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Compare 439 Vacation Homes in Pittsfield with updated reviews, rates, and availability.

Safe Peaceful Quite Bright Gorgeous Accessibility
Safe Peaceful Quite Bright Gorgeous Accessibility
The price is SAR 844
SAR 1,514 total
includes taxes & fees
30 Apr - 1 May

Lakefront 4 Bedroom 2 Bathroom Retreat with Beach and Dock
Lakefront 4 Bedroom 2 Bathroom Retreat with Beach and Dock
9.6 out of 10, Exceptional, (20)
The price is SAR 375
SAR 1,575 total
includes taxes & fees
27 Apr - 28 Apr

Lake Access, Mtn Views, Game Room, Hot Tub & More!
Lake Access, Mtn Views, Game Room, Hot Tub & More!

Updated Cape home with WiFi, W/D, full kitchen & clawfoot tub
Updated Cape home with WiFi, W/D, full kitchen & clawfoot tub
9.8 out of 10, Exceptional, (31)

Six-Bedroom Family Retreat Near Portsmouth
Six-Bedroom Family Retreat Near Portsmouth

Barn Off the beaten path yet close to everything.
Barn Off the beaten path yet close to everything.
10.0 out of 10, Exceptional, (16)

Private Home with Large Indoor pool- Perfect for Summer Fun, Fall Foliage & Ski
Private Home with Large Indoor pool- Perfect for Summer Fun, Fall Foliage & Ski
10.0 out of 10, Exceptional, (167)

Cozy A-frame Cabin- Walk to Hills pond/Sunset lake- 20 mins to gunstock
Cozy A-frame Cabin- Walk to Hills pond/Sunset lake- 20 mins to gunstock
9.8 out of 10, Exceptional, (97)
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

Postcard Cabins Blake Brook
Postcard Cabins Blake Brook
10.0 out of 10, Exceptional, (13)
The price is SAR 422
SAR 600 total
includes taxes & fees
20 May - 21 May

Private Home with Large Indoor pool- Perfect for Summer Fun, Fall Foliage & Ski
Private Home with Large Indoor pool- Perfect for Summer Fun, Fall Foliage & Ski
10.0 out of 10, Exceptional, (167)

Cedar Lodge condo with mountain & lake Winnipesauke views!
Cedar Lodge condo with mountain & lake Winnipesauke views!
9.6 out of 10, Exceptional, (40)
The price is SAR 177
SAR 556 total
includes taxes & fees
30 Apr - 1 May
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

Hampton Inn by Hilton Concord/Bow
5/5 Excellent
"Quiet location and close to highways. It is very clean and the staff are always very helpful. Breakfast served is so good and so many choices! "
A verified traveler stayed at Hampton Inn by Hilton Concord/Bow
Posted 2 days ago