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Search results; 736 homes in Charlestown

Top guest favourite
Room in Charlestown
"Sunrise on the River"
1 bedroom, 2 beds, 1 private bathroom
12–17 Jul
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4.99 out of 5 average rating, 98 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
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
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
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
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
29 Jul – 3 Aug
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
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
Top guest favourite
Home in North East
Boho River Cottage
4.98 out of 5 average rating, 81 reviews, 2 bedrooms, 3 beds, 1 bathroom
25–30 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
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 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
Top guest favourite
Cottage in North East
Cottage Just Off North East's Main Street
4.94 out of 5 average rating, 431 reviews, 1 bedroom, 1 bed, 1 bathroom
26–31 Jul
Guest favourite
Home in Perryville
Waldins Chesapeake
4.89 out of 5 average rating, 9 reviews, 3 bedrooms, 3 beds, 1.5 bathrooms
30 Aug – 4 Sept
Top guest favourite
Serviced apartment in Charlestown
The Osprey Nest at the Cooper House
4.93 out of 5 average rating, 56 reviews, 2 bedrooms, 3 beds, 2 bathrooms
3–8 Jan
Top guest favourite
Guest suite in North East
Carriage House Suite on NE Creek!
4.97 out of 5 average rating, 135 reviews, 1 bedroom, 1 bed, 1 bathroom
21–26 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
Rooms in Perryville
North River Hideaway | Sleeps 8
5.0 out of 5 average rating, 4 reviews, 2 bedrooms, 5 beds, 1 bathroom
11–16 Jul
Superhost
Resort in North East
Beautiful King Bayside Room
1 bedroom, 3 beds, 1 bathroom
2–7 Aug