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Chester
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Search results; Over 1,000 places in Chester
Over 1,000 places in Chester
Guest favorite
Guest favorite
Barn in Chester
Inviting studio apartment above barn in Vermont
2 beds
2 beds
Apr 21 – 26
Apr 21 – 26
$90
night
$90 per night
4.99 out of 5 average rating, 492 reviews
4.99 (492)
Superhost
Superhost
Home in Chester
Contemporary Mountain Home near Okemo and Stratton
4 beds
4 beds
Apr 19 – 24
Apr 19 – 24
$218
$120
night
$120 per night, originally $218
4.87 out of 5 average rating, 15 reviews
4.87 (15)
Superhost
Superhost
Tiny home in Chester
Sage House at Camp Greenwood Vermont - w/ sauna!
1 queen bed
1 queen bed
Apr 28 – May 3
Apr 28 – May 3
$115
night
$115 per night
4.9 out of 5 average rating, 153 reviews
4.9 (153)
Nature lodge in Chester
Whimsical Room & Private Bathroom in Historic Inn
1 bed
1 bed
Apr 21 – 26
Apr 21 – 26
$60
night
$60 per night
4.74 out of 5 average rating, 47 reviews
4.74 (47)
Guest favorite
Guest favorite
Tiny home in Chester
Bearfoot Cottage: Tiny House w/ Hot Tub near Okemo
1 queen bed
1 queen bed
Jul 8 – 13
Jul 8 – 13
$243
night
$243 per night
5.0 out of 5 average rating, 79 reviews
5.0 (79)
Guest favorite
Guest favorite
Nature lodge in Chester
Cozy Corner Room in Historic Inn
2 beds
2 beds
Apr 19 – 24
Apr 19 – 24
$71
night
$71 per night
5.0 out of 5 average rating, 10 reviews
5.0 (10)
Guest favorite
Guest favorite
Home in Chester
Spacious Victorian Farmhouse-20 min to Okemo!
7 beds
7 beds
Apr 19 – 24
Apr 19 – 24
$165
night
$165 per night
4.88 out of 5 average rating, 77 reviews
4.88 (77)
Guest favorite
Guest favorite
Home in Chester
Charming Vermont stone house
3 beds
3 beds
Apr 24 – 29
Apr 24 – 29
$200
night
$200 per night
5.0 out of 5 average rating, 10 reviews
5.0 (10)
Guest favorite
Guest favorite
Home in Chester
Cozy 1850 farmhouse in Stone Village of Chester
3 beds
3 beds
Apr 21 – 26
Apr 21 – 26
$139
$117
night
$117 per night, originally $139
5.0 out of 5 average rating, 16 reviews
5.0 (16)
Guest favorite
Guest favorite
Guest suite in Chester
Chester Carriage House-Cozy-Quintessential Vermont
3 queen beds
3 queen beds
Apr 24 – 29
Apr 24 – 29
$145
night
$145 per night
4.91 out of 5 average rating, 155 reviews
4.91 (155)
Guest favorite
Guest favorite
Cottage in Chester
Quaint stone house!
3 beds
3 beds
Apr 21 – 26
Apr 21 – 26
$192
$161
night
$161 per night, originally $192
4.92 out of 5 average rating, 60 reviews
4.92 (60)
Superhost
Superhost
Guest suite in Chester
Adorable, Cozy 2 bedroom apartment walk to village
2 queen beds
2 queen beds
Apr 19 – 24
Apr 19 – 24
$149
$129
night
$129 per night, originally $149
4.84 out of 5 average rating, 44 reviews
4.84 (44)
Guest favorite
Guest favorite
Home in Chester
Farmhouse w/ views close to skiing sauna EV CHRGR
6 beds
6 beds
Apr 19 – 24
Apr 19 – 24
$241
$200
night
$200 per night, originally $241
4.96 out of 5 average rating, 24 reviews
4.96 (24)
Guest favorite
Guest favorite
Home in Chester
Charming Chester Farmhouse
Apr 21 – 26
Apr 21 – 26
$211
night
$211 per night
4.91 out of 5 average rating, 11 reviews
4.91 (11)
Guest favorite
Guest favorite
Home in Chester
Spring Skiing! Location! Minutes from Okemo!
5 beds
5 beds
Apr 19 – 24
Apr 19 – 24
$190
$134
night
$134 per night, originally $190
4.95 out of 5 average rating, 20 reviews
4.95 (20)
Guest favorite
Guest favorite
Home in Chester
Large farmhouse w/ Jacuzzi | Spring + Summer AVAIL
5 beds
5 beds
Apr 20 – 25
Apr 20 – 25
$246
$150
night
$150 per night, originally $246
4.82 out of 5 average rating, 11 reviews
4.82 (11)
Guest favorite
Guest favorite
Home in Chester
Stunning farmhouse in historical village
7 beds
7 beds
Apr 19 – 24
Apr 19 – 24
$234
$210
night
$210 per night, originally $234
4.93 out of 5 average rating, 28 reviews
4.93 (28)
Guest favorite
Guest favorite
Home in Chester
Private Home in Chester, VT
6 beds
6 beds
May 1 – 6
May 1 – 6
$295
night
$295 per night
4.92 out of 5 average rating, 26 reviews
4.92 (26)
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