A historic stone building with a yellow roof, surrounded by a white fence and lush green grass.

Cabin Rentals in Berkshire County

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Check prices for these dates

In two weeks
10 Jul - 12 Jul
In two months
21 Aug - 23 Aug
In three months
18 Sep - 20 Sep
In four months
16 Oct - 18 Oct

Top Cities in Berkshire County

A historic building with classical architecture, a traffic light, and a yellow taxi.
Cabin RentalsCabin Rentals

Pittsfield

Pittsfield

Our top choices for Berkshire County cabin rentals

Exterior

Quiet Comfortable Cabin 5 Min. Walk to Swimming and Boating

Quiet Comfortable Cabin 5 Min. Walk to Swimming and Boating
Sherwood Forest
9.6 out of 10, Exceptional, (248 reviews)
"We had a wonderful stay! The space had everything we needed to feel at home and relax"
United States
ashley H.
Quiet Comfortable Cabin 5 Min. Walk to Swimming and Boating
Exterior

A Beautiful Log Cabin In The Woods, On Pontoosuc Lake, Yet Near Everything

A Beautiful Log Cabin In The Woods, On Pontoosuc Lake, Yet Near Everything
Pittsfield
10.0 out of 10, Exceptional, (133 reviews)
"We had a Wonderful stay at The America House!"
United States
Norma K.
A Beautiful Log Cabin In The Woods, On Pontoosuc Lake, Yet Near Everything
Exterior

Berkshire Riverfront Ski Cabin: Close to Hiking!

Berkshire Riverfront Ski Cabin: Close to Hiking!
Southfield
9.6 out of 10, Exceptional, (44 reviews)
"Our stay was perfect. The picture window framed the gorgeous fall foliage! Even saw a few deer frolicking in the yard by the river. It was a peaceful and serene piece of property. "
United States
Alyson C.
Berkshire Riverfront Ski Cabin: Close to Hiking!
Exterior

Artist's Camp on Lake Mahkeenac

Artist's Camp on Lake Mahkeenac
Stockbridge
9.6 out of 10, Exceptional, (20 reviews)
"The best feature was being on the far side of Tanglewood! Getting in and out was very easy! My husband enjoyed the town beach as well"
United States
Nancy S.
Artist's Camp on Lake Mahkeenac
Exterior

Cabin w/ 3 Acres, Tennis Courts: By 4 Ski Mtns

Cabin w/ 3 Acres, Tennis Courts: By 4 Ski Mtns
Sandisfield
9.6 out of 10, Exceptional, (52 reviews)
Cabin w/ 3 Acres, Tennis Courts: By 4 Ski Mtns
Exterior

Cozy Stockbridge Cabin - Walk to Beach & Lake!

Cozy Stockbridge Cabin - Walk to Beach & Lake!
Stockbridge
9.4 out of 10, Exceptional, (14 reviews)
"Lovely destination! The lake is beautiful- easily accessible The paddle boards and kayaks were great- enjoyed the indoor and outdoor spaces- and the blackberries were ripe"
United States
Deborah K.
Cozy Stockbridge Cabin - Walk to Beach & Lake!
Exterior

A-Frame Cabin w/ Furnished Deck in Becket!

A-Frame Cabin w/ Furnished Deck in Becket!
Becket
9.0 out of 10, Wonderful, (11 reviews)
"We had a great stay at the a-frame. It was clean and cozy and had everything we needed for our stay. Would highly recommend!"
United States
Eli + Rachel
A-Frame Cabin w/ Furnished Deck in Becket!
Exterior detail

Beautiful 2-Bedroom + Loft with Hot Tub at Lake Ashmere

Beautiful 2-Bedroom + Loft with Hot Tub at Lake Ashmere
Hinsdale
9.8 out of 10, Exceptional, (38 reviews)
"Gorgeous place.Great stay.Will diff be backG"
United States
Gerard C.
The price is AED 783
AED 1,778 total
includes taxes & fees
8 Jul - 9 Jul
Beautiful 2-Bedroom + Loft with Hot Tub at Lake Ashmere
Exterior

Guesthouse Cabin vacation rentals in Berkshire County

Guesthouse Cabin vacation rentals in Berkshire County
Sheffield
10.0 out of 10, Exceptional, (10 reviews)
"Great place. I highly recommend for a group or family. Amazing views! Beautiful property very private and quiet. Cabin was also very well stocked and had great outdoor space. "
United States
deborah d.
The price is AED 1,469
AED 2,531 total
includes taxes & fees
29 Jun - 30 Jun
Guesthouse Cabin vacation rentals in Berkshire County
Terrace/patio

Secluded Forest Sanctuary • Outdoor Living, Yard, Views | Half Moon by AvantStay

Secluded Forest Sanctuary • Outdoor Living, Yard, Views | Half Moon by AvantStay
Great Barrington
9.8 out of 10, Exceptional, (19 reviews)
"Very enjoyable stay, highly recommended."
United States
Niall M.
Secluded Forest Sanctuary • Outdoor Living, Yard, Views | Half Moon by AvantStay
Exterior

Berkshires Cabin 2 Mi to Appalachian Trail!

Berkshires Cabin 2 Mi to Appalachian Trail!
Otis
9.8 out of 10, Exceptional, (12 reviews)
"The cabin was pretty much all we could wish for to spend a few cozy days in the beautiful Berkshires! "
Netherlands
Boukje S.
Berkshires Cabin 2 Mi to Appalachian Trail!
Property grounds

Berkshire Mountain Cottage - Spectacular Views of Mount Greylock

Berkshire Mountain Cottage - Spectacular Views of Mount Greylock
Clarksburg
9.6 out of 10, Exceptional, (4 reviews)
"It was a fine place to stay. The property is well kept and clean. The awkward things are: - It's missing a place to keep luggage/clothes...a dresser would be good - the kitchen could use better utensils and a microwave - the view is beautiful, but would be better if the windows had been cleaned more recently"
United States
Derek
Berkshire Mountain Cottage - Spectacular Views of Mount Greylock
Exterior

Ashmere Lake Log Cabin with privacy / 2 Bedrooms/ 3 night minimum

Ashmere Lake Log Cabin with privacy / 2 Bedrooms/ 3 night minimum
Hinsdale
9.8 out of 10, Exceptional, (59 reviews)
"Great cabin on a beautiful lake. Scenic drive to all other attractions in the Berkshires (Lenox, Mt. Greylock, etc.). We enjoyed our stay!"
United States
Tatiana K.
Ashmere Lake Log Cabin with privacy / 2 Bedrooms/ 3 night minimum
Exterior

Luxe Log Cabin Minutes From Skiing, Hiking, & More

Luxe Log Cabin Minutes From Skiing, Hiking, & More
Great Barrington
Luxe Log Cabin Minutes From Skiing, Hiking, & More
Exterior

Misty Pines Cabin | Wood Stove • Sauna

Misty Pines Cabin | Wood Stove • Sauna
Monterey
10.0 out of 10, Exceptional, (1 review)
"Cabin was incredible! Clean, private, rustic, perfect furnishings, and super comfortable beds! Screened in porch is a huge bonus (spent most of our time there)! Top notch location for hiking - don’t miss the AT at the top of the road. Will definitely be back!"
United States
Erin C.
Misty Pines Cabin | Wood Stove • Sauna
Exterior

Lakeshore cabin with beach and dock

Lakeshore cabin with beach and dock
Stockbridge
10.0 out of 10, Exceptional, (4 reviews)
"Took advantage of the peaceful setting and location to nearby attractions!"
United States
Frances H.
Lakeshore cabin with beach and dock
Exterior

Timpani Corners | Private Pond • AC

Timpani Corners | Private Pond • AC
Lenox
Timpani Corners | Private Pond • AC
Exterior

Log Cabin in the Woods with a Rustic Vibe

Log Cabin in the Woods with a Rustic Vibe
Great Barrington
Log Cabin in the Woods with a Rustic Vibe
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 Berkshire County Hotel Reviews

Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG

8/10 Good
"Older building but excellent location Massive renovation going on"
Paresh 3-night trip
Posted 4 hours ago
Holiday Inn & Suites Pittsfield-Berkshires by IHG