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Our top choices for Pittsfield chalets
Chalet in East Warren
Dreamy Artist Chalet in Secluded Historic Village9.4 out of 10, Exceptional, (11 reviews)
"Everything was beautiful. But for sure needs new mattress and pillows. "
Jeanette R.
The price is AED 850
AED 1,643 total
includes taxes & fees
27 Jan - 28 Jan
Chalet in Stockbridge
Gnome Home Mountain Ski Chalet w/Sauna Killington10.0 out of 10, Exceptional, (4 reviews)
"Nice property in a beautiful location. Host was very responsive and informative. Thanks for the stay!"
Gerald S.
The price is AED 962
AED 2,025 total
includes taxes & fees
26 Jan - 27 Jan
Chalet in North Sherburne
Fabulous 4-bedroom chalet in tranquil Killington getaway with gorgeous Hot tub7.4 out of 10, Good, (3 reviews)
"Great layout for our family of five!"
Jennifer P.
The price is AED 909
AED 2,098 total
includes taxes & fees
12 Feb - 13 Feb
Chalet in Killington
BearVaria- Hot Tub, Fireplace, Close to Trails!10.0 out of 10, Exceptional, (9 reviews)
"Great quite location near restaurants and 5 mins from the slopes. The kids loved the little arcade area and the hot tub was great for after skiing. Furniture was a little outdated but met our needs for a fun family vacation"
Uyen B.
8.8 out of 10, Excellent, (3 reviews)
"Great location and ski house layout. Pool Table Rec Room, TV Rec Room and Hot Tub."
Rob S.
Chalet in East Warren
Handcrafted Log Home Near Sugarbush & Mad River Glen • Walk to Blueberry Lake10.0 out of 10, Exceptional, (3 reviews)
"The house is amazing. The hosts clearly love it, and it shows in how well it is set up and stocked. Highly recommended."
Greg E.
The price is AED 1,289
AED 2,337 total
includes taxes & fees
26 Jan - 27 Jan
Chalet in Killington
The Overlook - Hot Tub, Game Room, 5min to MTN10.0 out of 10, Exceptional, (2 reviews)
"We stayed at the overlook for a family ski trip. It was the perfect place for our family of 4 with 2 young kids. The house was well appointed and what we expected, our hosts communicated well and it was an easy drive to killington mountain every day to ski."
Matt F.
Chalet in Killington
BearHaus-Fireplace, HUGE indoor Hot Tub, Sleeps 149.6 out of 10, Exceptional, (5 reviews)
"Great property - excellent hosts. Close to mountain and restaurants"
Eric D.
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 Pittsfield Hotel Reviews
Best Western Inn & Suites Rutland-Killington
10/10 Excellent
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