
Bed and breakfast vacation rentals near Chesapeake Bay
Find and book unique bed and breakfast rentals on Airbnb
Top-rated bed and breakfast rentals near Chesapeake Bay
Guests agree: these stays are highly rated for location, cleanliness, and more.
Popular amenities for bed and breakfast rentals near Chesapeake Bay
Family-friendly bed and breakfast rentals

Rockville Elegant 2 bedroom Suite

Military - Active/Retired/Family at Cape Defoe B&B

Rustic & Elegant Private Bed & Bath

Quilt Room

Five Red Doors: Historic Hann House

Elegance Room - Back INN Time

Bed & Breakfast at Rolling Hills Ranch

Smith Island Inn: Mary Ruth's Retreat
Bed and breakfast rentals with breakfast

Williamsburg Sampler - Lord Nelson Chamber

Cozy private room in Annapolis home

Hydeaway Bed and Breakfast - Queen bedroom

Stay right on Main Street Annapolis! Private room with two twin beds and private bath.

Historic bnb with off-street parking.

Falling Creek - Rm #4

EarthBound: Historic District 2nd Floor Suite

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

The Commander’s Suites

Comfortable Gem

Wyatt House - peace and quiet in the country

B&B - Lawson
Other great vacation rentals near Chesapeake Bay

Soul Oasis - home on the Chesapeake Bay

Private romantic pet friendly waterfront cottage

The Crab House - a Private, Waterfront Guest House

Little Dipper -private beach,Kayaks & paddleboards

Historic St.Mary's City at the Lazy Bear Cottage

The Laughing King Retreat Honeymoon Island Cottage

Waterfront Guesthouse I on the Rappahannock

Long Beach Cottage, Hot Tub,Wood Burning Fireplace
Quick stats about bed and breakfast rentals near Chesapeake Bay
Total rentals
90 properties
Nightly prices starting at
ﺩ.ﺇ294 before taxes and fees
Total number of reviews
1.4K reviews
Pet-friendly rentals
10 properties allow pets
Rentals with a pool
20 properties have a pool
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Destinations to explore
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- Hotel rentals Chesapeake Bay
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