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Search results; 993 homes in Chester

Top guest favourite

Cottage in Chester

The Boathouse on Scotch Cove

2 bedrooms, 3 beds, 1 private bathroom

6–11 Sept

$2,371 SGD for 5 nights

,

4.96 out of 5 average rating, 119 reviews

Guest favourite

Cottage in Chester

Spectacular 3 Bedroom Lake House!

3 bedrooms, 3 beds, 2.5 bathrooms

3–8 Oct

$2,600 SGD for 5 nights

Free cancellation

4.95 out of 5 average rating, 44 reviews

Top guest favourite

Home in Chester

Endeavour Cottage

2 bedrooms, 3 beds, 2 bathrooms

4–9 Oct

$2,156 SGD for 5 nights

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Free cancellation

4.95 out of 5 average rating, 91 reviews

Home in Chester

Chester Sea and Trail Getaway

3 bedrooms, 3 beds, 2 bathrooms

5–10 Aug

$2,697 SGD for 5 nights

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Free cancellation

New place to stay

Guest favourite

Cabin in Chester Basin

Cozy Chester cottage on the Water.

2 bedrooms, 2 beds, 1 bathroom

1–7 Sept

$1,182 SGD for 6 nights

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Free cancellation

4.9 out of 5 average rating, 31 reviews

Top guest favourite

Hotel in Chester

Queen Room Sunroom Inn Chester. Close to Sensea

1 bedroom, 1 bed, 1 bathroom

25–30 Aug

$1,515 SGD for 5 nights

Free cancellation

4.95 out of 5 average rating, 74 reviews

Top guest favourite

Cabin in LaHave

Mid Century Aframe, Hot Tub, and Beach Access

1 bedroom, 1 queen bed, 1 bathroom

12–17 Nov

$1,746 SGD for 5 nights

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Free cancellation

4.97 out of 5 average rating, 485 reviews

Top guest favourite

Bungalow in Lunenburg

Ocean front HotTub Private Deck waterfront BBQ

1 bedroom, 1 bed, 1 bathroom

25–30 Oct

$1,451 SGD for 5 nights

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Free cancellation

4.98 out of 5 average rating, 292 reviews

Top guest favourite

Cottage in Chester

Moss Cottage on the Lake

1 bedroom, 1 queen bed, 1 bathroom

11–16 Oct

$1,019 SGD for 5 nights

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Free cancellation

4.95 out of 5 average rating, 153 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, 54 reviews

Top guest favourite

Cabin in Chester

Cozy Oceanfront Escape with Hot Tub

2 bedrooms, 2 queen beds, 1 bathroom

19–24 Oct

$1,375 SGD for 5 nights

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Free cancellation

4.99 out of 5 average rating, 150 reviews

Home in Chester

Chester Suite By The Ocean

1 bedroom, 3 beds, 1.5 bathrooms

2–7 Sept

$2,032 SGD for 5 nights

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Free cancellation

4.74 out of 5 average rating, 173 reviews

Guest favourite

Guest house in Chester

The Little Caboose

1 bedroom, 1 queen bed, 1 bathroom

6–11 Sept

$1,017 SGD for 5 nights

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Free cancellation

4.97 out of 5 average rating, 60 reviews

Guest favourite

Cottage in Chester

Spectacular 5 Bedroom Spaview Retreat!

5 bedrooms, 5 beds, 4.5 bathrooms

3–8 Oct

$4,304 SGD for 5 nights

Free cancellation

4.93 out of 5 average rating, 61 reviews

Home in Chester

Chester Village Gem

3 bedrooms, 3 beds, 2.5 bathrooms

15–20 Sept

$3,335 SGD for 5 nights

Free cancellation

5.0 out of 5 average rating, 3 reviews

Guest favourite

Room in Chester Basin

Private room in a Lakehouse

1 queen bed, 1 bathroom

2–7 Sept

$812 SGD for 5 nights

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Free cancellation

5.0 out of 5 average rating, 7 reviews

Superhost

Home in Chester

Pine & Sea - Chester's Home for Active Families

3 bedrooms, 3 beds, 1 bathroom

21–26 Sept

$1,616 SGD for 5 nights

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Free cancellation

Top guest favourite

Cottage in Hubbards

Waterfront Retreat

2 bedrooms, 3 beds, 1.5 bathrooms

21–26 Sept

$998 SGD for 5 nights

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Free cancellation

4.89 out of 5 average rating, 151 reviews

Guest favourite

Bungalow in Chester Basin

Ocean Front Home Chester Basin

3 bedrooms, 3 beds, 2 bathrooms

19–24 Sept

$1,078 SGD for 5 nights

Pay $0 today

Free cancellation

4.92 out of 5 average rating, 126 reviews