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Check prices for these dates

In two weeks
5 Sep - 7 Sep
In one month
19 Sep - 21 Sep
In two months
17 Oct - 19 Oct
In three months
14 Nov - 16 Nov

Cabin Rentals in Pittsfield

Our top choices for Pittsfield cabin rentals

Florida Mountain Log Cabin!
TV

Florida Mountain Log Cabin!

2.0 star property
10.0 out of 10, Exceptional, (3)
"Place was super clean. Beds were comfortable. Location was great."
The price is SAR 690
SAR 1,491 total
includes taxes & fees
3 Sep - 4 Sep
Florida Mountain Log Cabin!
Taborton Harvest Timber Trails Unique cabin experience
Fridge, microwave, oven, stovetop

Taborton Harvest Timber Trails Unique cabin experience

10.0 out of 10, Exceptional, (1)
"The cabin was exactly what my daughter and I were looking for. Everything was clean, organized and family friendly. A bonus was the property connects to Bessie Woods and we were able to go for a hike on the trails without even having to leave the property. If you love quiet and the sounds of nature, this is the perfect place for you. We can’t wait to stay there again soon."
The price is SAR 488
SAR 708 total
includes taxes & fees
22 Aug - 23 Aug
Taborton Harvest Timber Trails Unique cabin experience
Dog Friendly A-Frame in the Berkshires! Walk to lake with beach access!
Outdoor dining

Dog Friendly A-Frame in the Berkshires! Walk to lake with beach access!

10.0 out of 10, Exceptional, (3)
"We loved it! Lots of local hiking trails and a wonderful relaxing place."
The price is SAR 608
SAR 1,497 total
includes taxes & fees
3 Sep - 4 Sep
Dog Friendly A-Frame in the Berkshires! Walk to lake with beach access!
Lake Cabin sits Directly on Crooked Lake- Scenic Views Galore !
1 bedroom, in-room safe, WiFi, bed sheets

Lake Cabin sits Directly on Crooked Lake- Scenic Views Galore !

10.0 out of 10, Exceptional, (14)
"Unfortunately, we were not there for a whole lot of daylight because this location is extremely beautiful."
The price is SAR 760
SAR 1,169 total
includes taxes & fees
1 Sep - 2 Sep
Lake Cabin sits Directly on Crooked Lake- Scenic Views Galore !
Charming 3-bedroom Cabin for nature lovers
Interior

Charming 3-bedroom Cabin for nature lovers

8.0 out of 10, Very Good, (1)
"Very nice place to stay for our 3 day hike on the AT. The view from the deck is amazing and the living room is huge with an old stone fireplace which we didn’t use because it was 90 degrees each day. The Mexican restaurant in town (Norte Azul) has an extensive menu and a good variety of beer on tap. Highly recommend visiting Mt Greylock in MA, about 30 mins away. It has an even better restaurant on top (you need reservations) and is right on the Appalachian Trail so you will meet all sorts on...
The price is SAR 675
SAR 1,295 total
includes taxes & fees
9 Sep - 10 Sep
Charming 3-bedroom Cabin for nature lovers
Bear Creek Cabin
Exterior

Bear Creek Cabin

10.0 out of 10, Exceptional, (36)
"Enjoyed our stay"
The price is SAR 1,501
SAR 2,264 total
includes taxes & fees
3 Sep - 4 Sep
Bear Creek Cabin
Taborton Harvest Boulder Pines Cabin in the woods
Exterior detail

Taborton Harvest Boulder Pines Cabin in the woods

10.0 out of 10, Exceptional, (12)
"Such a sweet spot in the woods! Can’t wait to come back."
The price is SAR 488
SAR 708 total
includes taxes & fees
31 Aug - 1 Sep
Taborton Harvest Boulder Pines Cabin in the woods
Luxury, modern AIRSTREAM at June Farms!
Fridge, microwave, stovetop, coffee/tea maker

Luxury, modern AIRSTREAM at June Farms!

9.8 out of 10, Exceptional, (7)
"We’ve stayed at several of the various cabins at June Farms. This one, like the others, is unique and fantastic. Would absolutely stay again!"
The price is SAR 993
SAR 2,648 total
includes taxes & fees
25 Aug - 26 Aug
Luxury, modern AIRSTREAM at June Farms!
A stunning, modern Lodge with rustic charm at June Farms!
2 bedrooms, iron/ironing board, free WiFi, bed sheets

A stunning, modern Lodge with rustic charm at June Farms!

10.0 out of 10, Exceptional, (4)
"2nd time staying at The Lodge , had a wonderful relaxing few days ! Enjoyed long walks , and the animals . The weather was perfect , couldn't have asked for anything more! Thank you !"
The price is SAR 1,520
SAR 3,457 total
includes taxes & fees
25 Aug - 26 Aug
A stunning, modern Lodge with rustic charm at June Farms!
The Greylock Cabin - True Cabin in the woods on 30 acres. Pet-Friendly
Interior

The Greylock Cabin - True Cabin in the woods on 30 acres. Pet-Friendly

The price is SAR 885
SAR 1,729 total
includes taxes & fees
2 Sep - 3 Sep
The Greylock Cabin - True Cabin in the woods on 30 acres. Pet-Friendly
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

Berkshire Inn

Berkshire Inn

10/10 Excellent
"Property and rooms were nice and clean. Well taken care of for this older motel. The redone pool was nice. We were able to walk to a few places to eat. Convenient and inexpensive compared to surrounding hotels. A nice gem. Definitely would recommend "
Leah 1-night trip
Posted 1 day ago
Berkshire Inn