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Compare 59 Cabin Rentals in Pittsfield with updated reviews, rates, and availability.

Romantic Retreat: Mt. Views, Hot Tub, Movie Theater
Romantic Retreat: Mt. Views, Hot Tub, Movie Theater
10.0 out of 10, Exceptional, (484)

Ski in & out Spruce Glen Townhomes on Great Eastern Trail
Ski in & out Spruce Glen Townhomes on Great Eastern Trail
9.0 out of 10, Wonderful, (41)

Cozy Loft for two with Hot Tub & Mtn Views
Cozy Loft for two with Hot Tub & Mtn Views
10.0 out of 10, Exceptional, (233)

Charming farmhouse, dog friendly, Appalachian trail access
Charming farmhouse, dog friendly, Appalachian trail access
7.2 out of 10, Good, (5)

Cozy Hideaway near Ludlow/Okemo. HOT TUB!!
Cozy Hideaway near Ludlow/Okemo. HOT TUB!!
9.8 out of 10, Exceptional, (202)

Classic Vermont Cabin on 2.5 acres Lake Frontage
Classic Vermont Cabin on 2.5 acres Lake Frontage
9.8 out of 10, Exceptional, (106)

Pond View Cabin-Rustic 2 Bedroom-Sleeps 4
Pond View Cabin-Rustic 2 Bedroom-Sleeps 4

Killington / Mendon CLEAN, 2 bedroom cabin
Killington / Mendon CLEAN, 2 bedroom cabin
9.8 out of 10, Exceptional, (6)
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 Pittsfield

Killington Vermont Ski and Snowmobiling House
Killington Vermont Ski and Snowmobiling House
9.4 out of 10, Exceptional, (42)

Mountain Green
Mountain Green
5.8 out of 10, (8)
The price is AED 859
AED 1,153 total
includes taxes & fees
18 Mar - 19 Mar

Cozy Loft for two with Hot Tub & Mtn Views
Cozy Loft for two with Hot Tub & Mtn Views
10.0 out of 10, Exceptional, (233)
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 Pittsfield hotels
Recent reviews of Pittsfield hotels

Snowed Inn
5/5 Excellent
"Very nice Inn. Efficient and well run, the owners know what they are doing. Breakfast ordered ahead of time and a hot tub sign out means no hurry up and wait. "
A verified traveler stayed at Snowed Inn
Posted 18 hours ago
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