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Compare 402 Condo Rentals in Chester with updated reviews, rates, and availability.
TRAILSIDE, Huge, Newly Renovated, 6 bedroom condo ski-on ski-off, sleeps 18
TRAILSIDE, Huge, Newly Renovated, 6 bedroom condo ski-on ski-off, sleeps 18
9.6 out of 10, Exceptional, (69)
⭐️Ski-On/Ski-Off COZY BEAUTIFUL MOUNTAIN CONDO 2-Bed/2-Bath with Fireplace
⭐️Ski-On/Ski-Off COZY BEAUTIFUL MOUNTAIN CONDO 2-Bed/2-Bath with Fireplace
10.0 out of 10, Exceptional, (47)
Ski-in/Ski-Out Peru Condo w/ Fire Pit & Grill!
Ski-in/Ski-Out Peru Condo w/ Fire Pit & Grill!
10.0 out of 10, Exceptional, (3)
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Ski-in/out condo with fireplace, hot tubs. pool, tennis & washer/dryer
Ski-in/out condo with fireplace, hot tubs. pool, tennis & washer/dryer
9.6 out of 10, Exceptional, (22)
Modern & Updated Winterplace 3Br- Sleeps 12 by RedAwning
Modern & Updated Winterplace 3Br- Sleeps 12 by RedAwning
7.4 out of 10, Good, (3)
SUNRISE 3BR - 2 Story Remodeled Condo - SKI ON & OFF. Pool + Trailside
SUNRISE 3BR - 2 Story Remodeled Condo - SKI ON & OFF. Pool + Trailside
10.0 out of 10, Exceptional, (151)
Ski-in/out condo with pool, 2 hot tubs, sauna - short walk to Solitude clubhouse
Ski-in/out condo with pool, 2 hot tubs, sauna - short walk to Solitude clubhouse
8.8 out of 10, Excellent, (11)
Spacious Mount Snow condo near slopes with private hot tub, sauna & fireplace
Spacious Mount Snow condo near slopes with private hot tub, sauna & fireplace
8.4 out of 10, Very Good, (12)
Ski-in/out condo with pool, hot tub, sauna & fast WiFi
Ski-in/out condo with pool, hot tub, sauna & fast WiFi
8.2 out of 10, Very Good, (17)
Mountain-view condo with private balcony, fireplace, & updated interior
Mountain-view condo with private balcony, fireplace, & updated interior
9.0 out of 10, Wonderful, (6)
Ski-In/Out condo with patio, mountain views, washer/dryer, & cable
Ski-In/Out condo with patio, mountain views, washer/dryer, & cable
9.2 out of 10, Wonderful, (19)
The price is SAR 206
SAR 913 total
includes taxes & fees
30 Jun - 1 Jul
Ski-in/out condo with water & mountain views, private sauna & fireplace
Ski-in/out condo with water & mountain views, private sauna & fireplace
9.8 out of 10, Exceptional, (38)
Just steps away from Stratton Village
Just steps away from Stratton Village
10.0 out of 10, Exceptional, (1)
Ski Haven: 1-Bed Condo, Okemo Base Area Retreat
Ski Haven: 1-Bed Condo, Okemo Base Area Retreat
10.0 out of 10, Exceptional, (4)
Escape to This Mountain Retreat Near Hiking Trails, Pools, and Golf Courses
Escape to This Mountain Retreat Near Hiking Trails, Pools, and Golf Courses
10.0 out of 10, Exceptional, (4)
Après Chalet: A Modern Ski-In/Out condo at Okemo
Après Chalet: A Modern Ski-In/Out condo at Okemo
10.0 out of 10, Exceptional, (14)
Mountain Home w/Balcony, Pool Views, Shared Pool, Hot Tub, Free WiFi, Fireplace
Mountain Home w/Balcony, Pool Views, Shared Pool, Hot Tub, Free WiFi, Fireplace
8.8 out of 10, Excellent, (16)
Okemo Ski Condo:3BR +loft Sleeps 10,Pool Fireplace
Okemo Ski Condo:3BR +loft Sleeps 10,Pool Fireplace
9.4 out of 10, Exceptional, (3)
★No Cleaning Fee★10% OFF★Walk To Mountain★Amenities+
★No Cleaning Fee★10% OFF★Walk To Mountain★Amenities+
10.0 out of 10, Exceptional, (38)
Killington Sun Dog Trail ski-on ski-off 2 bedroom 2 bathroom 1st floor condo
Killington Sun Dog Trail ski-on ski-off 2 bedroom 2 bathroom 1st floor condo
10.0 out of 10, Exceptional, (20)
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, (32)
Long Trail House at Stratton Mountain Resort
Long Trail House at Stratton Mountain Resort
8.4 out of 10, Very Good, (70)
The price is SAR 1,204
SAR 1,438 total
includes taxes & fees
27 Jun - 28 Jun
Cozy Hideaway near Ludlow/Okemo. HOT TUB!!
Cozy Hideaway near Ludlow/Okemo. HOT TUB!!
9.8 out of 10, Exceptional, (178)
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.
Recent reviews of Chester hotelsExpedia verified reviews
![Kimpton Taconic Hotel, an IHG Hotel](http://images.trvl-media.com/lodging/2000000/1580000/1573000/1572989/72cb9377_y.jpg)
Kimpton Taconic Hotel, an IHG Hotel
5/5 Excellent
"A lovely New England inn with just the right updates and comfortable amenities "
A verified traveler from Williamstown stayed at Kimpton Taconic Hotel, an IHG Hotel
Posted 19 hours ago
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