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Search results; Over 1,000 homes in Charleston

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Guest favourite

Home in Charleston

Charming Charleston cottage

2 bedrooms, 2 beds, 1.5 private bathrooms

1–6 Oct

$1,333 SGD for 5 nights

,

4.93 out of 5 average rating, 15 reviews

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Featured hotel

Hotel in Charleston

Sonesta ES Suites Charleston, Studio suite queen

1 bedroom, 1 queen bed

1–6 Oct

$1,035 SGD for 5 nights

+$155 SGD Airbnb credit

4.67 out of 5 average rating, 3 reviews

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Top guest favourite

Tiny home in Charleston

Creekside Cabin on the Farm

1 bedroom, 2 double beds

1–6 Nov

$754 SGD for 5 nights

Free cancellation

4.96 out of 5 average rating, 48 reviews

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Top guest favourite

Home in Charleston

Blake’s on Park Avenue

1 bedroom, 1 queen bed

4–9 Oct

$549 SGD for 5 nights

Free cancellation

4.98 out of 5 average rating, 777 reviews

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Top guest favourite

Tent in Charleston

Glamping tent at Jones Farm

1 bedroom, 1 double bed

1–6 Oct

$516 SGD for 5 nights

Free cancellation

5.0 out of 5 average rating, 10 reviews

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Top guest favourite

Room in Charleston

100 5-Star Reviews Since 2025!

1 bed

25–30 Oct

$510 SGD for 5 nights

Free cancellation

4.98 out of 5 average rating, 137 reviews

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Superhost

Home in Charleston

New Mountain getaway with hot tub Unit B

1 bedroom, 2 beds

4–9 Oct

$863 SGD for 5 nights

5.0 out of 5 average rating, 3 reviews

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Guest favourite

Home in Charleston

Americana Cottage at Luna Park Historic District

2 bedrooms, 3 beds

3–8 Oct

$760 SGD for 5 nights

4.95 out of 5 average rating, 186 reviews

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Hotel in Charleston

Minutes Away from South Charleston Museum! Pool

1–6 Oct

$1,030 SGD for 5 nights

4.79 out of 5 average rating, 28 reviews

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Top guest favourite

Home in Charleston

South Hills Charmer

3 bedrooms, 4 beds

27 Oct – 1 Nov

$1,297 SGD for 5 nights

Free cancellation

4.96 out of 5 average rating, 274 reviews

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Guest favourite

Home in Charleston

The Ruffner

6 bedrooms, 7 beds

18–23 Oct

$4,034 SGD for 5 nights

5.0 out of 5 average rating, 27 reviews

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Guest favourite

Home in Charleston

Central Charleston Craftsman

4 bedrooms, 5 beds

26–31 Oct

$2,159 SGD for 5 nights

Free cancellation

4.95 out of 5 average rating, 59 reviews

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Guest favourite

Guest suite in Charleston

Retreat in the mountains with new hot tub & deck.

1 bedroom, 4 beds

4–9 Oct

$1,216 SGD for 5 nights

4.89 out of 5 average rating, 177 reviews

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Top guest favourite

Cabin in Charleston

Bigfoot's Crossing

3 bedrooms, 4 beds

6–11 Nov

$1,613 SGD for 5 nights

Free cancellation

5.0 out of 5 average rating, 18 reviews

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Guest favourite

Home in Charleston

Charleston Overlook

3 bedrooms, 4 beds

11–16 Oct

$1,655 SGD for 5 nights

Free cancellation

4.96 out of 5 average rating, 50 reviews

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Top guest favourite

Cabin in Charleston

Rosie's Cabin

2 bedrooms, 2 queen beds

25–30 Oct

$1,113 SGD for 5 nights

4.95 out of 5 average rating, 194 reviews

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Guest favourite

Flat in Cross Lanes

Sublime Storage Unit!

2 beds

2–7 Oct

$767 SGD for 5 nights

Free cancellation

4.98 out of 5 average rating, 46 reviews

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Guest favourite

Home in Charleston

The Village Cottage

3 bedrooms, 3 beds

4–9 Oct

$1,318 SGD for 5 nights

Free cancellation

5.0 out of 5 average rating, 14 reviews

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Guest favourite

Loft in Charleston

The BearBnB - Pet friendly, 5 mins to downtown

1 bedroom, 1 king bed

4–9 Oct

$831 SGD for 5 nights

4.93 out of 5 average rating, 397 reviews