Chesapeake Beach cottages
We found 51 cottages — enter your dates for availability
Explore Chesapeake Beach cottage rentals
3 bedroom, waterfront cottage on the shores of the Chesapeake Bay.
Sleeps 8 · 3 bedrooms · 2 bathrooms
Cliffside Chesapeake Bay Cottage: Pet-friendly, Easy DC Drive
Sleeps 2 · 1 bedroom · 1 bathroom
Chesapeake Bay Cottage
Sleeps 8 · 3 bedrooms · 2 bathrooms
Charming 2-bedroom 1 bath cottage with AC, WiFi in peaceful North Beach, Md.
Sleeps 4 · 2 bedrooms · 1 bathroom
Watrfnt Cottage @ChesapeakeParadise Kayaks/Dogs OK
Sleeps 8 · 3 bedrooms · 2+ bathrooms
Our Always Dreaming Cottage - The Bay At Your Back Steps
Sleeps 4 · 2 bedrooms · 2+ bathrooms
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All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
More for lessMore space, more privacy, more amenities — more value