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Search results; Over 1,000 homes in Chester
Over 1,000 homes in Chester
Photo 1 of 6
Guest favourite
Guest favourite
Cottage in Chester
Quaint stone house!
3 bedrooms
,
·
3 beds
,
·
1.5 private bathrooms
6–11 Sept
6–11 Sept
$1,791 SGD
$1,581 SGD
Show price breakdown
for 5 nights
,
·
4.89 out of 5 average rating, 124 reviews
4.89 (124)
Photo 1 of 6
Chalet in Chester
Private 13-acre retreat, 20 min to Okemo
4 bedrooms
4 bedrooms
,
·
6 beds
6 beds
,
·
3.5 bathrooms
3.5 bathrooms
1–6 Sept
1–6 Sept
$1,908 SGD
$1,749 SGD
Show price breakdown
for 5 nights
Extended stay discount
Free cancellation
New place to stay
New
Photo 1 of 6
Guest favourite
Guest favourite
Hotel in Chester
Private Suite in Historic Inn
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
9–14 Sept
9–14 Sept
$933 SGD
Show price breakdown
for 5 nights
$933 SGD for 5 nights
Free cancellation
4.87 out of 5 average rating, 83 reviews
4.87 (83)
Photo 1 of 6
Barn in Chester
1850's converted barn apartment in Chester
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
8–13 Sept
8–13 Sept
$1,581 SGD
Show price breakdown
for 5 nights
$1,581 SGD for 5 nights
Photo 1 of 6
Guest favourite
Guest favourite
Home in Chester
Historic 150-Year-Old Farmhouse | Jacuzzi included
4 bedrooms
4 bedrooms
,
·
5 beds
5 beds
,
·
2.5 bathrooms
2.5 bathrooms
2–7 Sept
2–7 Sept
$3,055 SGD
$2,163 SGD
Show price breakdown
for 5 nights
4.87 out of 5 average rating, 62 reviews
4.87 (62)
Photo 1 of 6
Guest favourite
Guest favourite
Home in Chester
Okemo Valley Chalet
5 bedrooms
5 bedrooms
,
·
13 beds
13 beds
,
·
2.5 bathrooms
2.5 bathrooms
1–6 Sept
1–6 Sept
$3,173 SGD
$2,681 SGD
Show price breakdown
for 5 nights
5.0 out of 5 average rating, 5 reviews
5.0 (5)
Photo 1 of 6
Guest favourite
Guest favourite
Hotel in Chester
Quaint Queen Room & Private Bath
1 bedroom
1 bedroom
,
·
1 queen bed
1 queen bed
,
·
1 bathroom
1 bathroom
25–30 Oct
25–30 Oct
$865 SGD
Show price breakdown
for 5 nights
$865 SGD for 5 nights
Free cancellation
4.92 out of 5 average rating, 51 reviews
4.92 (51)
Photo 1 of 6
Top guest favourite
Guest favourite
Cabin in Chester
Luxe Rustic Cabin Near Okemo
1 bedroom
1 bedroom
,
·
1 queen bed
1 queen bed
,
·
1 bathroom
1 bathroom
5–10 Nov
5–10 Nov
$1,729 SGD
Show price breakdown
for 5 nights
$1,729 SGD for 5 nights
4.98 out of 5 average rating, 84 reviews
4.98 (84)
Photo 1 of 6
Top guest favourite
Guest favourite
Home in Chester
Modern 3BR/3BA Main+River Retreat | Ski Okemo
3 bedrooms
3 bedrooms
,
·
6 beds
6 beds
,
·
3 bathrooms
3 bathrooms
1–6 Sept
1–6 Sept
$2,072 SGD
$1,895 SGD
Show price breakdown
for 5 nights
5.0 out of 5 average rating, 14 reviews
5.0 (14)
Photo 1 of 6
Home in Chester
Vermont Charm in the 1840 Gideon Lee House
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1.5 bathrooms
1.5 bathrooms
7–12 Sept
7–12 Sept
$2,114 SGD
$1,861 SGD
Show price breakdown
for 5 nights
Free cancellation
5.0 out of 5 average rating, 32 reviews
5.0 (32)
Photo 1 of 6
Guest favourite
Guest favourite
Home in Chester
Historic Mill • Near Okemo • Fireplaces • Wi-Fi
6 bedrooms
6 bedrooms
,
·
9 beds
9 beds
,
·
3 bathrooms
3 bathrooms
1–6 Sept
1–6 Sept
$5,779 SGD
$4,787 SGD
Show price breakdown
for 5 nights
5.0 out of 5 average rating, 107 reviews
5.0 (107)
Photo 1 of 6
Home in Chester
Serenity Now Farmhouse | Peaceful Country Escape
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
8–13 Sept
8–13 Sept
$2,013 SGD
Show price breakdown
for 5 nights
$2,013 SGD for 5 nights
Photo 1 of 6
Home in Chester
Private Chester Home w/ Deck, Mins to Skiing!
3 bedrooms
3 bedrooms
,
·
5 beds
5 beds
,
·
3 bathrooms
3 bathrooms
8–13 Sept
8–13 Sept
$2,823 SGD
Show price breakdown
for 5 nights
$2,823 SGD for 5 nights
4.85 out of 5 average rating, 46 reviews
4.85 (46)
Photo 1 of 6
Top guest favourite
Guest favourite
Home in Chester
Cozy Chalet w/ Jacuzzi Hot Tub near Okemo Mountain
2 bedrooms
2 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
1–6 Sept
1–6 Sept
$1,890 SGD
$1,724 SGD
Show price breakdown
for 5 nights
Extended stay discount
4.96 out of 5 average rating, 98 reviews
4.96 (98)
Photo 1 of 6
Top guest favourite
Guest favourite
Cabin in Chester
Thistle House Glamping Retreat w/ Hot Tub + Sauna
1 bedroom
1 bedroom
,
·
1 queen bed
1 queen bed
,
·
1 bathroom
1 bathroom
9–14 Sept
9–14 Sept
$1,867 SGD
Show price breakdown
for 5 nights
$1,867 SGD for 5 nights
4.99 out of 5 average rating, 82 reviews
4.99 (82)
Photo 1 of 6
Guest favourite
Guest favourite
Home in Chester
Quaint Farmhouse
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
29 Jan – 3 Feb
29 Jan – 3 Feb
$2,286 SGD
Show price breakdown
for 5 nights
$2,286 SGD for 5 nights
Free cancellation
4.93 out of 5 average rating, 14 reviews
4.93 (14)
Photo 1 of 6
Top guest favourite
Guest favourite
Guest house in Chester
New in town Chester Retreat, 14 Miles to Okemo!
4 bedrooms
4 bedrooms
,
·
6 beds
6 beds
,
·
3.5 bathrooms
3.5 bathrooms
1–6 Sept
1–6 Sept
$2,902 SGD
Show price breakdown
for 5 nights
$2,902 SGD for 5 nights
5.0 out of 5 average rating, 21 reviews
5.0 (21)
Photo 1 of 6
Guest favourite
Guest favourite
Flat in Chester
Spacious, Sunny, Second Story 2 Bedroom Apartment
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
2 bathrooms
2 bathrooms
1–6 Oct
1–6 Oct
$1,655 SGD
$1,458 SGD
Show price breakdown
for 5 nights
Free cancellation
4.9 out of 5 average rating, 60 reviews
4.9 (60)
Photo 1 of 6
Guest favourite
Guest favourite
Home in Chester
Remington Ridge
5 bedrooms
5 bedrooms
,
·
5 beds
5 beds
,
·
2.5 bathrooms
2.5 bathrooms
22–27 Sept
22–27 Sept
$4,746 SGD
Show price breakdown
for 5 nights
$4,746 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 11 reviews
5.0 (11)
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