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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
,
4.93 out of 5 average rating, 56 reviews
Top guest favourite
Cottage in Charlestown
Long Beach Cottage, Hot Tub, Beachfront
1 bedroom, 1 king bed, 1 bathroom
20–25 Sept
4.96 out of 5 average rating, 281 reviews
Guest favourite
Home in Charlestown
Catching Sunsets on the Bay
3 bedrooms, 3 beds, 2.5 bathrooms
27 Jul – 1 Aug
4.99 out of 5 average rating, 76 reviews
Top guest favourite
Room in Charlestown
"Sunrise on the River"
2 beds, 1 bathroom
11–16 Jul
4.99 out of 5 average rating, 98 reviews
Guest favourite
Home in Charlestown
The Sunset House-Hot Tub-Sauna
5 bedrooms, 5 beds, 3 bathrooms
16–21 Aug
4.95 out of 5 average rating, 83 reviews
Superhost
Home in Charlestown
Stay Blue Heron, Coastal Comfort in Charlestown.
4 bedrooms, 5 beds, 3.5 bathrooms
19–24 Jul
4.2 out of 5 average rating, 5 reviews
Guest favourite
Cottage in Charlestown
Charlestown Cottage at Cattail Bend
2 bedrooms, 3 beds, 1 bathroom
11–16 Jul
4.85 out of 5 average rating, 109 reviews
Superhost
Home in Charlestown
Long Beach Wellness Retreat Hot tub/Sauna/Plunge
1 bedroom, 2 beds, 1 bathroom
19–24 Aug
New place to stay
Top guest favourite
Home in Charlestown
The Cooper House in Charlestown, MD
4 bedrooms, 6 beds, 4 bathrooms
26–31 Jul
4.99 out of 5 average rating, 87 reviews
Top guest favourite
Home in Perryville
Upper Chesapeake Getaway
3 bedrooms, 6 beds, 1.5 bathrooms
30 Aug – 4 Sept
4.98 out of 5 average rating, 161 reviews
Top guest favourite
Home in North East
Boho River Cottage
2 bedrooms, 3 beds, 1 bathroom
25–30 Jul
4.98 out of 5 average rating, 80 reviews
Guest favourite
Home in North East
Waterfront Historical District Home Near River
3 bedrooms, 4 beds, 2 bathrooms
5–10 Aug
5.0 out of 5 average rating, 15 reviews
Top guest favourite
Cottage in North East
Persimmon Pastures
3 bedrooms, 3 beds, 1 bathroom
16–21 Aug
4.98 out of 5 average rating, 691 reviews
Guest favourite
Cottage in Port Deposit
The River Cottage
1 bedroom, 3 beds, 1 bathroom
26–31 Jul
4.94 out of 5 average rating, 343 reviews
Superhost
Home in Havre de Grace
Villa Girard charming river and bay getaway
3 bedrooms, 3 beds, 2 bathrooms
12–17 Jul
New place to stay
Home in Charlestown
Cozy cape cod in water oriented Community near I95
3 bedrooms, 3 beds, 1 bathroom
18–23 Aug
4.84 out of 5 average rating, 116 reviews
Guest favourite
Cabin in North East
Bayview Cottage
2 bedrooms, 2 queen beds, 1 bathroom
8–13 Jul
4.89 out of 5 average rating, 66 reviews
Guest favourite
Room in Chesapeake City
Cafe on the Bay - breakfast included!
1 queen bed, 1 bathroom
12–17 Jul
4.95 out of 5 average rating, 207 reviews
Top guest favourite
Cottage in Charlestown
Key West Cottage in Charlestown, MD
3 bedrooms, 4 beds, 2 bathrooms
18–23 Jul
4.92 out of 5 average rating, 25 reviews