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Search results; 908 homes in Chester

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Guest favourite

Home in Chester

Endeavour Cottage

2 bedrooms, 3 beds, 2 private bathrooms

18–23 Oct

$2,074 SGD for 5 nights

,

4.92 out of 5 average rating, 107 reviews

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Home in Chester

Chester Suite By The Ocean

1 bedroom, 3 beds, 1.5 bathrooms

4–9 Oct

$1,124 SGD for 5 nights

Free cancellation

4.73 out of 5 average rating, 177 reviews

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Top guest favourite

Home in Chester

The Whale House

3 bedrooms, 3 beds, 2 bathrooms

10–15 Oct

$2,169 SGD for 5 nights

4.99 out of 5 average rating, 73 reviews

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Guest favourite

Cottage in Chester

Spectacular 5 Bedroom Spaview Retreat!

5 bedrooms, 5 beds, 4.5 bathrooms

3–8 Oct

$4,253 SGD for 5 nights

4.91 out of 5 average rating, 68 reviews

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Superhost

Hotel in Chester

Queen Room Sunroom Inn Chester. Close to Sensea

1 bedroom, 1 bed, 1 bathroom

7–12 Oct

$922 SGD for 5 nights

4.88 out of 5 average rating, 83 reviews

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Top guest favourite

Home in Chester

White Cottage

4 bedrooms, 4 beds, 5.5 bathrooms

12–17 Oct

$5,621 SGD for 5 nights

5.0 out of 5 average rating, 9 reviews

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Guest favourite

Apartment in Chester

Captain's Quarters - 2 bedroom harbourview condo

2 bedrooms, 2 beds, 1 bathroom

23–28 Oct

$1,183 SGD for 5 nights

4.94 out of 5 average rating, 106 reviews

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Top guest favourite

Guest house in Chester

The Little Caboose

1 bedroom, 1 queen bed, 1 bathroom

4–9 Oct

$1,005 SGD for 5 nights

Free cancellation

4.97 out of 5 average rating, 68 reviews

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Superhost

Guest suite in Chester

2 bedroom unit in heart of Chester Village.

2 bedrooms, 2 single beds, 1 bathroom

23–28 Oct

$1,067 SGD for 5 nights

4.85 out of 5 average rating, 41 reviews

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Guest favourite

Home in Chester

Home in the Heart of Chester

4 bedrooms, 5 beds, 3 bathrooms

14–19 Oct

$2,824 SGD for 5 nights

4.93 out of 5 average rating, 44 reviews

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Top guest favourite

Home in Chester Basin

Storybook coastal farmhouse with ocean access

4 bedrooms, 4 beds, 2.5 bathrooms

1–6 Oct

$2,976 SGD for 5 nights

4.98 out of 5 average rating, 40 reviews

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Top guest favourite

Cottage in Chester

Peaceful 2-Bedroom Coastal Cottage with Hot Tub

2 bedrooms, 3 beds, 1 bathroom

28 Oct – 2 Nov

$1,624 SGD for 5 nights

Free cancellation

4.99 out of 5 average rating, 173 reviews

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Guest favourite

Villa in Chester Basin

The Oaks Seaside Retreat

5 bedrooms, 5 beds, 4.5 bathrooms

26–31 Oct

$2,316 SGD for 5 nights

4.98 out of 5 average rating, 98 reviews

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Top guest favourite

Cottage in Chester

Marigold Cottage - 7 bdrms in Chester Village

7 bedrooms, 9 beds, 2.5 bathrooms

1–6 Oct

$5,061 SGD for 5 nights

5.0 out of 5 average rating, 41 reviews

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Top guest favourite

Home in Chester

Fox Creek Cottage | Fox Point Lake | Hot Tub/Kayak

2 bedrooms, 2 king beds, 1 bathroom

25–30 Oct

$1,381 SGD for 5 nights

Free cancellation

4.95 out of 5 average rating, 74 reviews

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Top guest favourite

Home in Chester Basin

Half Moon Cove Retreat

3 bedrooms, 5 beds, 1.5 bathrooms

1–6 Oct

$2,911 SGD for 5 nights

5.0 out of 5 average rating, 16 reviews

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Guest favourite

Home in Chester

Witmere

4 bedrooms, 5 beds, 3 bathrooms

19–24 Oct

$3,525 SGD for 5 nights

5.0 out of 5 average rating, 7 reviews

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Top guest favourite

Bungalow in Lunenburg

Ocean front HotTub Private Deck waterfront BBQ

1 bedroom, 1 bed, 1 bathroom

25–30 Oct

$1,434 SGD for 5 nights

Free cancellation

4.98 out of 5 average rating, 316 reviews

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Home in Chester Basin

Highlander House

2 bedrooms, 2 queen beds, 3 bathrooms

6–13 Oct

$6,570 SGD for 7 nights