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Search results; 751 homes in Charlestown

Top guest favourite
Room in Charlestown
"Sunrise on the River"
1 bedroom, 2 beds, 1 private bathroom
9–14 Aug
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4.99 out of 5 average rating, 100 reviews
Guest favourite
Home in Charlestown
The Sunset House-Hot Tub-Sauna
5 bedrooms, 5 beds, 3 bathrooms
23–28 Aug
4.95 out of 5 average rating, 84 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, 285 reviews
Top guest favourite
Home in Charlestown
The Cooper House in Charlestown, MD
4 bedrooms, 6 beds, 4 bathrooms
23–28 Aug
4.99 out of 5 average rating, 89 reviews
Guest favourite
Home in Charlestown
Catching Sunsets on the Bay
3 bedrooms, 3 beds, 2.5 bathrooms
21–26 Aug
4.99 out of 5 average rating, 80 reviews
Superhost
Home in Charlestown
Stay Blue Heron, Coastal Comfort in Charlestown.
4 bedrooms, 5 beds, 3.5 bathrooms
3–8 Aug
4.44 out of 5 average rating, 9 reviews
Guest favourite
Cottage in Charlestown
Charlestown Cottage at Cattail Bend
2 bedrooms, 3 beds, 1 bathroom
23–28 Aug
4.86 out of 5 average rating, 112 reviews
Superhost
Home in Charlestown
Long Beach Wellness Retreat Hot tub/Sauna/Plunge
1 bedroom, 2 beds, 1 bathroom
27 Sept – 2 Oct
5.0 out of 5 average rating, 4 reviews
Guest favourite
Home in Port Deposit
Port Right Side *easy stay near 95* Port Deposit
3 bedrooms, 3 beds, 1 bathroom
2–7 Aug
4.87 out of 5 average rating, 118 reviews
Home in North East
Walk to Town & River: Charming Home in North East!
3 bedrooms, 5 beds, 3 bathrooms
2–7 Aug
4.89 out of 5 average rating, 19 reviews
Guest favourite
Cottage in Charlestown
Key West Cottage in Charlestown, MD
3 bedrooms, 4 beds, 2 bathrooms
2–7 Aug
4.92 out of 5 average rating, 25 reviews
Guest favourite
Home in North East
Waterfront Historical District Home Near River
3 bedrooms, 4 beds, 2 bathrooms
26–31 Aug
5.0 out of 5 average rating, 16 reviews
Guest favourite
Guest suite in North East
The Cozy Studio of North East MD
2 beds, 1 bathroom
1–6 Aug
4.92 out of 5 average rating, 159 reviews
Home in Chesapeake City
Floral Canal-Facing Hideaway
2 bedrooms, 4 beds, 1 bathroom
24–29 Aug
New place to stay
Guest favourite
Home in Perryville
Upper Chesapeake Getaway
3 bedrooms, 6 beds, 1.5 bathrooms
30 Aug – 4 Sept
4.96 out of 5 average rating, 163 reviews
Top guest favourite
Flat in Havre de Grace
The Sappington House * easy stay near 95 * HdG
3 bedrooms, 3 beds, 1 bathroom
2–7 Aug
4.92 out of 5 average rating, 50 reviews
Top guest favourite
Room in Chesapeake City
Cafe on the Bay - breakfast included!
1 queen bed, 1 bathroom
2–7 Aug
4.95 out of 5 average rating, 212 reviews
Top guest favourite
Room in Elkton
Country Get Away 1 Room Apartment
1 bed, 1 bathroom
9–14 Aug
4.98 out of 5 average rating, 327 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, 697 reviews