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Compare 826 Vacation Homes in Chester with updated reviews, rates, and availability.
Beautiful, private log cabin with huge, relaxing screened porch
Beautiful, private log cabin with huge, relaxing screened porch
10.0 out of 10, Exceptional, (24)
Historic Renovated Barn at Boorn Brook Farm - Manchester Vermont
Historic Renovated Barn at Boorn Brook Farm - Manchester Vermont
10.0 out of 10, Exceptional, (183)
The price is $476
$787 total
includes taxes & fees
May 20 - May 21
Luxurious, Secluded, Ski Chalet, w/ Country Decor & Hot Tub Near Okemo
Luxurious, Secluded, Ski Chalet, w/ Country Decor & Hot Tub Near Okemo
10.0 out of 10, Exceptional, (139)
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Private Family Estate for any Season
Private Family Estate for any Season
10.0 out of 10, Exceptional, (57)
Bright, Downtown 4-BR Home 3-min to Okemo
Bright, Downtown 4-BR Home 3-min to Okemo
10.0 out of 10, Exceptional, (8)
Contemporary Mountain Home near Okemo, Stratton, Magic Mountain and Bromley
Contemporary Mountain Home near Okemo, Stratton, Magic Mountain and Bromley
10.0 out of 10, Exceptional, (2)
The price is $135
$403 total
includes taxes & fees
May 6 - May 7
Relaxing Mountain Refuge: 4 Miles to Mt Snow!
Relaxing Mountain Refuge: 4 Miles to Mt Snow!
10.0 out of 10, Exceptional, (6)
Perfect Reunion House w/fireplace & piano. Dogs welcome. Discounted ski tix at Bromley. Add private indoor pool on request.
Perfect Reunion House w/fireplace & piano. Dogs welcome. Discounted ski tix at Bromley. Add private indoor pool on request.
9.8 out of 10, Exceptional, (22)
BruinsDen - Ski On Ski Off (Home Stretch Trail)
BruinsDen - Ski On Ski Off (Home Stretch Trail)
9.8 out of 10, Exceptional, (7)
Storybook Stratton House: 3 Mi to Mount Snow!
Storybook Stratton House: 3 Mi to Mount Snow!
9.8 out of 10, Exceptional, (7)
Riverfront, family fun, amazing rec room, close to Magic & Okemo
Riverfront, family fun, amazing rec room, close to Magic & Okemo
9.8 out of 10, Exceptional, (7)
West Dover Home w/ Deck, Grill & EV Outlet
West Dover Home w/ Deck, Grill & EV Outlet
9.8 out of 10, Exceptional, (16)
Summer Deals Free Gym Pool Pass- Luxury Log Home, 6 BR/4BA, Pool Table, Hot Tub
Summer Deals Free Gym Pool Pass- Luxury Log Home, 6 BR/4BA, Pool Table, Hot Tub
9.8 out of 10, Exceptional, (156)
Traveling with kids? Try this secluded & updated 3-bedroom home close to Okemo
Traveling with kids? Try this secluded & updated 3-bedroom home close to Okemo
9.8 out of 10, Exceptional, (107)
Lake front house about 1 mile from Okemo's Jackson Gore Base Lodge
Lake front house about 1 mile from Okemo's Jackson Gore Base Lodge
9.8 out of 10, Exceptional, (187)
Lakefront house with skiing nearby, dock, and amazing views - dog-friendly
Lakefront house with skiing nearby, dock, and amazing views - dog-friendly
9.6 out of 10, Exceptional, (29)
Private home with fireplace, grill, games, AC & great Manchester location
Private home with fireplace, grill, games, AC & great Manchester location
9.6 out of 10, Exceptional, (5)
Hike, Explore, Swim ~ Adventure in Vermont!
Hike, Explore, Swim ~ Adventure in Vermont!
9.6 out of 10, Exceptional, (40)
Charming Chester Farmhouse – peaceful and close to everything!
Charming Chester Farmhouse – peaceful and close to everything!
9.6 out of 10, Exceptional, (5)
The price is $190
$391 total
includes taxes & fees
May 12 - May 13
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Other property types in Chester
Lakefront house with skiing nearby, dock, and amazing views - dog-friendly
Lakefront house with skiing nearby, dock, and amazing views - dog-friendly
9.6 out of 10, Exceptional, (29)
Beautiful Honeymoon Cottage close to Manchester Vermont. {Manchester Center}
Beautiful Honeymoon Cottage close to Manchester Vermont. {Manchester Center}
9.6 out of 10, Exceptional, (176)
Secluded dog-friendly chalet in the woods w/fireplace, jetted tub, deck, & grill
Secluded dog-friendly chalet in the woods w/fireplace, jetted tub, deck, & grill
9.4 out of 10, Exceptional, (47)
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Chester Vacation Homes information
Number of reviews | 874 |
---|---|
Accommodation | 826 Vacation Homes |
Lowest Price | $135 |
Highest Price | $476 |
Recent reviews of Chester hotelsExpedia verified reviews
5/5 Excellent
Very nice!
"A very pleasant stay at a good price per night. Very quiet, clean, and was in a recently refurbished room that was quite nice. Very convenient to everything in Brattleboro, Clean and pleasant."
A verified traveler stayed at The Covered Bridge Inn
Posted 1 day ago
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