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Search results; 725 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
Catching Sunsets on the Bay
3 bedrooms, 3 beds
17–22 Jul
4.99 out of 5 average rating, 76 reviews
Top guest favourite
Cottage in Charlestown
Long Beach Cottage, Hot Tub, Beachfront
1 bedroom, 1 king bed
20–25 Sept
4.96 out of 5 average rating, 279 reviews
Top guest favourite
Room in Charlestown
"Sunrise on the River"
2 beds
11–16 Jul
4.99 out of 5 average rating, 98 reviews
Superhost
Home in Charlestown
Long Beach Wellness Retreat Hot tub/Sauna/Plunge
1 bedroom, 2 beds
19–24 Aug
New place to stay
Superhost
Home in Charlestown
Stay Blue Heron, Coastal Comfort in Charlestown.
4 bedrooms, 5 beds
19–24 Jul
4.2 out of 5 average rating, 5 reviews
Top guest favourite
Home in Perryville
Upper Chesapeake Getaway
3 bedrooms, 6 beds
30 Aug – 4 Sept
4.98 out of 5 average rating, 160 reviews
Guest favourite
Home in Charlestown
The Sunset House-Hot Tub-Sauna
5 bedrooms, 5 beds
5–10 Aug
4.95 out of 5 average rating, 83 reviews
Guest favourite
Cottage in Charlestown
Charlestown Cottage at Cattail Bend
2 bedrooms, 3 beds
11–16 Jul
4.85 out of 5 average rating, 109 reviews
Top guest favourite
Home in Charlestown
The Cooper House in Charlestown, MD
4 bedrooms, 6 beds
26–31 Jul
4.99 out of 5 average rating, 87 reviews
Rooms in Perryville
North River Hideaway | Sleeps 8
2 bedrooms, 5 beds
6–11 Jul
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Home in North East
Boho River Cottage
2 bedrooms, 3 beds
25–30 Jul
4.98 out of 5 average rating, 80 reviews
Top guest favourite
Home in North East
Riverfront Haven @ Hances Point
4 bedrooms, 7 beds
6–11 Jul
5.0 out of 5 average rating, 28 reviews
Home in Charlestown
Cozy cape cod in water oriented Community near I95
3 bedrooms, 3 beds
18–23 Aug
4.84 out of 5 average rating, 115 reviews
Top guest favourite
Cottage in North East
Cottage Just Off North East's Main Street
1 bedroom, 1 queen bed
26–31 Jul
4.94 out of 5 average rating, 429 reviews
Guest favourite
Home in Perryville
Waldins Chesapeake
3 bedrooms, 3 beds
30 Aug – 4 Sept
5.0 out of 5 average rating, 8 reviews
Superhost
Home in Elkton
Cozy Cottage Elkton North East 3bed 2 bath Patio
3 bedrooms, 5 beds
29 Aug – 3 Sept
4.83 out of 5 average rating, 398 reviews
Home in North East
Walk to Town & River: Charming Home in North East!
3 bedrooms, 5 beds
11–16 Jul
4.88 out of 5 average rating, 17 reviews
Top guest favourite
Cottage in North East
Persimmon Pastures
3 bedrooms, 3 beds
16–21 Aug
4.98 out of 5 average rating, 689 reviews