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Search results; 678 homes in Charlestown

Top guest favourite
Cottage in Charlestown
Long Beach Cottage, Hot Tub,Wood Burning Fireplace
1 bedroom, 1 bed, 1 private bathroom
23–28 Nov
,
4.96 out of 5 average rating, 297 reviews
Guest favourite
Home in Charlestown
The Sunset House-Hot Tub-Sauna
5 bedrooms, 5 beds
13–18 Sept
4.94 out of 5 average rating, 90 reviews
Top guest favourite
Home in Charlestown
Catching Sunsets on the Bay
3 bedrooms, 3 beds
20–25 Sept
4.99 out of 5 average rating, 84 reviews
Top guest favourite
Home in Charlestown
The Cooper House in Charlestown, MD
4 bedrooms, 6 beds
7–12 Sept
4.99 out of 5 average rating, 95 reviews
Guest favourite
Cottage in Charlestown
Charlestown Cottage at Cattail Bend
2 bedrooms, 3 beds
19–24 Sept
4.86 out of 5 average rating, 113 reviews
Top guest favourite
Home in North East
Waterfront Historical District Home Near River
3 bedrooms, 4 beds
24–29 Sept
5.0 out of 5 average rating, 20 reviews
Superhost
Home in Charlestown
Stay Blue Heron, Coastal Comfort in Charlestown.
4 bedrooms, 5 beds
13–18 Sept
4.55 out of 5 average rating, 11 reviews
Top guest favourite
Home in Perryville
Upper Chesapeake Getaway
3 bedrooms, 6 beds
20–25 Sept
4.96 out of 5 average rating, 170 reviews
Top guest favourite
Home in Perryville
Top of the Chesapeake - Private Waterfront Home
5 bedrooms, 8 beds
20–25 Sept
4.92 out of 5 average rating, 248 reviews
Home in North East
Pool House by the North East River
3 bedrooms, 6 beds
21–26 Sept
4.7 out of 5 average rating, 37 reviews
Guest favourite
Cottage in Charlestown
Key West Cottage in Charlestown, MD
3 bedrooms, 4 beds
7–12 Sept
4.92 out of 5 average rating, 26 reviews
Top guest favourite
Room in Charlestown
"Sunrise on the River"
2 beds
7–12 Sept
4.99 out of 5 average rating, 104 reviews
Top guest favourite
Flat in Elkton
Cozy Nest Apartment- Close to the Chesapeake Bay
2 bedrooms, 4 beds
9–14 Sept
5.0 out of 5 average rating, 14 reviews
Guest favourite
Home in Charlestown
Long Beach Wellness Retreat Hot tub/Sauna/Plunge
1 bedroom, 2 beds
27 Sept – 2 Oct
5.0 out of 5 average rating, 11 reviews
Top guest favourite
Flat in Havre de Grace
The Sappington House * easy stay near 95 * HdG
3 bedrooms, 3 beds
13–18 Sept
4.92 out of 5 average rating, 60 reviews
Top guest favourite
Home in North East
Riverfront Haven @ Hances Point
4 bedrooms, 7 beds
4–9 Sept
5.0 out of 5 average rating, 32 reviews
Top guest favourite
Flat in Havre de Grace
Harbor Sweet
2 bedrooms, 3 beds
13–18 Sept
5.0 out of 5 average rating, 70 reviews
Guest favourite
Home in North East
The Fishing Factory
3 bedrooms, 7 beds
7–12 Sept
4.95 out of 5 average rating, 107 reviews
Guest favourite
Home in North East
Family home w/game room, deck & hot tub
4 bedrooms, 4 beds
7–12 Sept
4.89 out of 5 average rating, 27 reviews