A lake surrounded by autumn-colored trees and a rocky shoreline.

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Check prices for these dates

In two weeks
Sep 25 - Sep 27
In two months
Nov 6 - Nov 8
In three months
Dec 4 - Dec 6
In four months
Jan 1 - Jan 3

Our top choices for Pittsfield cottages

Exterior

1. Pristine Custom Cottage, Grand Piano, Massage Studio on Site

Pristine Custom Cottage, Grand Piano, Massage Studio on Site
Leicester
10.0 out of 10, Exceptional, (89 reviews)
"Definitely super SUPER clean all throughout! The ambiance is perfect, just a beautiful cottage with all the amenities you might need. Perfect place to stay."
United States
Julian V.
$169 nightly
The price is $189
Sep 10 - Sep 11
Total with taxes and fees
Pristine Custom Cottage, Grand Piano, Massage Studio on Site
Property grounds

2. Cozy Cabin Retreat

Cozy Cabin Retreat
Roxbury
10.0 out of 10, Exceptional, (40 reviews)
"Host was very friendly and accommodating "
United States
Alexandria
$190 nightly
The price is $213
Sep 10 - Sep 11
Total with taxes and fees
Cozy Cabin Retreat
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

Emrose Luxury Cabins

Emrose Luxury Cabins

10/10 Excellent
"A++ will be back soon"
Charlie 1-night trip
Posted 10 hours ago
Emrose Luxury Cabins

Find out more about Pittsfield

Pittsfield Cottages information

Number of reviews
129
Accommodation
59 Cottages
Lowest Price
$189
Highest Price
$213

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