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Search results; 725 homes in Charlestown

Top guest favourite
Home in Charlestown
The Cooper House in Charlestown, MD
4 bedrooms, 6 beds, 4 private bathrooms
29 Aug – 3 Sept
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4.99 out of 5 average rating, 92 reviews
Guest favourite
Home in Charlestown
The Sunset House-Hot Tub-Sauna
5 bedrooms, 5 beds
23–28 Aug
4.94 out of 5 average rating, 87 reviews
Guest favourite
Cottage in Charlestown
Charlestown Cottage at Cattail Bend
2 bedrooms, 3 beds
23–28 Aug
4.86 out of 5 average rating, 112 reviews
Top guest favourite
Cottage in Charlestown
Long Beach Cottage, Hot Tub,Wood Burning Fireplace
1 bedroom, 1 king bed
20–25 Sept
4.96 out of 5 average rating, 292 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, 9 reviews
Top guest favourite
Home in Charlestown
Catching Sunsets on the Bay
3 bedrooms, 3 beds
31 Aug – 5 Sept
4.99 out of 5 average rating, 81 reviews
Superhost
Home in Charlestown
Stay Blue Heron, Coastal Comfort in Charlestown.
4 bedrooms, 5 beds
23–28 Aug
4.5 out of 5 average rating, 10 reviews
Top guest favourite
Home in Perryville
Upper Chesapeake Getaway
3 bedrooms, 6 beds
30 Aug – 4 Sept
4.96 out of 5 average rating, 169 reviews
Top guest favourite
Room in Charlestown
"Sunrise on the River"
2 beds
30 Aug – 4 Sept
4.99 out of 5 average rating, 102 reviews
Home in Elkton
The C&D Retreat
3 bedrooms, 5 beds
26–31 Aug
5.0 out of 5 average rating, 3 reviews
Home in Perryville
Peaceful Susquehanna Getaway
2 bedrooms, 4 beds
31 Aug – 5 Sept
New place to stay
Guest favourite
Home in Perryville
Waldins Chesapeake
3 bedrooms, 3 beds
30 Aug – 4 Sept
4.9 out of 5 average rating, 10 reviews
Guest favourite
Tiny home in Aberdeen
Private Tiny Home near Havre de Grace attractions
1 bedroom, 2 beds
6–11 Sept
5.0 out of 5 average rating, 12 reviews
Superhost
Home in Elkton
Cozy Cottage Elkton North East 3bed 2 bath Patio
3 bedrooms, 5 beds
31 Aug – 5 Sept
4.83 out of 5 average rating, 402 reviews
Home in Chesapeake City
Floral Canal-Facing Hideaway
2 bedrooms, 4 beds
30 Aug – 4 Sept
5.0 out of 5 average rating, 4 reviews
Guest favourite
Home in Perryville
Top of the Chesapeake - Private Waterfront Home
5 bedrooms, 8 beds
31 Aug – 5 Sept
4.92 out of 5 average rating, 247 reviews
Guest favourite
Home in North East
Waterfront Historical District Home Near River
3 bedrooms, 4 beds
9–14 Sept
5.0 out of 5 average rating, 17 reviews
Top guest favourite
Cottage in Port Deposit
The River Cottage
1 bedroom, 3 beds
23–28 Aug
4.94 out of 5 average rating, 353 reviews
Home in Charlestown
Cozy cape cod in water oriented Community near I95
3 bedrooms, 3 beds
15–20 Sept
4.84 out of 5 average rating, 119 reviews