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Search results; 989 homes in Chester

Top guest favourite

Cottage in Chester

The Boathouse on Scotch Cove

2 bedrooms, 3 beds, 1 private bathroom

23–28 Aug

$2,380 SGD for 5 nights

,

4.96 out of 5 average rating, 121 reviews

Top guest favourite

Home in Chester

Endeavour Cottage

2 bedrooms, 3 beds

4–9 Oct

$2,164 SGD for 5 nights

Free cancellation

4.95 out of 5 average rating, 94 reviews

Top guest favourite

Hotel in Chester

Queen Room Sunroom Inn Chester. Close to Sensea

1 bedroom, 1 bed

30 Aug – 4 Sept

$1,520 SGD for 5 nights

Free cancellation

4.95 out of 5 average rating, 74 reviews

Home in Chester

Coastal Haven

3 bedrooms, 3 double beds

21–26 Sept

$1,193 SGD for 5 nights

Free cancellation

New place to stay

Top guest favourite

Cabin in Chester

Cozy Oceanfront Escape with Hot Tub

2 bedrooms, 2 queen beds

19–24 Oct

$1,360 SGD for 5 nights

Free cancellation

4.99 out of 5 average rating, 150 reviews

Top guest favourite

Cottage in Chester

Peaceful 2-Bedroom Coastal Cottage with Hot Tub

2 bedrooms, 3 beds

15–20 Sept

Free cancellation

4.99 out of 5 average rating, 163 reviews

Top guest favourite

Home in Chester

The Whale House

3 bedrooms, 3 beds

3–8 Sept

$2,843 SGD for 5 nights

4.99 out of 5 average rating, 70 reviews

Top guest favourite

Home in Lunenburg

Ocean Front #2 HotTub 2 bdrm Rooftopdeck BBQ 2bath

2 bedrooms, 2 beds

29 Oct – 3 Nov

$1,622 SGD for 5 nights

Free cancellation

4.97 out of 5 average rating, 161 reviews

Home in Chester

Chester Suite By The Ocean

1 bedroom, 3 beds

2–7 Sept

$2,039 SGD for 5 nights

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

29 Aug – 3 Sept

$1,021 SGD for 5 nights

Free cancellation

4.97 out of 5 average rating, 60 reviews

Guest favourite

Room in Chester Basin

Private room in a Lakehouse

1 queen bed

18–23 Aug

$802 SGD for 5 nights

Free cancellation

5.0 out of 5 average rating, 9 reviews

Top guest favourite

Cabin in LaHave

Mid Century Aframe, Hot Tub, and Beach Access

1 bedroom, 1 queen bed

12–17 Nov

$1,734 SGD for 5 nights

Free cancellation

4.97 out of 5 average rating, 487 reviews

Top guest favourite

Home in Chester

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

2 bedrooms, 2 king beds

15–20 Oct

$1,566 SGD for 5 nights

Free cancellation

4.94 out of 5 average rating, 66 reviews

Top guest favourite

Bungalow in Lunenburg

Ocean front HotTub Private Deck waterfront BBQ

1 bedroom, 1 bed

25–30 Oct

$1,456 SGD for 5 nights

Free cancellation

4.98 out of 5 average rating, 293 reviews

Home in Chester Basin

Highlander House

2 bedrooms, 2 queen beds

7–12 Sept

$5,112 SGD for 5 nights

Free cancellation

New place to stay

Guest favourite

Cottage in Chester

Spectacular 3 Bedroom Lake House!

3 bedrooms, 3 beds

3–8 Oct

$2,609 SGD for 5 nights

Free cancellation

4.96 out of 5 average rating, 45 reviews

Top guest favourite

Home in Chester

One 12 Queen - EV Charger

3 bedrooms, 4 beds

14–19 Sept

$1,590 SGD for 5 nights

Free cancellation

5.0 out of 5 average rating, 19 reviews

Guest favourite

Shipping container in Chester

Luxury Tiny Home Retreat w/ Hot Tub Near Chester

1 bedroom, 1 queen bed

23–28 Aug

$1,202 SGD for 5 nights

Free cancellation

4.95 out of 5 average rating, 115 reviews

Guest favourite

Cottage in Chester

Spectacular 5 Bedroom Spaview Retreat!

5 bedrooms, 5 beds

3–8 Oct

$4,320 SGD for 5 nights

Free cancellation

4.93 out of 5 average rating, 61 reviews