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Search results; 712 homes in Charlestown

Top guest favourite
Cottage in Charlestown
Long Beach Cottage, Hot Tub, Beachfront
1 bedroom, 1 king bed, 1 bathroom
20–25 Sept
4.96 out of 5 average rating, 291 reviews
Guest favourite
Home in Charlestown
The Sunset House-Hot Tub-Sauna
5 bedrooms, 5 beds, 3 bathrooms
23–28 Aug
4.94 out of 5 average rating, 85 reviews
Guest favourite
Home in Charlestown
Long Beach Wellness Retreat Hot tub/Sauna/Plunge
1 bedroom, 2 beds, 1 bathroom
4–9 Oct
5.0 out of 5 average rating, 9 reviews
Top guest favourite
Room in Charlestown
"Sunrise on the River"
2 beds, 1 bathroom
16–21 Aug
4.99 out of 5 average rating, 102 reviews
Superhost
Home in Charlestown
Stay Blue Heron, Coastal Comfort in Charlestown.
4 bedrooms, 5 beds, 3.5 bathrooms
16–21 Aug
4.5 out of 5 average rating, 10 reviews
Top guest favourite
Home in Charlestown
Catching Sunsets on the Bay
3 bedrooms, 3 beds, 2.5 bathrooms
21–26 Aug
4.99 out of 5 average rating, 81 reviews
Top guest favourite
Home in Charlestown
The Cooper House in Charlestown, MD
4 bedrooms, 6 beds, 4 bathrooms
29 Aug – 3 Sept
4.99 out of 5 average rating, 91 reviews
Top guest favourite
Home in North East
Boho River Cottage
2 bedrooms, 3 beds, 1 bathroom
17–22 Aug
4.98 out of 5 average rating, 84 reviews
Guest favourite
Cottage in Charlestown
Charlestown Cottage at Cattail Bend
2 bedrooms, 3 beds, 1 bathroom
23–28 Aug
4.86 out of 5 average rating, 112 reviews
Top guest favourite
Cottage in North East
Cottage Just Off North East's Main Street
1 bedroom, 1 queen bed, 1 bathroom
20–25 Sept
4.94 out of 5 average rating, 440 reviews
Guest favourite
Home in North East
Waterfront Historical District Home Near River
3 bedrooms, 4 beds, 2 bathrooms
9–14 Sept
5.0 out of 5 average rating, 17 reviews
Top guest favourite
Cottage in North East
Persimmon Pastures
3 bedrooms, 3 beds, 1 bathroom
16–21 Aug
4.98 out of 5 average rating, 701 reviews
Guest favourite
Cottage in Charlestown
Key West Cottage in Charlestown, MD
3 bedrooms, 4 beds, 2 bathrooms
16–21 Aug
4.92 out of 5 average rating, 25 reviews
Guest favourite
Home in Perryville
Upper Chesapeake Getaway
3 bedrooms, 6 beds, 1.5 bathrooms
30 Aug – 4 Sept
4.96 out of 5 average rating, 167 reviews
Guest favourite
Home in Rising Sun
The Marilyn House - small town charm near UD
4 bedrooms, 4 beds, 1.5 bathrooms
29 Aug – 3 Sept
4.89 out of 5 average rating, 18 reviews
Guest favourite
Guest house in Elkton
Countryside-Stablehouse-Cozy for 2-Autumn Getaway!
1 bedroom, 1 king bed, 1 bathroom
23–28 Aug
4.92 out of 5 average rating, 203 reviews
Superhost
Flat in Perryville
Back Bay Retreat
2 bedrooms, 3 beds, 1 bathroom
31 Aug – 5 Sept
New place to stay
Home in Elkton
The C&D Retreat
3 bedrooms, 5 beds, 2 bathrooms
16–21 Aug
New place to stay