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Our top choices for Pittsfield cabin rentals

1. Beautiful 2-Bedroom + Loft with Hot Tub at Lake Ashmere
Beautiful 2-Bedroom + Loft with Hot Tub at Lake AshmereHinsdale
9.8 out of 10, Exceptional, (41 reviews)
The price is €359
includes taxes & fees
12 Nov - 13 Nov

2. Taborton Harvest-Fiddlehead cabin in cool Sand Lake perfect for relaxing getaway
Taborton Harvest-Fiddlehead cabin in cool Sand Lake perfect for relaxing getawaySand Lake
10.0 out of 10, Exceptional, (1 review)
The price is €159
includes taxes & fees
13 Nov - 14 Nov

3. Taborton Harvest Boulder Pines Cabin in the woods
Taborton Harvest Boulder Pines Cabin in the woodsSand Lake
10.0 out of 10, Exceptional, (20 reviews)
The price is €145
includes taxes & fees
12 Nov - 13 Nov

4. Taborton Harvest Timber Trails Unique cabin experience
Taborton Harvest Timber Trails Unique cabin experienceSand Lake
10.0 out of 10, Exceptional, (7 reviews)
The price is €145
includes taxes & fees
14 Nov - 15 Nov

5. A spectacularly charming LAKE HOUSE on gorgeous Burden Lake!
A spectacularly charming LAKE HOUSE on gorgeous Burden Lake!Averill Park
10.0 out of 10, Exceptional, (4 reviews)
The price is €523
includes taxes & fees
12 Nov - 13 Nov

6. A stunning, modern Lodge with rustic charm at June Farms!
A stunning, modern Lodge with rustic charm at June Farms!West Sand Lake
10.0 out of 10, Exceptional, (5 reviews)
The price is €505
includes taxes & fees
12 Nov - 13 Nov

7. Luxury, modern AIRSTREAM at June Farms!
Luxury, modern AIRSTREAM at June Farms!West Sand Lake
9.8 out of 10, Exceptional, (7 reviews)
The price is €467
includes taxes & fees
23 Nov - 24 Nov

8. Ideal location for summer and winter activities with plenty of outdoor space.
Ideal location for summer and winter activities with plenty of outdoor space.Hillsdale
9.8 out of 10, Exceptional, (80 reviews)
The price is €311
includes taxes & fees
16 Nov - 17 Nov

9. Bear Creek Cabin
Bear Creek CabinCharlemont
9.8 out of 10, Exceptional, (55 reviews)
The price is €506
includes taxes & fees
15 Nov - 16 Nov
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.
Learn more about Pittsfield
Nestled in the heart of the Berkshires, this cultural hub boasts the renowned Berkshire Museum and historic Colonial Theatre. Outdoor enthusiasts can hike nearby Pittsfield State Forest trails before exploring the vibrant downtown's farm-to-table restaurants and local art galleries.

































