, and a delicious full English/Irish or vegetarian breakfast.
Rachael's Inner Harbor Boutique Inn - Chesapeake Bay
9.3 34 reviews

Rachael's Inner Harbor Boutique Inn

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.
Carib Comfort B And B - Chesapeake Bay
No reviews

Carib Comfort B And B

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.

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

Lakefront Home With Private Pool, Hot Tub, Outdoor Space, Central Ac, & Wd - Chesapeake Bay
No reviews

Lakefront Home With Private Pool, Hot Tub, Outdoor Space, Central Ac, & Wd

B&B, Highland Beach
This lakefront guest house in Highland Beach is located 1.77 kilometres from Bay Ridge Beach and 7.4 kilometres from Annapolis Harbour, with Inner Harbour and Power Plant situated 48.3 kilometres away.
Offering 604 square metres of space, this establishment accommodates up to 23 guests across 5 bedrooms and features a private swimming pool, hot tub, garden, and a terrace with lake views, alongside a fully equipped kitchen and air conditioning.
Renovated, Dog-friendly Home With Private Pool, Hot Tub & Stunning Backyard - Chesapeake Bay
No reviews

Renovated, Dog-friendly Home With Private Pool, Hot Tub & Stunning Backyard

B&B, Lake Shore
This Pasadena guesthouse offers a lakeside location, situated 23 kilometres from Annapolis Harbour and 24 kilometres from Baltimore's Inner Harbour, the Power Plant, and Convention Centre, with Baltimore-Washington International Airport 13 kilometres away.
This dog-friendly B&B features four bedrooms and three bathrooms, accommodating up to 27 guests with amenities including a private swimming pool, hot tub, garden, and a fully equipped kitchen, plus a children's playground.
The Farm - Chesapeake Bay
10 2 reviews

The Farm

gîte, Fairmount
This six-bedroom, three-bathroom holiday cottage on nearly 115 acres of the Sugar Water Manor property, located on the Manokin River, offers exclusive access to a secluded farm experience near Fairmount.
This family-friendly gîte accommodates up to 12 guests and features a kitchen with a fridge, freezer, microwave oven, and dishwasher, air conditioning, a swimming pool, a garden, and on-site amenities including kayaks and SUP, with complimentary daily breakfast provided and no WiFi available.
Spacious Home With An Outdoor Pool, Screened Porch, Washer Dryer & Central Ac - Chesapeake Bay
No reviews

Spacious Home With An Outdoor Pool, Screened Porch, Washer Dryer & Central Ac

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.

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?

Popular destinations

Best Chesapeake Bay bed and breakfasts with a garden

Swanendele Inn - Chesapeake Bay
9.6 84 reviews

Swanendele Inn

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).
Va Beach Zen Retreat House - Chesapeake Bay
9.0 9 reviews

Va Beach Zen Retreat House

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.
Magnolia House Inn - Chesapeake Bay
9.8 19 reviews

Magnolia House Inn

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.
Marvels On The Creek - Chesapeake Bay
9.9 351 reviews

Marvels On The Creek

B&B, Secretary
Marvels on the Creek is a charming bed and breakfast situated just 20 miles from the Academy of the Arts and 14 miles from Federalsburg Marina, offering a tranquil escape in the heart of Secretary. The property boasts excellent user, location, and cleanliness ratings, ensuring a comfortable and enjoyable stay.
The bed and breakfast features a single bedroom and bathroom, accommodating up to two guests. Amenities include a swimming pool, jacuzzi, spa, restaurant, room service, and a garden, providing a relaxing and luxurious experience.

Best Chesapeake Bay bed and breakfasts with air conditioning

Beautiful Bedroom Next Camden Yard And M&t Stadium - Chesapeake Bay
8.6 45 reviews

Beautiful Bedroom Next Camden Yard And M&t Stadium

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.
Inn At Warner Hall - Chesapeake Bay
10 28 reviews

Inn At Warner Hall

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.
Hornsby House Inn - Chesapeake Bay
9.9 111 reviews

Hornsby House Inn

B&B, Yorktown
Hornsby House Inn is located in Yorktown, Virginia, just a short drive from Yorktown Beach, Busch Gardens & Water Country, and Colonial Williamsburg. The inn has consistently received excellent ratings for its location, cleanliness, and overall experience.
This charming guest house offers a peaceful garden setting with a private terrace and a bar. Guests can enjoy a delicious vegetarian or gluten-free breakfast, free Wi-Fi, and private parking, making it the perfect base for exploring the historic town and surrounding attractions.
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