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Search results; 988 homes in Chester

Top guest favourite

Apartment in Chester

Captain's Quarters - 2 bedroom harbourview condo

2 bedrooms, 2 beds, 1 private bathroom

4–9 Oct

$1,156 SGD for 5 nights

,

4.97 out of 5 average rating, 89 reviews

Top guest favourite

Home in Chester

Endeavour Cottage

2 bedrooms, 3 beds, 2 bathrooms

4–9 Oct

$2,157 SGD for 5 nights

Pay $0 today

Free cancellation

4.94 out of 5 average rating, 87 reviews

Top guest favourite

Home in Chester

White Cottage

4 bedrooms, 4 beds, 5.5 bathrooms

17–22 Sept

$5,691 SGD for 5 nights

5.0 out of 5 average rating, 9 reviews

Home in Chester

Seaglass House

4 bedrooms, 5 beds, 2 bathrooms

15–20 Jul

$3,749 SGD for 5 nights

Free cancellation

New place to stay

Guest favourite

Cottage in Chester

Spectacular 5 Bedroom Spaview Retreat!

5 bedrooms, 5 beds, 4.5 bathrooms

1–6 Oct

$4,412 SGD for 5 nights

Free cancellation

4.93 out of 5 average rating, 57 reviews

Guest favourite

Cottage in Chester

Marigold Cottage - 7 bdrms in Chester Village

7 bedrooms, 9 beds, 2.5 bathrooms

25–30 Aug

$5,361 SGD for 5 nights

Free cancellation

5.0 out of 5 average rating, 34 reviews

Top guest favourite

Home in Chester

The Whale House

3 bedrooms, 3 beds, 2 bathrooms

18–23 Sept

$2,785 SGD for 5 nights

4.99 out of 5 average rating, 69 reviews

Home in Chester Basin

Highlander House

2 bedrooms, 2 queen beds, 3 bathrooms

7–12 Sept

$5,096 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, 2.5 bathrooms

14–19 Sept

$1,585 SGD for 5 nights

Free cancellation

5.0 out of 5 average rating, 18 reviews

Guest favourite

Cottage in Chester

Spectacular 3 Bedroom Lake House!

3 bedrooms, 3 beds, 2.5 bathrooms

5–10 Sept

$2,601 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, 1.5 bathrooms

2–7 Sept

$2,033 SGD for 5 nights

Pay $0 today

Free cancellation

4.74 out of 5 average rating, 171 reviews

Superhost

Home in Chester

Pine & Sea - Chester's Home for Active Families

3 bedrooms, 3 beds, 1.5 bathrooms

20–25 Jul

$2,201 SGD for 5 nights

Pay $0 today

Free cancellation

Top guest favourite

Home in Chester Basin

Storybook coastal farmhouse with ocean access

4 bedrooms, 4 beds, 2.5 bathrooms

6–11 Sept

$2,936 SGD for 5 nights

Free cancellation

5.0 out of 5 average rating, 30 reviews

Home in Chester Basin

High Water Mark

4 bedrooms, 5 beds, 2 bathrooms

31 Aug – 5 Sept

$2,750 SGD for 5 nights

Pay $0 today

Free cancellation

New place to stay

Guest favourite

Guest house in Chester

The Little Caboose

1 bedroom, 1 queen bed, 1 bathroom

3–8 Sept

$1,018 SGD for 5 nights

Pay $0 today

Free cancellation

4.97 out of 5 average rating, 58 reviews

Guest favourite

Flat in Chester

Seapearl Studio - adorable central apartment

1 bedroom, 1 bed, 1 bathroom

30 Aug – 4 Sept

$818 SGD for 5 nights

Free cancellation

4.87 out of 5 average rating, 53 reviews

Top guest favourite

Home in Chester

Beautiful home in picturesque Chester NS

4 bedrooms, 5 beds, 3.5 bathrooms

29 Aug – 3 Sept

$3,074 SGD for 5 nights

Free cancellation

5.0 out of 5 average rating, 27 reviews

Guest favourite

Home in Chester

Home in the Heart of Chester

4 bedrooms, 5 beds, 3 bathrooms

1–6 Oct

$3,316 SGD for 5 nights

Free cancellation

4.93 out of 5 average rating, 44 reviews

Guest favourite

Home in Chester

Witmere

4 bedrooms, 5 beds, 3 bathrooms

5–10 Sept

$5,161 SGD for 5 nights

5.0 out of 5 average rating, 6 reviews