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Compare 121 Cottages in Pittsfield with updated reviews, rates, and availability.

Cozy, Pet-Friendly Escape Near Lake & Mountains
Cozy, Pet-Friendly Escape Near Lake & Mountains
10.0 out of 10, Exceptional, (32)

Rustic Rose Cottage of Historic West Lebanon
Rustic Rose Cottage of Historic West Lebanon
10.0 out of 10, Exceptional, (16)
The price is AED 522
AED 989 total
includes taxes & fees
3 Jun - 4 Jun

Cottage with great beach.
Cottage with great beach.
10.0 out of 10, Exceptional, (3)

Walk to Marina: Cute Gilford Cottage w/ Grill
Walk to Marina: Cute Gilford Cottage w/ Grill
9.8 out of 10, Exceptional, (17)

Fun Family Wolfeboro Winnipesaukee Bay Waterfront with SUP, 5 Kayaks & 2 Canoes
Fun Family Wolfeboro Winnipesaukee Bay Waterfront with SUP, 5 Kayaks & 2 Canoes
9.6 out of 10, Exceptional, (84)

Cozy cottage with private HOT TUB, lake access, Gunstock mountain & fire pit
Cozy cottage with private HOT TUB, lake access, Gunstock mountain & fire pit
9.6 out of 10, Exceptional, (24)
The price is AED 474
AED 917 total
includes taxes & fees
19 May - 20 May

Winnipesaukee house w/ dock included.
Winnipesaukee house w/ dock included.
8.8 out of 10, Excellent, (3)

Waterfront Cottage, Quiet and Secluded, on Swains Lake
Waterfront Cottage, Quiet and Secluded, on Swains Lake
9.4 out of 10, Exceptional, (62)
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, (16)
The price is AED 413
AED 588 total
includes taxes & fees
26 May - 27 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, (168)

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)
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

TownePlace Suites by Marriott Gilford
5/5 Excellent
"Very nice "
A verified traveler stayed at TownePlace Suites by Marriott Gilford
Posted 11 hours ago