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Search results; Over 1,000 homes in Charleston

Room in Charleston

Elegant Queen Room Brass Pineapple Inn

1 bedroom, 1 bed, 1 private bathroom

31 Jan – 5 Feb

$1,923 SGD for 5 nights

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Top guest favourite

Home in Charleston

Secluded mountain getaway with hot tub & view

1 bedroom, 2 beds, 1 bathroom

5–10 Jul

$885 SGD for 5 nights

4.98 out of 5 average rating, 43 reviews

Top guest favourite

Home in Charleston

Blake’s on Park Avenue

1 bedroom, 1 queen bed, 1 bathroom

3–8 Jul

$727 SGD for 5 nights

Pay $0 today

Free cancellation

4.98 out of 5 average rating, 749 reviews

Top guest favourite

Room in Charleston

100 5-Star Reviews Since 2025!

1 bed, 1 bathroom

4–9 Jul

$556 SGD for 5 nights

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Free cancellation

4.97 out of 5 average rating, 111 reviews

Guest favourite

Cabin in Charleston

Naughty Pines *ADULT ONLY* NEW

2 bedrooms, 3 beds, 2 bathrooms

22–27 Aug

$2,289 SGD for 5 nights

4.99 out of 5 average rating, 110 reviews

Top guest favourite

Home in Charleston

River House Retreat.

3 bedrooms, 3 queen beds, 2 bathrooms

12–17 Jul

$1,500 SGD for 5 nights

5.0 out of 5 average rating, 5 reviews

Top guest favourite

Home in South Charleston

The Riverbend Retreat | Riverfront Home

2 bedrooms, 4 beds, 1 bathroom

27 Jul – 1 Aug

$1,671 SGD for 5 nights

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Free cancellation

4.99 out of 5 average rating, 149 reviews

Hotel in Charleston

Minutes Away from South Charleston Museum! Pool

1 bathroom

1–6 Jul

$938 SGD for 5 nights

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Free cancellation

4.79 out of 5 average rating, 24 reviews

Top guest favourite

Houseboat in Charleston

Camp David, Charleston’s Ultimate Experience!

2 bedrooms, 2 beds, 1 bathroom

28 Jul – 2 Aug

$1,362 SGD for 5 nights

4.95 out of 5 average rating, 105 reviews

Top guest favourite

Room in South Charleston

Pineapple Home/meaning Welcome Home

1 queen bed, 1 bathroom

27 Jul – 1 Aug

$362 SGD for 5 nights

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Free cancellation

4.99 out of 5 average rating, 867 reviews

Guest favourite

Home in Charleston

Charleston's Music House

2 bedrooms, 2 beds, 1 bathroom

10–15 Jul

$585 SGD for 5 nights

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Free cancellation

4.73 out of 5 average rating, 204 reviews

Top guest favourite

Home in Charleston

The 505 on Margaret

2 bedrooms, 2 beds, 2 bathrooms

13–18 Jul

$1,381 SGD for 5 nights

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Free cancellation

4.99 out of 5 average rating, 194 reviews

Superhost

Home in Charleston

Angels Haven - Hot Tub, Game Rm, King Bd, Peaceful

3 bedrooms, 7 beds, 2 bathrooms

1–6 Jul

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Free cancellation

4.78 out of 5 average rating, 18 reviews

Guest favourite

Home in Dunbar

River View Cottage

2 bedrooms, 2 beds, 1 bathroom

5–10 Aug

$819 SGD for 5 nights

4.99 out of 5 average rating, 153 reviews

Guest favourite

Home in Charleston

The 314 on Joseph

3 bedrooms, 4 beds, 1 bathroom

19–24 Jul

$1,227 SGD for 5 nights

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Free cancellation

4.98 out of 5 average rating, 54 reviews

Home in Charleston

Eagles Nest —East End

2 bedrooms, 2 beds, 2.5 bathrooms

1–6 Jul

$1,462 SGD for 5 nights

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Free cancellation

New place to stay

Guest favourite

Flat in Cross Lanes

SWEET Storage Unit!

2 beds, 1 bathroom

17–22 Jul

$737 SGD for 5 nights

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Free cancellation

4.97 out of 5 average rating, 153 reviews

Tent in Charleston

Glamping tent at Jones Farm

1 bedroom, 1 bed, 1 bathroom

1–6 Jul

New home discount

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Free cancellation

New place to stay

Guest favourite

Home in Charleston

Completely renovated for you Mountain View Cottage

2 bedrooms, 2 queen beds, 1 bathroom

19–24 Jul

$904 SGD for 5 nights

4.95 out of 5 average rating, 21 reviews