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Search results; 711 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
,
4.93 out of 5 average rating, 56 reviews
Guest favourite
Home in Charlestown
The Sunset House-Hot Tub-Sauna
5 bedrooms, 5 beds, 3 bathrooms
16–21 Aug
4.95 out of 5 average rating, 84 reviews
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, 78 reviews
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, 282 reviews
Superhost
Home in Charlestown
Long Beach Wellness Retreat Hot tub/Sauna/Plunge
1 bedroom, 3 beds, 1 bathroom
23–28 Aug
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Home in Charlestown
The Cooper House in Charlestown, MD
4 bedrooms, 6 beds, 4 bathrooms
26–31 Jul
4.99 out of 5 average rating, 87 reviews
Top guest favourite
Room in Charlestown
"Sunrise on the River"
2 beds, 1 bathroom
9–14 Aug
4.99 out of 5 average rating, 100 reviews
Superhost
Home in Charlestown
Stay Blue Heron, Coastal Comfort in Charlestown.
4 bedrooms, 5 beds, 3.5 bathrooms
26–31 Jul
4.29 out of 5 average rating, 7 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, 111 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, 693 reviews
Guest favourite
Home in North East
Waterfront Historical District Home Near River
3 bedrooms, 4 beds, 2 bathrooms
5–10 Aug
5.0 out of 5 average rating, 15 reviews
Top guest favourite
Cottage in Charlestown
Key West Cottage in Charlestown, MD
3 bedrooms, 4 beds, 2 bathrooms
2–7 Aug
4.92 out of 5 average rating, 25 reviews
Guest favourite
Guest house in Elkton
Countryside-Stablehouse-Cozy for 2-Summer Getaway!
1 bedroom, 1 king bed, 1 bathroom
23–28 Aug
4.91 out of 5 average rating, 197 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, 82 reviews
Guest favourite
Guest suite in North East
The Cozy Studio of North East MD
2 beds, 1 bathroom
22–27 Jul
4.92 out of 5 average rating, 157 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, 162 reviews
Top guest favourite
Room in Elkton
Gardency House Room 1
1 king bed, 1 bathroom
3–8 Aug
4.97 out of 5 average rating, 75 reviews
Home in Elkton
The C&D Retreat
3 bedrooms, 4 beds, 2 bathrooms
26–31 Jul
New place to stay
Top guest favourite
Room in Chesapeake City
Cafe on the Bay 2- breakfast included!
1 queen bed, 1 bathroom
2–7 Aug
4.92 out of 5 average rating, 311 reviews