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Search results; Over 1,000 homes in Charleston

Top guest favourite

Home in Charleston

Historic Farmhouse by Nature Preserve

1 bedroom, 2 beds, 1 private bathroom

8–13 Aug

$977 SGD for 5 nights

,

4.89 out of 5 average rating, 333 reviews

Top guest favourite

Home in Charleston

Secluded mountain getaway with hot tub & view

1 bedroom, 2 beds

5–10 Aug

$937 SGD for 5 nights

4.98 out of 5 average rating, 47 reviews

Superhost

Flat in South Charleston

The Tucked Inn - 2nd floor conveniently located

1 bedroom, 1 double bed

21–26 Jul

$600 SGD for 5 nights

New place to stay

Top guest favourite

Room in Charleston

100 5-Star Reviews Since 2025!

1 bed

7–12 Aug

$596 SGD for 5 nights

4.97 out of 5 average rating, 117 reviews

Top guest favourite

Room in South Charleston

Pineapple Home/meaning Welcome Home

1 queen bed

25–30 Aug

$353 SGD for 5 nights

4.99 out of 5 average rating, 871 reviews

Guest favourite

Home in Charleston

The 505 on Margaret

2 bedrooms, 2 beds

6–11 Sept

$1,131 SGD for 5 nights

4.99 out of 5 average rating, 198 reviews

Top guest favourite

Home in South Charleston

The Riverbend Retreat | Riverfront Home

2 bedrooms, 4 beds

9–14 Aug

$1,667 SGD for 5 nights

4.99 out of 5 average rating, 155 reviews

Tiny home in Charleston

Creekside Cabin on the Farm

1 bedroom, 2 beds

5–10 Aug

$739 SGD for 5 nights

4.67 out of 5 average rating, 3 reviews

Tent in Charleston

Glamping tent at Jones Farm

1 bedroom, 1 bed

19–24 Jul

$495 SGD for 5 nights

New place to stay

Guest favourite

Home in Nitro

Riverfront Retreat with Dock

2 bedrooms

26–31 Jul

$1,014 SGD for 5 nights

4.94 out of 5 average rating, 50 reviews

Guest favourite

Cabin in Charleston

Rosie's Cabin

2 bedrooms, 2 queen beds

18–23 Aug

$1,185 SGD for 5 nights

4.95 out of 5 average rating, 177 reviews

Guest favourite

Cabin in Charleston

Naughty Pines *ADULT ONLY* NEW

2 bedrooms, 3 beds

18–23 Aug

$2,373 SGD for 5 nights

4.99 out of 5 average rating, 112 reviews

Guest favourite

Home in Charleston

Ruth's Place home away from home.

3 bedrooms, 3 beds

19–24 Jul

$1,185 SGD for 5 nights

4.9 out of 5 average rating, 20 reviews

Top guest favourite

Home in Charleston

South Hills Charmer

3 bedrooms, 4 beds

16–21 Aug

$1,089 SGD for 5 nights

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

28 Jul – 2 Aug

$1,359 SGD for 5 nights

4.95 out of 5 average rating, 110 reviews

Guest favourite

Home in Charleston

Completely renovated for you Mountain View Cottage

2 bedrooms, 2 queen beds

26–31 Jul

$903 SGD for 5 nights

4.89 out of 5 average rating, 28 reviews

Top guest favourite

Flat in South Charleston

An All-Access Bookstore Vacation

1 bedroom, 1 bed

6–11 Sept

$1,007 SGD for 5 nights

4.99 out of 5 average rating, 220 reviews

Top guest favourite

Place to stay in Cross Lanes

Spectacular Storage Unit! 😉 Just Off I-64

2 beds

19–24 Jul

$721 SGD for 5 nights

4.96 out of 5 average rating, 227 reviews

Guest favourite

Cottage in Charleston

Hunt Cottage-3 Miles from Downtown Charleston

2 bedrooms, 2 queen beds

12–17 Aug

$850 SGD for 5 nights

4.88 out of 5 average rating, 270 reviews