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Check prices for these dates

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

Featured Cabin Rentals in Pittsfield

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 AU$298
includes taxes & fees
24 Aug - 25 Aug
Taborton Harvest Boulder Pines Cabin in the woods
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 AU$619
includes taxes & fees
3 Sept - 4 Sept
Florida Mountain Log Cabin!
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, (15)
"Unfortunately, we were not there for a whole lot of daylight because this location is extremely beautiful."
The price is AU$484
includes taxes & fees
1 Sept - 2 Sept
Lake Cabin sits Directly on Crooked Lake- Scenic Views Galore !
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 AU$705
includes taxes & fees
1 Sept - 2 Sept
Dog Friendly A-Frame in the Berkshires! Walk to lake with beach access!
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 AU$294
includes taxes & fees
24 Aug - 25 Aug
Taborton Harvest Timber Trails Unique cabin experience
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 AU$526
includes taxes & fees
22 Sept - 23 Sept
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 AU$932
includes taxes & fees
24 Aug - 25 Aug
Bear Creek Cabin
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 AU$1,099
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 AU$1,435
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 AU$718
includes taxes & fees
2 Sept - 3 Sept
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

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

10/10 Excellent
"Great hotel! "
Barbara A 1-night trip
Posted 17 hours ago
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

Frequently asked questions

What are the best cabins near Pittsfield?
Ranging from small and rustic to those full of luxury and style, you have 367 cabins to pick from in and around Pittsfield. A few of the most popular options are Log Cabin Living On The Esopus Creek and Private And Artistic Cabin, Pet Friendly.
Are there cheap cabins in Pittsfield?
For a nicely priced escape in nature, look no further than our cheap cabins in Pittsfield. Wake in the morning to the sweet sound of birds chirping from one of our cosy retreats priced from AU$294 to AU$932 per night.These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
What are the best mountain cabins near Pittsfield?
If you've ever longed to sneak off to a cabin up in the mountains with only Mother Nature and amazing views for company, you're certainly not alone. The Luxury Lodge - Ski, Ride, Golf attracts plenty of guests craving time out. This mountain cabin near Pittsfield comes with many conveniences, such as nearby hunting activities and a microwave oven. Another option is Cabin - The Lakefront Retreat - Ski, Ride. A wood stove, nearby hunting activities and lots of opportunities to get out into the wilderness make it a traveller favourite.