Search the Best Cabins in Pittsfield

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Oct 17 - Oct 19
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Dec 12 - Dec 14

Cabin Rentals in Pittsfield

Quiet Comfortable Cabin 5 Min. Walk to Swimming and Boating
Exterior

Quiet Comfortable Cabin 5 Min. Walk to Swimming and Boating

9.6 out of 10, Exceptional, (222)
"Great place to get away from it all. Very quiet. Short drive to trailheads and restaurants and all the other hustle and bustle of the Berkshires."
Quiet Comfortable Cabin 5 Min. Walk to Swimming and Boating
Florida Mountain Log Cabin!
Exterior

Florida Mountain Log Cabin!

2.0 star property
10.0 out of 10, Exceptional, (4)
"Place was super clean. Beds were comfortable. Location was great."
$413 nightly
The price is $437
Sep 22 - Sep 23
Total with taxes and fees
Florida Mountain Log Cabin!
The Greylock Cabin - True Cabin in the woods on 30 acres. Pet-Friendly
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The Greylock Cabin - True Cabin in the woods on 30 acres. Pet-Friendly

10.0 out of 10, Exceptional, (1)
"Wonderful view, peaceful quiet area, cosy cabin."
$420 nightly
The price is $444
Oct 2 - Oct 3
Total with taxes and fees
The Greylock Cabin - True Cabin in the woods on 30 acres. Pet-Friendly
Ideal location for summer and winter activities with plenty of outdoor space.
Exterior

Ideal location for summer and winter activities with plenty of outdoor space.

9.8 out of 10, Exceptional, (74)
"Excellent host!"
Ideal location for summer and winter activities with plenty of outdoor space.
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."
$165 nightly
The price is $183
Sep 20 - Sep 21
Total with taxes and fees
Taborton Harvest Boulder Pines Cabin in the woods
Bear Creek Cabin
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Bear Creek Cabin

9.8 out of 10, Exceptional, (39)
"We enjoyed our stay!!"
$525 nightly
The price is $586
Sep 21 - Sep 22
Total with taxes and fees
Bear Creek Cabin
Beautiful 2-Bedroom + Loft with Hot Tub at Lake Ashmere
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Beautiful 2-Bedroom + Loft with Hot Tub at Lake Ashmere

9.8 out of 10, Exceptional, (30)
"Hindsale-perfect little hideaway, minutes from where we needed to be. Harrison’s little home was equipped with amenities/tasteful luxuries, and cozy nooks. We all loved the loft-could not believe how large the space was! Hot tub nights-perfect ending:) Thank you, Harrison."
Beautiful 2-Bedroom + Loft with Hot Tub at Lake Ashmere
A Beautiful Log Cabin In The Woods, On Pontoosuc Lake, Yet Near Everything
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A Beautiful Log Cabin In The Woods, On Pontoosuc Lake, Yet Near Everything

10.0 out of 10, Exceptional, (127)
"The house and property was clean and well cared for. Enjoyed the lake very much. Great location!"
A Beautiful Log Cabin In The Woods, On Pontoosuc Lake, Yet Near Everything
Berkshire Mountain Cottage - Spectacular Views of Mount Greylock
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Berkshire Mountain Cottage - Spectacular Views of Mount Greylock

Berkshire Mountain Cottage - Spectacular Views of Mount Greylock
Artist's Camp on Lake Mahkeenac
Exterior

Artist's Camp on Lake Mahkeenac

9.6 out of 10, Exceptional, (19)
"Great location, comfortable, beautiful setting and nice porch! "
Artist's Camp on Lake Mahkeenac
Dadzpad Cabin in Stephentown
Property grounds

Dadzpad Cabin in Stephentown

5.0 out of 10, (2)
"House was clean and comfortably furnished. The kids enjoyed the arcade games and it was an overall good time. Only Issues were that the drive and walk ways were hidden in the snow and the house did not hold heat well "
Dadzpad Cabin in Stephentown
Taborton Harvest Timber Trails Unique cabin experience
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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."
$165 nightly
The price is $183
Sep 20 - Sep 21
Total with taxes and fees
Taborton Harvest Timber Trails Unique cabin experience
Charming 3-bedroom Cabin for nature lovers
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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...
$262 nightly
The price is $291
Sep 21 - Sep 22
Total with taxes and fees
Charming 3-bedroom Cabin for nature lovers
Ashmere Lake Log Cabin with privacy / 2 Bedrooms/ 3 night minimum
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Ashmere Lake Log Cabin with privacy / 2 Bedrooms/ 3 night minimum

9.8 out of 10, Exceptional, (57)
"Great cabin on a beautiful lake. Scenic drive to all other attractions in the Berkshires (Lenox, Mt. Greylock, etc.). We enjoyed our stay!"
Ashmere Lake Log Cabin with privacy / 2 Bedrooms/ 3 night minimum
Half Moon by AvantStay | 4BR Cabin w/ Large Deck & Yard
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Half Moon by AvantStay | 4BR Cabin w/ Large Deck & Yard

9.8 out of 10, Exceptional, (13)
"Very enjoyable stay, highly recommended."
Half Moon by AvantStay | 4BR Cabin w/ Large Deck & Yard
Martin Van Buren historical Log cabin
Private kitchen

Martin Van Buren historical Log cabin

2.0 star property
Martin Van Buren historical Log cabin
Luxe Log Cabin Minutes From Skiing, Hiking, & More
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Luxe Log Cabin Minutes From Skiing, Hiking, & More

Luxe Log Cabin Minutes From Skiing, Hiking, & More
Newly Renovated Cabin in the Country
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Newly Renovated Cabin in the Country

10.0 out of 10, Exceptional, (30)
"Very comfortable place with everything we needed for great week!"
Newly Renovated Cabin in the Country
Beautiful cabin in the woods close to skiing, hiking and shopping with hot tub.
Property grounds

Beautiful cabin in the woods close to skiing, hiking and shopping with hot tub.

Beautiful cabin in the woods close to skiing, hiking and shopping with hot tub.
Crooked Lake Cabin
Exterior

Crooked Lake Cabin

10.0 out of 10, Exceptional, (3)
"Great stay , will definitely be back!!! Host was great with communication. "
Crooked Lake Cabin
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

Comfort Inn & Suites East Greenbush - Albany

Comfort Inn & Suites East Greenbush - Albany

10/10 Excellent
"The property was so clean and quiet. The general store and gas station are so convenient. The pool and gym were clean and in such a great space. We definitely would stay here again."
Sophia 1-night trip
Posted 3 days ago
Comfort Inn & Suites East Greenbush - Albany

Find out more about Pittsfield

Find out more about Pittsfield

Pittsfield Cabin Rentals information

Number of reviews
588
Accommodation
51 Cabin Rentals
Lowest Price
$183
Highest Price
$586

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