Search Bed and Breakfast in Chesapeake Bay

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
25 Jul - 27 Jul
In two weeks
1 Aug - 3 Aug
In one month
15 Aug - 17 Aug
In two months
12 Sept - 14 Sept

Featured B&B in Chesapeake Bay and around

1840s Carrollton Inn
Relax in a serene courtyard with traditional seating areas and lush greenery.

1840s Carrollton Inn

4.5 star property
9.6 out of 10, Exceptional, (977)
"We loved our stay! It was excellent to order a full breakfast and determine the time of delivery, where ever we chose to eat it that day! Highly recommend!"
The price is €195
includes taxes & fees
20 Jul - 21 Jul
1840s Carrollton Inn
The Baywood Bed & Breakfast
Enjoy a serene beach view from the room's three large windows.

The Baywood Bed & Breakfast

3.0 star property
9.8 out of 10, Exceptional, (174)
"Absolutely stunning property! It’s quiet - the private beach is wonderful and the view at sunset is breathtaking. We definitely enjoyed our stay at the Baywood Bed & Breakfast "
The price is €194
includes taxes & fees
19 Aug - 20 Aug
The Baywood Bed & Breakfast
Colonial Beach Plaza Bed & Breakfast
Relax on the beach with a clear ocean view, featuring a wooden deck and comfortable seating.

Colonial Beach Plaza Bed & Breakfast

3.0 star property
9.8 out of 10, Exceptional, (59)
"Beautiful place to stay in!! "
Colonial Beach Plaza Bed & Breakfast
Cedars of Williamsburg Bed & Breakfast
Relax in a serene outdoor setting surrounded by a snow-covered evergreen tree and a charming gazebo.

Cedars of Williamsburg Bed & Breakfast

3.0 star property
9.2 out of 10, Wonderful, (541)
"The property was lovely and the breakfasts were delightful. The owner has a lot of history to share and is quite entertaining. I would absolutely recommend this bed and breakast without reservation. Thank you for a lovely experience. "
Cedars of Williamsburg Bed & Breakfast
Laurel Grove Inn on the South
Outdoor dining

Laurel Grove Inn on the South

3.5 star property
9.0 out of 10, Wonderful, (517)
"Beautiful property and lovely hosts."
The price is €176
includes taxes & fees
17 Aug - 18 Aug
Laurel Grove Inn on the South
A Williamsburg White House
Stately two-story house with a traditional facade, surrounded by a well-maintained lawn and a white picket fence.

A Williamsburg White House

3.5 star property
9.6 out of 10, Exceptional, (178)
"Cleanliness and closeness to Colonial Williamsburg. "
The price is €213
includes taxes & fees
31 Jul - 1 Aug
A Williamsburg White House
George Brooks House B&B
Enjoy a relaxing stay in this two-story house with a spacious patio area and a swimming pool perfect for leisure activities.

George Brooks House B&B

3.0 star property
8.8 out of 10, Excellent, (61)
"Gorgeous quaint historic house. Friendly owner, close to town "
The price is €230
includes taxes & fees
21 Jul - 22 Jul
George Brooks House B&B
Pure Voyage Shaw
Elite Penthouse, 2 Bedrooms, City View | Terrace/patio

Pure Voyage Shaw

2.0 star property
9.2 out of 10, Wonderful, (7)
"My favorite place stay at the DC"
Pure Voyage Shaw
Flag House Inn
Stunning two-story home with a charming porch and symmetrical facade, featuring a central entrance and evenly spaced windows.

Flag House Inn

3.5 star property
9.6 out of 10, Exceptional, (72)
"Lovely B&B close to EVERYTHING! The host were so kind and helpful. The common areas were very nice as well as the front porch!"
The price is €171
includes taxes & fees
22 Jul - 23 Jul
Flag House Inn
Inn at 605
Classic brick building with a central entrance, surrounded by a well-maintained lawn and landscaped garden.

Inn at 605

3.5 star property
9.4 out of 10, Exceptional, (33)
"Adorable, clean, convenient, safe and cozy!! I recommend The Inn at 605! "
Inn at 605
Lovely, 1 BR in Adams Morgan! Walk Everywhere!
Stylish two-story residence with a flat roof and a welcoming entrance.

Lovely, 1 BR in Adams Morgan! Walk Everywhere!

9.8 out of 10, Exceptional, (17)
"This apartment was perfect for a conference I attended in mid April. It is spacious and easy to access. The neighborhood is very walkable and there are a few grocery stores nearby for essentials! The hosts were very communicative!"
The price is €207
includes taxes & fees
22 Jul - 23 Jul
Lovely, 1 BR in Adams Morgan! Walk Everywhere!
American Guest House
Classic corner building with a prominent entrance and ornate detailing.

American Guest House

3.5 star property
8.6 out of 10, Excellent, (155)
"Wonderful host. Great breakfast. Comfortable room."
The price is €208
includes taxes & fees
1 Aug - 2 Aug
American Guest House
Aldrich House Bed & Breakfast
Enjoy a meal on the deck with a bench and dining table.

Aldrich House Bed & Breakfast

3.0 star property
9.0 out of 10, Wonderful, (360)
"The home was beautiful and comfortable. We will return when we visit Williamsburg."
Aldrich House Bed & Breakfast
Cozy Capitol Hill Private Entrance Bsmt on a Budget - Sleeps 4, Free Parking
Fridge, microwave, coffee/tea maker, electric kettle

Cozy Capitol Hill Private Entrance Bsmt on a Budget - Sleeps 4, Free Parking

8.6 out of 10, Excellent, (18)
"What a cute property for budget accommodations. It was bigger than I expected and loved the King bed and comfortable sheets. The full capacity washing machine and dryer were also a great bonus. "
Cozy Capitol Hill Private Entrance Bsmt on a Budget - Sleeps 4, Free Parking
The Inn at Four Eleven York
Welcome to Four Eleven York Street, a boutique inn with a historic entrance featuring a bay window and turret.

The Inn at Four Eleven York

4.0 star property
10.0 out of 10, Exceptional, (94)
"Lovely B&B, very comfortable, friendly staff. Would definitely stay again"
The Inn at Four Eleven York
Colonial Gardens
Relax in a classic bedroom with a large bed, ceiling fan, and comfortable nightstand.

Colonial Gardens

3.5 star property
9.8 out of 10, Exceptional, (93)
"Nice location for overnight stay. "
Colonial Gardens
Capitol Hill Stay Like No Other
Equipped with a microwave, oven, refrigerator, and sink, this kitchen offers ample counter space for food preparation.

Capitol Hill Stay Like No Other

9.4 out of 10, Exceptional, (14)
"Great property that was super clean. Nice walking distance to the Capitol area. The host was very responsive. We had a great time!"
Capitol Hill Stay Like No Other
Cozy Brookland Retreat | Balcony | Scenic Views!
Stroll up to the rooftop terrace, surrounded by lush greenery and modern architecture.

Cozy Brookland Retreat | Balcony | Scenic Views!

9.4 out of 10, Exceptional, (6)
"My daughter and I came here for her 32nd birthday. We relaxed, walked to get our nails done, went to a great Indian restaurant and had Jerk delivered later that night. "
The price is €291
includes taxes & fees
21 Jul - 22 Jul
Cozy Brookland Retreat | Balcony | Scenic Views!
Charming 2-bedroom bed & breakfast condo in fabulous Washington with WiFi, AC
Enjoy cooking in this well-equipped kitchen with a gas stove, refrigerator, and microwave, plus seating for three at the bar.

Charming 2-bedroom bed & breakfast condo in fabulous Washington with WiFi, AC

10.0 out of 10, Exceptional, (12)
"My family and I really enjoyed our stay here during Spring Break. The property was clean, well stocked, and the owner was very helpful and easy to communicate with. The whole neighborhood was quiet, and the property being just a short walk to Whole Foods allowed us to stock up on groceries for our stay. It was also just a short walk to the Metro station - which allowed us to easily get around and explore all the amazing sights and attractions in DC. Overall, we had a great experience and would...
Charming 2-bedroom bed & breakfast condo in fabulous Washington with WiFi, AC
Walk Everywhere! Charming Adams Morgan 1 BR!
Enjoy dining or relaxing on this balcony with a view of the urban environment.

Walk Everywhere! Charming Adams Morgan 1 BR!

9.2 out of 10, Wonderful, (9)
"Everything you need in this beautiful property! Coffee shops, restaurants and stores all within a short walk! Loved it! "
Walk Everywhere! Charming Adams Morgan 1 BR!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Chesapeake Bay Hotel Reviews

Hilton Garden Inn Washington DC/U.S. Capitol

Hilton Garden Inn Washington DC/U.S. Capitol

10/10 Excellent
"Awesome location very clean "
Jameka 1-night trip
Posted 1 day ago
Hilton Garden Inn Washington DC/U.S. Capitol