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Search results; 706 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

$2,106 SGD for 5 nights

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4.93 out of 5 average rating, 56 reviews

Guest favourite

Home in Charlestown

The Sunset House-Hot Tub-Sauna

5 bedrooms, 5 beds, 3 bathrooms

23–28 Aug

$2,500 SGD for 5 nights

4.94 out of 5 average rating, 85 reviews

Top guest favourite

Cottage in Charlestown

Long Beach Cottage, Hot Tub, Beachfront

1 bedroom, 1 king bed, 1 bathroom

20–25 Sept

$3,165 SGD for 5 nights

4.96 out of 5 average rating, 286 reviews

Guest favourite

Cottage in Charlestown

Charlestown Cottage at Cattail Bend

2 bedrooms, 3 beds, 1 bathroom

23–28 Aug

$1,647 SGD for 5 nights

4.86 out of 5 average rating, 112 reviews

Top guest favourite

Home in Charlestown

Catching Sunsets on the Bay

3 bedrooms, 3 beds, 2.5 bathrooms

21–26 Aug

$1,915 SGD for 5 nights

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

9–14 Aug

4.44 out of 5 average rating, 9 reviews

Superhost

Home in Charlestown

Long Beach Wellness Retreat Hot tub/Sauna/Plunge

1 bedroom, 2 beds, 1 bathroom

4–9 Oct

$3,139 SGD for 5 nights

5.0 out of 5 average rating, 5 reviews

Top guest favourite

Home in Charlestown

The Cooper House in Charlestown, MD

4 bedrooms, 6 beds, 4 bathrooms

23–28 Aug

$4,203 SGD for 5 nights

4.99 out of 5 average rating, 89 reviews

Superhost

Flat in Perryville

Back Bay Retreat

2 bedrooms, 3 beds, 1 bathroom

3–8 Aug

$1,624 SGD for 5 nights

New place to stay

Top guest favourite

Room in Charlestown

"Sunrise on the River"

2 beds, 1 bathroom

9–14 Aug

$1,163 SGD for 5 nights

4.99 out of 5 average rating, 101 reviews

Guest favourite

Home in North East

Historic Creekside Home - 2br 2.5ba Downtown

2 bedrooms, 3 beds, 2.5 bathrooms

16–21 Aug

$1,455 SGD for 5 nights

4.94 out of 5 average rating, 139 reviews

Home in North East

Walk to Town & River: Charming Home in North East!

3 bedrooms, 5 beds, 3 bathrooms

23–28 Aug

4.89 out of 5 average rating, 19 reviews

Guest favourite

Guest suite in North East

The Cozy Studio of North East MD

2 beds, 1 bathroom

3–8 Aug

$705 SGD for 5 nights

4.92 out of 5 average rating, 159 reviews

Home in Chesapeake City

Floral Canal-Facing Hideaway

2 bedrooms, 4 beds, 1 bathroom

23–28 Aug

$1,469 SGD for 5 nights

New place to stay

Top guest favourite

Flat in Havre de Grace

Harbor Sweet

2 bedrooms, 3 beds, 1 bathroom

30 Aug – 4 Sept

$1,471 SGD for 5 nights

5.0 out of 5 average rating, 67 reviews

Guest favourite

Home in North East

Waterfront Historical District Home Near River

3 bedrooms, 4 beds, 2 bathrooms

26–31 Aug

$2,146 SGD for 5 nights

5.0 out of 5 average rating, 16 reviews

Top guest favourite

Flat in Havre de Grace

The Sappington House * easy stay near 95 * HdG

3 bedrooms, 3 beds, 1 bathroom

30 Aug – 4 Sept

$1,092 SGD for 5 nights

4.92 out of 5 average rating, 50 reviews

Guest favourite

Guest house in Elkton

Countryside-Stablehouse-Cozy for 2-Summer Getaway!

1 bedroom, 1 king bed, 1 bathroom

24–29 Aug

$975 SGD for 5 nights

4.92 out of 5 average rating, 201 reviews

Top guest favourite

Room in Chesapeake City

Cafe on the Bay - breakfast included!

1 queen bed, 1 bathroom

16–21 Aug

$852 SGD for 5 nights

4.95 out of 5 average rating, 213 reviews