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Our top choices for Chester condo rentals
Ski-In/Out condo with patio, mountain views, washer/dryer, & cable
Ski-In/Out condo with patio, mountain views, washer/dryer, & cableClock Tower Base Area
9.2 out of 10, Wonderful, (30 reviews)
"The slope side condo was wonderful, warm and had everything we needed. Thank you, Amy"
AMY K.
The price is CA $75
CA $328 total
includes taxes & fees
Jul 20 - Jul 21
Ski-in/out mountainside condo close to everything with full kitchen - tranquil
Ski-in/out mountainside condo close to everything with full kitchen - tranquilClock Tower Base Area
8.8 out of 10, Excellent, (81 reviews)
"Lots of steps but great space. Blankets were dirty, which was the only downside. "
serena m.
The price is CA $105
CA $370 total
includes taxes & fees
Jul 20 - Jul 21
Condo with Seasonal Pool & Tennis Courts - Walk to Ski Trails
Condo with Seasonal Pool & Tennis Courts - Walk to Ski TrailsLudlow
The price is CA $88
CA $421 total
includes taxes & fees
Aug 2 - Aug 3
Downtown Condo w/ Electric Fireplace, WiFi & Shuttle Stop Across the Street
Downtown Condo w/ Electric Fireplace, WiFi & Shuttle Stop Across the StreetLudlow
9.0 out of 10, Wonderful, (26 reviews)
"Great location - walkable to small town. Very close drive to slopes"
Keath
The price is CA $147
CA $373 total
includes taxes & fees
Jul 20 - Jul 21
Ski-In/Out Condo with Mountain Views, and Washer/Dryer
Ski-In/Out Condo with Mountain Views, and Washer/DryerLudlow
9.6 out of 10, Exceptional, (18 reviews)
"Very clean and comfortable for our family of 4. Great ski-in/ski-out location - easily accessible to all lifts. Highly recommend. "
Carey S.
The price is CA $199
CA $629 total
includes taxes & fees
Jul 20 - Jul 21
Lovely ski-in/out condo steps from ski lift with trails and amazing views
Lovely ski-in/out condo steps from ski lift with trails and amazing viewsStratton
8.4 out of 10, Very good, (35 reviews)
"I have stayed in this condo a few times now, and for my needs it is a great value; affordable, comfortable and ideal location. "
eric m.
The price is CA $105
CA $440 total
includes taxes & fees
Jul 20 - Jul 21
2nd-floor downtown Ludlow studio condo with kitchenette, streaming
2nd-floor downtown Ludlow studio condo with kitchenette, streamingLudlow
8.6 out of 10, Excellent, (4 reviews)
"Great location and convenient to all local businesses. I enjoyed it very much. Would stay here anytime and plan to again. "
Kevin C.
The price is CA $140
CA $358 total
includes taxes & fees
Jul 20 - Jul 21
Beautiful Condominium at Castle Hill Resort, 10 Minutes from Okemo Ski Resort
Beautiful Condominium at Castle Hill Resort, 10 Minutes from Okemo Ski ResortCavendish
10.0 out of 10, Exceptional, (23 reviews)
"Great location, and comfortable for the whole family. Everyone in the enjoyed the open living room and dining room, plus the privacy of their own bedroom space. "
Ania H.
The price is CA $421
CA $757 total
includes taxes & fees
Jul 20 - Jul 21
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.
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Top Chester Hotel Reviews
Kimpton Taconic Hotel by IHG
10/10 Excellent
Find out more about Chester
Chester Condo Rentals information
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