A marina with boats docked, a river, and a row of houses along the riverbank.

Charlestown cottage rentals

We found 19 cottage rentals — enter your dates for availability

Explore Charlestown cottage rentals

Image of Charming 2-bedroom cottage at Murphy's Beach in lovely Charlestown Maryland

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Charming 2-bedroom cottage at Murphy's Beach in lovely Charlestown Maryland

Sleeps 4 · 2 bedrooms · 1 bathroom

Image of Waterfront cottage in historic Charlestown, Maryland

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Waterfront cottage in historic Charlestown, Maryland

Sleeps 4 · 2 bedrooms · 1 bathroom

Image of Waterview Cottage with Amazing Sunsets overlooking The Chesapeake Bay

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Waterview Cottage with Amazing Sunsets overlooking The Chesapeake Bay

Sleeps 4 · 2 bedrooms · 1 bathroom

Image of Charming Cottage - Northeast River / Chesapeake Bay

Premier Host

Charming Cottage - Northeast River / Chesapeake Bay

Sleeps 5 · 3 bedrooms · 1+ bathroom

Image of Waterfront Home, Private Dock, A/C, Amazing Views, Boating, Fishing & Kayaking

Waterfront Home, Private Dock, A/C, Amazing Views, Boating, Fishing & Kayaking

Sleeps 4 · 2 bedrooms · 1 bathroom

Image of Charming 2-bedroom cottage with BOAT SLIP, WiFi, and AC

Premier Host

Charming 2-bedroom cottage with BOAT SLIP, WiFi, and AC

Sleeps 6 · 2 bedrooms · 1+ bathroom

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