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Compare 41 Cottages in Pittsfield with updated reviews, rates, and availability.

Pristine Custom Cottage, Grand Piano, Massage Studio on Site
Pristine Custom Cottage, Grand Piano, Massage Studio on Site
10.0 out of 10, Exceptional, (52)
The price is AED 459
AED 720 total
includes taxes & fees
25 Mar - 26 Mar

Cozy 2br cottage with firepit, long lake views, lake access and shady/sunny dock
Cozy 2br cottage with firepit, long lake views, lake access and shady/sunny dock
9.8 out of 10, Exceptional, (10)

Some places accept dogs. At The Paw House Inn, we CATER entirely to dog lovers
Some places accept dogs. At The Paw House Inn, we CATER entirely to dog lovers

Cozy 1850s home on the riverfront with mountain & river views - dog-friendly
Cozy 1850s home on the riverfront with mountain & river views - dog-friendly
9.4 out of 10, Exceptional, (16)

Woodstock Village Carriage House
Woodstock Village Carriage House
9.6 out of 10, Exceptional, (90)

New Lakeside Cottage near Okemo and Killington
New Lakeside Cottage near Okemo and Killington
9.6 out of 10, Exceptional, (153)

The Mendon Cottage: Charming Home Close to Killington, Pico and Rutland.
The Mendon Cottage: Charming Home Close to Killington, Pico and Rutland.
10.0 out of 10, Exceptional, (2)
The price is AED 574
AED 1,835 total
includes taxes & fees
25 Mar - 26 Mar

Cozy Cabin Retreat
Cozy Cabin Retreat
10.0 out of 10, Exceptional, (26)
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)

Killington area home - 4-seasons & hot tub. Sleeps 13+
Killington area home - 4-seasons & hot tub. Sleeps 13+
9.8 out of 10, Exceptional, (116)

Private Killington Area Inn all to Yourself!
Private Killington Area Inn all to Yourself!
10.0 out of 10, Exceptional, (38)
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

The Mountain Inn at Killington
5/5 Excellent
Killington get away
"ski trip, great location
"
A verified traveler stayed at The Mountain Inn at Killington
Posted 2 days ago
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