
Bed and breakfast vacation rentals near Chesapeake Bay
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Top-rated bed and breakfast rentals near Chesapeake Bay
Guests agree: these stays are highly rated for location, cleanliness, and more.

Breakfast, Free Parking & Easy Walk to Mall, Wharf
DC Wharf, Anthem, National Mall & three Metro stations are within a 10-minute walk. The first floor is all yours. Very private. Your bathroom is stocked with amenities. Always fresh towels, clean sheets on a queen-size bed. Closets, wifi, laundry, courtyard view. Full access to the living room, dining room & kitchen on the second floor. We live on the third floor. Start the day with a fresh-ground coffee and a homemade breakfast. Happy to adjust to personal preferences and dietary restrictions.

Cafe on the Bay 2- breakfast included!
We are in the heart of Chesapeake City on the C&D canal within walking distance of all the shops and restaurants. You will enjoy staying above the coffee shop so it’s best suited for early risers if you’re a light sleeer! We are a block away from the 3 wedding venues in town. The 2 bedrooms above the cafe are booked separately with a full bathroom in the hallway for guests to share. This is a great location for 2 couples or a family to book both rooms as it’s a shared bathroom for the 2 rooms.

Historic Church Hill Gracious Apt-Balcony & Garden
Why stay in the ordinary when you can experience extraordinary? Fashionably furnished apt with private entry, courtyard, eat-in kitchen, washer/dryer, all amenities, fast Fios fiber-optic WiFi, free parking. In a desirable location - St. John's Church Historic District of Church Hill - charming urban village in the heart of a modern city. Guests tell us the apartment is quiet, relaxing and feels like home. A walkable neighborhood with restaurants. Guests can keep bikes inside a locked gate.

Guesthouse Bedroom 2/Private Parking - Mt. Vernon
Welcome to your 1874 mansion in the city, with off-street parking on premises! LGBTQ welcoming. The East Room is a KING bedroom with PRIVATE BATH. Located on the 2nd floor of an owner-occupied residence. You will not have to pass through my private living area, so you will experience the level of privacy, freedom to come and go, and professionalism expected in a B&B or guesthouse. There are 3 other rooms/suites available in my house. Unique space! Please review photos and the entire listing.

'Room J' for 1-2 guests in "Black Horse Inn"
Welcome to the 'Black Horse Inn'! Non-smoking home in quiet community. In- & outdoor cat. Close historic downtown, shops, dining, Air Base, NASCAR, casino, scenic Rt. 9 and the ocean. Quaint villages, wildlife parks, en route to the seashore. Room & shared bathroom in the loft; shared kitchen, dining area, outside seating. WiFi, Fire TV, Netflix. Breakfast! Room J Cozy room overlooking the back yard. Queen-size bed sleeps 2. Armoire and dresser for storage. Fold-out desk. Shared bathroom.

Comfortable bdrm in 110+ yr old home w/large desk
Our home is in a great DC neighborhood min. from Tenleytown/AU Red Line metro stop. You can easily walk to Starbucks, Whole Foods Market, CVS, and many other shops and eateries along with American University's main campus within 10 min. AU Law School is a 5 min walk and downtown DC is a 15 min metro ride. You’ll love our home w/its fabulous kitchen, comfortable bedrooms, warm atmosphere, and amazing front porch and deck. Included is a wonderful breakfast for you to start your day.

3 BEDR, Inground Pool, Close To D.C
Escape to Tranquility on 9+ scenic acres just minutes from DC, National Harbor, and the Upper Marlboro Equestrian Center. Our beautifully appointed four bedrooms and two baths guest house offers, comfort, privacy, and an unforgettable setting This estate is perfect for those who enjoy peaceful morning, or relaxing in the evening surrounded by nature. The full-property rental includes: • 3 luxurious bedrooms • Full bathroom • Fully equipped kitchens • Living room

“Out to Sea” at the Terry House !
The Terry House, a Federal Townhouse circa 1860, is located in historic New Castle, Delaware. This room is on the 2nd floor, featuring a historical nautical theme in one room and historical classic cars in the other room. This suite features, a queen and a full beds as well as private baths and a mini fridge in each room. There is a common area space called the parlor room on the first floor to work, hangout, or play games. ** Not serving breakfast at the moment.

Peaceful Haven
My home is in a quiet, safe, suburban neighborhood. It is approximately a 20 minute drive to Washington DC and 15 minutes from downtown Silver Spring. The closest Metro station is an 8 minute drive. There is always parking available in my driveway. There are a variety of restaurants, groceries and shops close by. I am a warm, friendly person and will do everything I can to help you feel comfortable and welcome during your stay. The listing is in a private home.

Quilt Room
The listing is for a room in a restored pre civil war farmhouse on Crickenwood Farm. Guest rooms are in the main farmhouse and share the common areas of the kitchen, library, living room and great room. This is a small working farm with cows and horses. There is plenty of parking. There are several friendly dogs on the property. The farm is about an hour from Baltimore, MD, Washington, DC, Harpers Ferry, WV and Gettysburg, PA. Frederick, MD is 20 mins.

Mulberry in Lewes
Charming condominium in the midst of historic Lewes, Delaware converted from the original 1828 Bethel United Methodist Church. It is a spacious first floor unit with large rooms and high ceilings filled tastefully with vintage American furniture. The condominium is a short three block walk to downtown Lewes with its excellent restaurants and shops, and a 5-10 minute drive to the beaches of Delaware Bay, the Atlantic Ocean, and Cape Henlopen State Park.

Cute efficiency 10 min from BWI and 5 min from 695
This unique place has a style all its own. A cat lovers dream Ever wanted to go to a cat café? We have a dozen kittens to snuggle! Brand new home! Immaculate. An efficiency suite upstairs in our cape code home. Walk up through kitchen. Charming bedroom stand up shower Cute sitting living room Roku Dishes provided hot plate, micro and dorm size fridge. To see full video vimeo dot com/1005209861
Popular amenities for bed and breakfast rentals near Chesapeake Bay
Family-friendly bed and breakfast rentals

Cozy private room in Annapolis home

Falling Creek - Rm #2

The Inn at Dirickson Creek- Room Two

Lincoln Room w/ Private Entrance at Strawberry Inn

Bedroom with full bed in Quiet Shared Home

Beautiful Historic Home Near Gettysburg

The Victorian Candle B&B Rose Room

Lovely Private Master Bedroom
Bed and breakfast rentals with breakfast

3 Private rooms in BnB, off- street parking

Rustic & Elegant Private Bed & Bath

The Homestead B&B - Sunflower Room

Five Red Doors: Historic Hann House

Aldrich House B&B Lewis Room

Second Floor bedroom With two queen beds.

Howard's Cove Retreat

Speakeasy Quarters with Retro Arcade & Pool Access
Bed and breakfast rentals with a patio

Enjoy the good life, work & play

Chester Estates-Historic Mansion, Master Suite

Bright & Cozy Guest Suite with Private Kitchen

Holland House B&B, Rm1 Mahogany

B&B - Lawson

The Rose Room/Spacious Victorian Inn

Large/private/deck

Cozy 2BR w/Private Entrance |Near DC, MGM, Harbor
Other bed and breakfast vacation rentals

Williamsburg Sampler - Lord Nelson Chamber

James - Colonial Capital Bed & Breakfast

Enchanted Cottage , farm, horses

A Unique Guesthouse with $20. Gift C. to Brewery

Gardenia Suite

Hotel Room in Dupont Circle Washington DC

Orvis way Delta Unit

Elegance Room - Back INN Time
Quick stats about bed and breakfast rentals near Chesapeake Bay

Total vacation rentals
Explore 80 vacation rentals in Chesapeake Bay

Nightly prices starting at
Chesapeake Bay vacation rentals start at ﺩ.ﺇ294 per night before taxes and fees

Verified guest reviews
Over 1,370 verified reviews to help you choose

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Vacation rentals with a pool
20 properties feature pools

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
80 of Chesapeake Bay vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Chesapeake Bay rentals

4.8 Average rating
Chesapeake Bay stays are highly rated by guests—averaging 4.8 out of 5!
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