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Search results; 705 homes in Charlestown

Top guest favourite
Serviced apartment in Charlestown
The Osprey Nest at the Cooper House
2 bedrooms, 3 beds, 2 private bathrooms
3–8 Jan
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4.93 out of 5 average rating, 56 reviews
Top guest favourite
Cottage in Charlestown
Long Beach Cottage, Hot Tub, Beachfront
4.96 out of 5 average rating, 282 reviews, 1 bedroom, 1 bed, 1 bathroom
20–25 Sept
Top guest favourite
Room in Charlestown
"Sunrise on the River"
4.99 out of 5 average rating, 100 reviews, 2 beds, 1 bathroom
9–14 Aug
Superhost
Home in Charlestown
Long Beach Wellness Retreat Hot tub/Sauna/Plunge
5.0 out of 5 average rating, 3 reviews, 1 bedroom, 3 beds, 1 bathroom
23–28 Aug
Guest favourite
Home in Charlestown
Catching Sunsets on the Bay
4.99 out of 5 average rating, 78 reviews, 3 bedrooms, 3 beds, 2.5 bathrooms
21–26 Aug
Superhost
Home in Charlestown
Stay Blue Heron, Coastal Comfort in Charlestown.
4.29 out of 5 average rating, 7 reviews, 4 bedrooms, 5 beds, 3.5 bathrooms
26–31 Jul
Guest favourite
Home in Charlestown
The Sunset House-Hot Tub-Sauna
4.95 out of 5 average rating, 84 reviews, 5 bedrooms, 5 beds, 3 bathrooms
16–21 Aug
Top guest favourite
Home in North East
Boho River Cottage
4.98 out of 5 average rating, 82 reviews, 2 bedrooms, 3 beds, 1 bathroom
17–22 Aug
Guest favourite
Guest suite in North East
The Cozy Studio of North East MD
4.92 out of 5 average rating, 157 reviews, 2 beds, 1 bathroom
22–27 Jul
Guest favourite
Cottage in Charlestown
Charlestown Cottage at Cattail Bend
4.86 out of 5 average rating, 111 reviews, 2 bedrooms, 3 beds, 1 bathroom
23–28 Aug
Top guest favourite
Cottage in North East
Persimmon Pastures
4.98 out of 5 average rating, 693 reviews, 3 bedrooms, 3 beds, 1 bathroom
16–21 Aug
Top guest favourite
Home in Charlestown
The Cooper House in Charlestown, MD
4.99 out of 5 average rating, 87 reviews, 4 bedrooms, 6 beds, 4 bathrooms
26–31 Jul
Top guest favourite
Room in Perryville
North River Hideaway | King Suite
5.0 out of 5 average rating, 17 reviews, 1 king bed, 1 bathroom
21–26 Jul
Home in North East
Pool House by the North East River
4.67 out of 5 average rating, 33 reviews, 3 bedrooms, 6 beds, 2.5 bathrooms
26–31 Jul
Top guest favourite
Cottage in Charlestown
Key West Cottage in Charlestown, MD
4.92 out of 5 average rating, 25 reviews, 3 bedrooms, 4 beds, 2 bathrooms
2–7 Aug
Guest favourite
Room in Perryville
Cozy room for two, just minutes from I-95
4.98 out of 5 average rating, 62 reviews, 1 queen bed, 1.5 bathrooms
21–26 Jul
Guest favourite
Home in Perryville
Top of the Chesapeake - Private Waterfront Home
4.92 out of 5 average rating, 246 reviews, 5 bedrooms, 8 beds, 2 bathrooms
31 Aug – 5 Sept
Top guest favourite
Room in Elkton
Gardency House Room 1
4.97 out of 5 average rating, 75 reviews, 1 king bed, 1 bathroom
3–8 Aug
Guest favourite
Cabin in North East
Bayview Cottage
4.9 out of 5 average rating, 67 reviews, 2 bedrooms, 2 beds, 1 bathroom
23–28 Jul