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Search results; Over 1,000 homes in Charleston

Superhost

Guest house in Charleston

Cute Private Carriage House

1 bedroom, 1 bed, 1 private bathroom

13–18 Jul

$724 SGD for 5 nights

,

4.75 out of 5 average rating, 296 reviews

Top guest favourite

Home in Charleston

Blake’s on Park Avenue

1 bedroom, 1 queen bed

12–17 Jul

$575 SGD for 5 nights

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Free cancellation

4.98 out of 5 average rating, 745 reviews

Top guest favourite

Home in Charleston

Secluded mountain getaway with hot tub & view

1 bedroom, 2 beds

1–6 Jul

$1,130 SGD for 5 nights

4.98 out of 5 average rating, 42 reviews

Guest favourite

Cabin in Charleston

Naughty Pines *ADULT ONLY* NEW

2 bedrooms, 3 beds

22–27 Aug

$2,286 SGD for 5 nights

4.99 out of 5 average rating, 109 reviews

Top guest favourite

Room in Charleston

100 5-Star Reviews Since 2025!

1 bed

4–9 Jul

$557 SGD for 5 nights

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Free cancellation

4.97 out of 5 average rating, 108 reviews

Guest favourite

Home in Dunbar

River View Cottage

2 bedrooms, 2 beds

5–10 Aug

$822 SGD for 5 nights

4.99 out of 5 average rating, 153 reviews

Top guest favourite

Room in South Charleston

Pineapple Home/meaning Welcome Home

1 queen bed

1–6 Jul

$365 SGD for 5 nights

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Free cancellation

4.99 out of 5 average rating, 865 reviews

Guest favourite

Home in Charleston

Completely renovated for you Mountain View Cottage

2 bedrooms, 2 queen beds

6–11 Jul

$903 SGD for 5 nights

4.95 out of 5 average rating, 20 reviews

Top guest favourite

Home in South Charleston

The Riverbend Retreat | Riverfront Home

2 bedrooms, 4 beds

27 Jul – 1 Aug

$1,669 SGD for 5 nights

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Free cancellation

4.99 out of 5 average rating, 145 reviews

Top guest favourite

Home in Charleston

Historic Farmhouse by Nature Preserve

1 bedroom, 2 beds

15–20 Jul

$1,080 SGD for 5 nights

4.89 out of 5 average rating, 331 reviews

Top guest favourite

Home in Dunbar

Purple Light House sleep10 @Shawnee Sports Complex

4 bedrooms, 7 beds

1–6 Jul

$2,476 SGD for 5 nights

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Free cancellation

4.98 out of 5 average rating, 207 reviews

Superhost

Home in Charleston

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

3 bedrooms, 7 beds

1–6 Jul

$2,944 SGD for 5 nights

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Free cancellation

4.78 out of 5 average rating, 18 reviews

Guest favourite

Home in Charleston

Charleston's Music House

2 bedrooms, 2 beds

10–15 Jul

$584 SGD for 5 nights

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Free cancellation

4.73 out of 5 average rating, 203 reviews

Guest favourite

Shipping container in Hurricane

Shipping Container at Double Nickel Farm

1 bedroom, 1 double bed

29 Jul – 3 Aug

$1,057 SGD for 5 nights

4.87 out of 5 average rating, 39 reviews

Top guest favourite

Place to stay in Cross Lanes

🤩 Stunning Storage Unit! Just off I-64

1 bedroom, 2 beds

1–6 Jul

$759 SGD for 5 nights

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Free cancellation

4.95 out of 5 average rating, 182 reviews

Guest favourite

Flat in Charleston

Charming Apartment in CrossLanes

1 bedroom, 2 beds

5–10 Jul

$640 SGD for 5 nights

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Free cancellation

4.93 out of 5 average rating, 81 reviews

Home in Charleston

Eagles Nest —East End

2 bedrooms, 2 beds

1–6 Jul

$1,440 SGD for 5 nights

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Free cancellation

New place to stay

Guest favourite

Flat in Charleston

Cozy 2-Bedroom Townhouse

2 bedrooms, 2 beds

1–6 Jul

$633 SGD for 5 nights

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Free cancellation

4.91 out of 5 average rating, 78 reviews

Tiny home in Charleston

Creekside Cabin on the Farm

1 bedroom, 2 beds

12–17 Jul

$694 SGD for 5 nights

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Free cancellation

New place to stay