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Search results; 736 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
4.95 out of 5 average rating, 84 reviews, 5 bedrooms, 5 beds, 3 bathrooms
16–21 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
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
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
Top guest favourite
Home in Charlestown
The Cooper House in Charlestown, MD
4.99 out of 5 average rating, 89 reviews, 4 bedrooms, 6 beds, 4 bathrooms
26–31 Jul
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
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 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
Home in North East
Waterfront Historical District Home Near River
5.0 out of 5 average rating, 15 reviews, 3 bedrooms, 4 beds, 2 bathrooms
26–31 Aug
Guest favourite
Home in Perryville
Upper Chesapeake Getaway
4.96 out of 5 average rating, 162 reviews, 3 bedrooms, 6 beds, 1.5 bathrooms
30 Aug – 4 Sept
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 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 house in Elkton
Countryside-Stablehouse-Cozy for 2-Summer Getaway!
4.91 out of 5 average rating, 197 reviews, 1 bedroom, 1 bed, 1 bathroom
23–28 Aug
Top guest favourite
Home in North East
Riverfront Haven @ Hances Point
5.0 out of 5 average rating, 28 reviews, 4 bedrooms, 7 beds, 3 bathrooms
22–27 Jul
Top guest favourite
Cottage in Port Deposit
The River Cottage
4.94 out of 5 average rating, 347 reviews, 1 bedroom, 3 beds, 1 bathroom
26–31 Jul
Superhost
Flat in North East
Unique Farm Stay At Peach Place
5.0 out of 5 average rating, 3 reviews, 1 bedroom, 2 beds, 1 bathroom
26–31 Jul
Home in Elkton
The C&D Retreat
New place to stay, 3 bedrooms, 4 beds, 2 bathrooms
26–31 Jul