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Search results; 749 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
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4.93 out of 5 average rating, 56 reviews
Guest favourite
Home in Charlestown
Catching Sunsets on the Bay
4.99 out of 5 average rating, 76 reviews, 3 bedrooms, 3 beds, 2.5 bathrooms
27 Jul – 1 Aug
Guest favourite
Home in Charlestown
The Sunset House-Hot Tub-Sauna
4.95 out of 5 average rating, 83 reviews, 5 bedrooms, 5 beds, 3 bathrooms
16–21 Aug
Top guest favourite
Home in Charlestown
The Cooper House in Charlestown, MD
4.99 out of 5 average rating, 87 reviews, 4 bedrooms, 6 beds, 4 bathrooms
26–31 Jul
Superhost
Home in Charlestown
Stay Blue Heron, Coastal Comfort in Charlestown.
4.2 out of 5 average rating, 5 reviews, 4 bedrooms, 5 beds, 3.5 bathrooms
19–24 Jul
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
5–10 Aug
Guest favourite
Cottage in Charlestown
Charlestown Cottage at Cattail Bend
4.85 out of 5 average rating, 109 reviews, 2 bedrooms, 3 beds, 1 bathroom
11–16 Jul
Top guest favourite
Room in Charlestown
"Sunrise on the River"
4.99 out of 5 average rating, 98 reviews, 2 beds, 1 bathroom
11–16 Jul
Top guest favourite
Cottage in Charlestown
Long Beach Cottage, Hot Tub, Beachfront
4.96 out of 5 average rating, 281 reviews, 1 bedroom, 1 bed, 1 bathroom
20–25 Sept
Home in Charlestown
Cozy cape cod in water oriented Community near I95
4.84 out of 5 average rating, 116 reviews, 3 bedrooms, 3 beds, 1 bathroom
18–23 Aug
Top guest favourite
Home in Perryville
Upper Chesapeake Getaway
4.98 out of 5 average rating, 161 reviews, 3 bedrooms, 6 beds, 1.5 bathrooms
30 Aug – 4 Sept
Top guest favourite
Home in North East
Boho River Cottage
4.98 out of 5 average rating, 80 reviews, 2 bedrooms, 3 beds, 1 bathroom
25–30 Jul
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
9–14 Jul
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
18–23 Jul
Top guest favourite
Cottage in North East
Persimmon Pastures
4.98 out of 5 average rating, 691 reviews, 3 bedrooms, 3 beds, 1 bathroom
16–21 Aug
Guest favourite
Home in Perryville
Top of the Chesapeake - Private Waterfront Home
4.92 out of 5 average rating, 246 reviews, 5 bedrooms, 8 beds, 2 bathrooms
31 Aug – 5 Sept
Superhost
Home in Elkton
Cozy Cottage Elkton North East 3bed 2 bath Patio
4.83 out of 5 average rating, 398 reviews, 3 bedrooms, 5 beds, 2 bathrooms
29 Aug – 3 Sept
Top guest favourite
Flat in Havre de Grace
The Sappington House * easy stay near 95 * HdG
4.91 out of 5 average rating, 46 reviews, 3 bedrooms, 3 beds, 1 bathroom
12–17 Jul
Superhost
Home in Charlestown
Long Beach Wellness Retreat Hot tub/Sauna/Plunge
New place to stay, 1 bedroom, 2 beds, 1 bathroom
19–24 Aug