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Search results; Over 1,000 homes in Charleston

Top guest favourite

Cottage in Charleston

Peace Like A River

2 bedrooms, 2 beds, 1 private bathroom

1–6 Sept

$733 SGD for 5 nights

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4.95 out of 5 average rating, 393 reviews

Top guest favourite

Home in Charleston

Secluded mountain getaway with hot tub & view

1 bedroom, 2 beds, 1 bathroom

5–10 Aug

$937 SGD for 5 nights

4.98 out of 5 average rating, 47 reviews

Guest favourite

Cabin in Charleston

Naughty Pines *ADULT ONLY* NEW

2 bedrooms, 3 beds, 2 bathrooms

18–23 Aug

$2,374 SGD for 5 nights

4.99 out of 5 average rating, 112 reviews

Tiny home in Charleston

Creekside Cabin on the Farm

1 bedroom, 2 beds, 1 bathroom

5–10 Aug

$739 SGD for 5 nights

Pay $0 today

Free cancellation

4.8 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

9–14 Aug

$1,668 SGD for 5 nights

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Free cancellation

4.99 out of 5 average rating, 155 reviews

Guest favourite

Home in Charleston

The 314 on Joseph

3 bedrooms, 4 beds, 1 bathroom

14–19 Aug

$1,218 SGD for 5 nights

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Free cancellation

4.98 out of 5 average rating, 61 reviews

Guest favourite

Home in Charleston

Lake Chaweva Chalet~Hot Tub~Private Dock~Kayaks

2 bedrooms, 3 beds, 1 bathroom

20–25 Jul

$1,845 SGD for 5 nights

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Free cancellation

4.91 out of 5 average rating, 138 reviews

Superhost

Flat in Charleston

Copper & Clove

1 bedroom, 2 beds, 1 bathroom

20–25 Jul

New home discount

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Free cancellation

New place to stay

Superhost

Home in Charleston

Downtown Dollhouse

2 bedrooms, 2 beds, 1 bathroom

26–31 Aug

$569 SGD for 5 nights

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Free cancellation

4.7 out of 5 average rating, 175 reviews

Guest favourite

Home in Charleston

Ruth's Place home away from home.

3 bedrooms, 3 beds, 2 bathrooms

20–25 Jul

$1,223 SGD for 5 nights

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Free cancellation

4.9 out of 5 average rating, 21 reviews

Cabin in Duck

Elk River OutPost Bunkhouse River Front +starlink

2 bedrooms, 1 queen bed, 2 bathrooms

25–30 Aug

Book early to save

Pay $0 today

Free cancellation

New place to stay

Guest favourite

Home in Charleston

The 505 on Margaret

2 bedrooms, 2 beds, 2 bathrooms

6–11 Sept

$1,135 SGD for 5 nights

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Free cancellation

5.0 out of 5 average rating, 200 reviews

Guest favourite

Home in Nitro

Riverfront Retreat with Dock

2 bedrooms, 1 bathroom

26–31 Jul

$1,015 SGD for 5 nights

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Free cancellation

4.94 out of 5 average rating, 50 reviews

Superhost

Home in Charleston

Charleston's Music House

2 bedrooms, 2 beds, 1 bathroom

5–10 Aug

$565 SGD for 5 nights

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Free cancellation

4.73 out of 5 average rating, 209 reviews

Top guest favourite

Home in Charleston

South Hills Charmer

3 bedrooms, 4 beds, 2 bathrooms

16–21 Aug

$1,090 SGD for 5 nights

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Free cancellation

4.96 out of 5 average rating, 263 reviews

Top guest favourite

Houseboat in Charleston

Camp David, Charleston’s Ultimate Experience!

2 bedrooms, 2 beds, 1 bathroom

28 Jul – 2 Aug

$1,360 SGD for 5 nights

4.95 out of 5 average rating, 110 reviews

Guest favourite

Home in Charleston

Americana Cottage at Luna Park Historic District

2 bedrooms, 3 beds, 1 bathroom

27 Jul – 1 Aug

$792 SGD for 5 nights

4.95 out of 5 average rating, 174 reviews

Top guest favourite

Room in Charleston

100 5-Star Reviews Since 2025!

1 bed, 1 bathroom

7–12 Aug

$596 SGD for 5 nights

Pay $0 today

Free cancellation

4.97 out of 5 average rating, 119 reviews

Guest favourite

Cottage in Charleston

Hunt Cottage-3 Miles from Downtown Charleston

2 bedrooms, 2 queen beds, 1 bathroom

12–17 Aug

4.88 out of 5 average rating, 270 reviews