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Compare 5 Chalets in Chatham with updated reviews, rates, and availability.

Berkshires Hilltop Retreat w Magic View! 15 mins to Ski Butternut.

9.8 out of 10, Exceptional, (23)
"Short couples getaway to recharge. The house was perfect and the wood stove kept the house toasty through the cold windy stay. HINT: coming from NY/NJ, buy your groceries as you pass through Great Barrington and save that extra trip."
Berkshires Hilltop Retreat w Magic View! 15 mins to Ski Butternut.

Lakefront on the quiet side of main lake!

9.6 out of 10, Exceptional, (70)
"The property is very clean. The management is very responsive. We absolutely enjoyed our time."
Lakefront on the quiet side of main lake!

SRC-Hudson Valley/Berkshires Cultural Corridor

SRC-Hudson Valley/Berkshires Cultural Corridor

Lakefront w/Dock! Family Friendly Amenities, Close to skiing and Hudson, NY

8.8 out of 10, Excellent, (6)
"Beautiful home and property! Incredibly well-stocked, great location, beautiful lake. Highly recommend."
Lakefront w/Dock! Family Friendly Amenities, Close to skiing and Hudson, NY

Majestic Lake Front Chalet

2.0 star property
Majestic Lake Front Chalet
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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Other property types in Chatham

Vacation Village in the Berkshires

3.0 star property
8.6 out of 10, Excellent, (1799)
"Always a great place to stay!!"
The price is SAR 388
SAR 467 total
includes taxes & fees
27 Apr - 28 Apr
Vacation Village in the Berkshires

Postcard Cabins Eastern Catskills

2.0 star property
8.6 out of 10, Excellent, (9)
"We always live these cabins & we've been coming for years!"
The price is SAR 469
SAR 648 total
includes taxes & fees
30 Apr - 1 May
Postcard Cabins Eastern Catskills

Micosta Leisure Inn

3.0 star property
9.2 out of 10, Wonderful, (96)
"Third or fourth time staying. Always a pleasure "
The price is SAR 487
SAR 526 total
includes taxes & fees
11 May - 12 May
Micosta Leisure Inn
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.