Vacation rentals in Charlestown

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Top-rated vacation rentals in Charlestown

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Private room in North East

"Sunrise on the River"

If you love the water and like to boat, fish or kayak, "Sunrise on the River" is the place for you. If you wake up in time, you can catch a beautiful sunrise with your cup of coffee. Located in the historic district of Charlestown, MD, this property offers a converted 2 car garage studio apartment which is situated directly across from the North East River on the Chesapeake Bay. Outdoor seating and firepit area included. Large driveway for parking, even enough room for your boat and trailer!

$146 per night

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Guesthouse in Charlestown

The Avalon Room at the Cooper House

Gorgeous 1 bed/1 bath suite offering incredible waterfront views of the North East River. Enjoy a king size bed, seating area, and private entrance. Walk to marinas, restaurants, parks, tennis, and kayak launch. Located in a quiet historic town, this space offers unmatched riverfront views, excellent porch sitting, and picture perfect sunrises. The Avalon is one of three suites available at The Cooper House that can be combined to accommodate larger groups, or kept separated, if desired.

$147 per night

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Cottage in North East

Cottage Just Off North East's Main Street

Our cozy cottage is located just off Main Street in North East, an easy walk to restaurants, shops and pubs. The cathedral ceilings and exposed rafters create an unexpectedly dramatic space you will find warm and inviting. The relaxing back deck looks down toward a creek that flows through the neighboring property. Our cottage is the perfect place to stay when you're on the road for work, or a romantic weekend (or mid-week) getaway.

$113 per night

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