Chester Vacation Rentals
3 Bedroom Farmhouse in Chester
3 Bedrooms
2 Bathrooms
$110 - $466 / night (excl. fees & taxes)
Hilltop getaway near multiple ski mountains
4 Bedrooms
3½ Bathrooms
$263 - $1071 / night (excl. fees & taxes)
Hot Tub and Enough Space for 14!
5 Bedrooms
2½ Bathrooms
$238 - $828 / night (excl. fees & taxes)
Historic Rideout 16m to Okemo Walk to Town
6 Bedrooms
6 Bathrooms
$361 - $1442 / night (excl. fees & taxes)
Hillside Haven Victorian! Hot Tub Firepit 5m-Okemo
5 Bedrooms
3 Bathrooms
$283 - $1545 / night (excl. fees & taxes)
Red Brick Retreat - 8br 6ba Hot Tub Sauna Home Gym
8 Bedrooms
6 Bathrooms
$618 - $2060 / night (excl. fees & taxes)
25 Acre Mountain Playground, Close to Okemo, 2 Bedroom
2 Bedrooms
1 Bathroom
5
27 reviews$200 - $300 / night (excl. fees & taxes)
Close to Okemo, 25 Acre Mountain Playground, 2 Bedroom
2 Bedrooms
1 Bathroom
5
13 reviews$210 - $300 / night (excl. fees & taxes)
Mountain View Manor - Expansive Views, Hot Tub, Hiking & Nearby Lakes!
6 Bedrooms
5 Bathrooms
$464 - $2122 / night (excl. fees & taxes)
Stratton Loft with Pool
4 Bedrooms
2 Bathrooms
$163 - $715 / night (excl. fees & taxes)
Scandinavian Sauna near hiking and views
3 Bedrooms
3 Bathrooms
$194 - $672 / night (excl. fees & taxes)
5 Bedrooms
3 Bathrooms
$339 - $1530 / night (excl. fees & taxes)
4 Bedrooms
4 Bathrooms
5
6 reviews$228 - $892 / night (excl. fees & taxes)
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