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Search results; 971 homes in Chester

Top guest favourite

Apartment in Chester

Captain's Quarters - 2 bedroom harbourview condo

2 bedrooms, 2 beds, 1 private bathroom

1–6 Oct

$1,194 SGD for 5 nights

,

4.97 out of 5 average rating, 87 reviews

Top guest favourite

Home in Chester

Endeavour Cottage

2 bedrooms, 3 beds

22–27 Sept

$2,150 SGD for 5 nights

Pay $0 today

Free cancellation

4.94 out of 5 average rating, 86 reviews

Top guest favourite

Home in Chester

White Cottage

4 bedrooms, 4 beds

17–22 Sept

$5,674 SGD for 5 nights

5.0 out of 5 average rating, 9 reviews

Guest favourite

Cottage in Chester

Marigold Cottage - 7 bdrms in Chester Village

7 bedrooms, 9 beds

25–30 Aug

$5,344 SGD for 5 nights

Free cancellation

5.0 out of 5 average rating, 33 reviews

Top guest favourite

Home in Chester

The Whale House

3 bedrooms, 3 beds

3–8 Sept

$2,951 SGD for 5 nights

4.99 out of 5 average rating, 69 reviews

Guest favourite

Cottage in Chester

Spectacular 5 Bedroom Spaview Retreat!

5 bedrooms, 5 beds

1–6 Oct

$4,515 SGD for 5 nights

Free cancellation

4.93 out of 5 average rating, 55 reviews

Home in Chester Basin

Highlander House

2 bedrooms, 2 queen beds

9–14 Sept

$5,080 SGD for 5 nights

Free cancellation

New place to stay

Top guest favourite

Home in Chester

One 12 Queen - EV Charger

3 bedrooms, 4 beds

14–19 Sept

$1,580 SGD for 5 nights

Free cancellation

5.0 out of 5 average rating, 16 reviews

Home in Chester Basin

High Water Mark

4 bedrooms, 5 beds

28 Aug – 2 Sept

$2,822 SGD for 5 nights

Pay $0 today

Free cancellation

New place to stay

Superhost

Home in Chester

Pine & Sea - Chester's Home for Active Families

3 bedrooms, 3 beds

20–25 Jul

$2,194 SGD for 5 nights

Pay $0 today

Free cancellation

Guest favourite

Cottage in Chester

Spectacular 3 Bedroom Lake House!

3 bedrooms, 3 beds

5–10 Sept

$2,661 SGD for 5 nights

Free cancellation

4.95 out of 5 average rating, 44 reviews

Home in Chester

Chester Suite By The Ocean

1 bedroom, 3 beds

1–6 Aug

$1,925 SGD for 5 nights

Pay $0 today

Free cancellation

4.74 out of 5 average rating, 170 reviews

Guest favourite

Flat in Chester

Seapearl Studio - adorable central apartment

1 bedroom, 1 bed

30 Aug – 4 Sept

$816 SGD for 5 nights

Free cancellation

4.87 out of 5 average rating, 52 reviews

Top guest favourite

Home in Chester Basin

The Oasis on Blueberry Lane

4 bedrooms, 5 beds

11–16 Jul

$2,624 SGD for 5 nights

Free cancellation

4.96 out of 5 average rating, 170 reviews

Top guest favourite

Cottage in Chester

Peaceful 2-Bedroom Coastal Cottage with Hot Tub

2 bedrooms, 3 beds

12–17 Oct

Pay $0 today

Free cancellation

4.99 out of 5 average rating, 162 reviews

Top guest favourite

Home in Chester Basin

Storybook coastal farmhouse with ocean access

4 bedrooms, 4 beds

6–11 Sept

$2,927 SGD for 5 nights

Free cancellation

5.0 out of 5 average rating, 30 reviews

Guest favourite

Flat in Chester Basin

Chester Basin Place

1 queen bed

20–25 Jul

$873 SGD for 5 nights

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Free cancellation

4.9 out of 5 average rating, 79 reviews

Top guest favourite

Cabin in Chester

Cozy Oceanfront Escape with Hot Tub

2 bedrooms, 2 queen beds

27 Sept – 2 Oct

Pay $0 today

Free cancellation

4.99 out of 5 average rating, 148 reviews

Guest favourite

Bungalow in Chester Basin

Ocean Front Home Chester Basin

3 bedrooms, 3 beds

12–17 Oct

$1,076 SGD for 5 nights

Pay $0 today

Free cancellation

4.92 out of 5 average rating, 123 reviews