Over 1,000 places

Nature lodge in Chester
Whimsical Room & Private Bathroom in Historic Inn
2 min walk
Apr 21 – 26
4.74 out of 5 average rating, 47 reviews
Guest favorite
Home in Chester
Stunning farmhouse in historical village
5 min walk
Apr 19 – 24
4.93 out of 5 average rating, 28 reviews
Superhost
Tiny home in Chester
Sage House at Camp Greenwood Vermont - w/ sauna!
4 min drive
Apr 28 – May 3
4.9 out of 5 average rating, 153 reviews
Guest favorite
Nature lodge in Chester
Cozy Corner Room in Historic Inn
2 min walk
Apr 19 – 24
5.0 out of 5 average rating, 10 reviews
Guest favorite
Home in Chester
Charming Chester Farmhouse
6 min walk
Apr 21 – 26
4.91 out of 5 average rating, 11 reviews
Nature lodge in Chester
King & Queen Bed in Historic Inn
2 min walk
Apr 20 – 25
4.71 out of 5 average rating, 31 reviews
Guest favorite
Barn in Chester
Inviting studio apartment above barn in Vermont
14 min drive
Apr 21 – 26
4.99 out of 5 average rating, 492 reviews
Guest favorite
Home in Chester
Spacious Victorian Farmhouse-20 min to Okemo!
3 min drive
Apr 19 – 24
4.88 out of 5 average rating, 77 reviews
Superhost
Guest suite in Chester
Adorable, Cozy 2 bedroom apartment walk to village
10 min walk
Apr 19 – 24
4.84 out of 5 average rating, 44 reviews
Apartment in Chester
Charming 2 Bdrm near Skiing and Village Green
7 min walk
Apr 21 – 26
4.75 out of 5 average rating, 48 reviews
Guest favorite
Home in Chester
Private Home in Chester, VT
5 min drive
May 1 – 6
4.92 out of 5 average rating, 26 reviews
Guest favorite
Guest suite in Chester
Chester Carriage House-Cozy-Quintessential Vermont
3 min drive
Apr 24 – 29
4.91 out of 5 average rating, 155 reviews
Guest favorite
Home in Chester
Charming Vermont stone house
4 min drive
Apr 24 – 29
5.0 out of 5 average rating, 10 reviews
Guest favorite
Home in Chester
Spring Skiing! Location! Minutes from Okemo!
3 min drive
Apr 19 – 24
4.95 out of 5 average rating, 20 reviews
Guest favorite
Guest suite in Chester
Stone Village Private Studio
4 min drive
Apr 19 – 24
4.93 out of 5 average rating, 14 reviews
Guest favorite
Home in Chester
Cozy 1850 farmhouse in Stone Village of Chester
4 min drive
Apr 20 – 25
5.0 out of 5 average rating, 16 reviews
Guest favorite
Home in Chester
Large farmhouse w/ Jacuzzi | Spring + Summer AVAIL
3 min drive
Apr 20 – 25
4.82 out of 5 average rating, 11 reviews
Cabin in Windham
Remote Cabin, Private Lake & 80 Acres, Mtn Views
22 min drive
Jun 1 – 6