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Search results; Over 1,000 places in Chester

Nature lodge in Chester
Whimsical Room & Private Bathroom in Historic Inn
1 bed
21–26 Apr
4.74 out of 5 average rating, 47 reviews
Superhost
Home in Chester
Contemporary Mountain Home near Okemo and Stratton
4 beds
19–24 Apr
4.87 out of 5 average rating, 15 reviews
Guest favourite
Barn in Chester
Inviting studio apartment above barn in Vermont
2 beds
21–26 Apr
4.99 out of 5 average rating, 492 reviews
Guest favourite
Home in Chester
Spacious Victorian Farmhouse-20 min to Okemo!
7 beds
19–24 Apr
4.88 out of 5 average rating, 77 reviews
Guest favourite
Nature lodge in Chester
Cozy Corner Room in Historic Inn
2 beds
19–24 Apr
5.0 out of 5 average rating, 10 reviews
Superhost
Tiny home in Chester
Sage House at Camp Greenwood Vermont - w/ sauna!
1 queen bed
28 Apr – 3 May
4.9 out of 5 average rating, 153 reviews
Guest favourite
Farm stay in Chester
Rivers Edge Farm’s Cozy Cabin
2 beds
26 Apr – 1 May
4.98 out of 5 average rating, 40 reviews
Guest favourite
Tiny home in Chester
Bearfoot Cottage: Tiny House w/ Hot Tub near Okemo
1 queen bed
8–13 Jul
5.0 out of 5 average rating, 79 reviews
Guest favourite
Guest suite in Chester
Chester Carriage House-Cozy-Quintessential Vermont
3 queen beds
24–29 Apr
4.91 out of 5 average rating, 155 reviews
Guest favourite
Home in Chester
Charming Chester Farmhouse
21–26 Apr
4.91 out of 5 average rating, 11 reviews
Guest favourite
Home in Chester
Spring Skiing! Location! Minutes from Okemo!
5 beds
19–24 Apr
4.95 out of 5 average rating, 20 reviews
Guest favourite
Home in Chester
Cozy 1850 farmhouse in Stone Village of Chester
3 beds
21–26 Apr
5.0 out of 5 average rating, 16 reviews
Guest favourite
Home in Chester
Stunning farmhouse in historical village
7 beds
19–24 Apr
4.93 out of 5 average rating, 28 reviews
Guest favourite
Home in Chester
Large farmhouse w/ Jacuzzi | Spring + Summer AVAIL
5 beds
20–25 Apr
4.82 out of 5 average rating, 11 reviews
Superhost
Guest suite in Chester
Adorable, Cozy 2 bedroom apartment walk to village
2 queen beds
19–24 Apr
4.84 out of 5 average rating, 44 reviews
Guest favourite
Home in Chester
Private Home in Chester, VT
6 beds
1–6 May
4.92 out of 5 average rating, 26 reviews
Nature lodge in Chester
King & Queen Bed in Historic Inn
2 queen beds
20–25 Apr
4.71 out of 5 average rating, 31 reviews
Guest favourite
Guest suite in Chester
Stone Village Private Studio
1 queen bed
20–25 Apr
4.93 out of 5 average rating, 14 reviews