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Cabin Rentals in Pittsfield

"Very comfortable place with everything we needed for great week!"

"Such a sweet spot in the woods! Can’t wait to come back."

$148 nightly

Aug 5 - Aug 6

Total includes taxes and fees

"Place was super clean. Beds were comfortable. Location was great."

$364 nightly

Aug 5 - Aug 6

Total includes taxes and fees

1 bedroom, in-room safe, WiFi, bed sheets

"Lovely location, charming property, great experience"

$275 nightly

Aug 12 - Aug 13

Total includes taxes and fees

"We had a great time in the cottage. It was perfectly cozy for our family of 6. The cottage has everything you need to have fun on a cold winter night. We especially enjoyed the hot tub and board games! Thanks for a lovely stay - we will come back in the summer!"

"Cabin was exactly what we were looking for in a weekend away. Great location, quiet, and had everything we needed. Hope to go back again soon! "

"Great location, comfortable, beautiful setting and nice porch! "

"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 "

"Great cabin on a beautiful lake. Scenic drive to all other attractions in the Berkshires (Lenox, Mt. Greylock, etc.). We enjoyed our stay!"

"Excellent host!"

"We had a wonderful stay. The cabin was clean and comfortable! "

"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."

$160 nightly

Aug 5 - Aug 6

Total includes taxes and fees

"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...

$305 nightly

Aug 10 - Aug 11

Total includes taxes and fees

"Enjoyed our stay"

$539 nightly

Aug 11 - Aug 12

Total includes taxes and fees

"Had an amazing weekend in this beautiful cabin! Highly recommend staying here! Great host, amazing views, beautiful property!"

"The cabin was pretty much all we could wish for to spend a few cozy days in the beautiful Berkshires! "

"Very enjoyable stay, highly recommended."

"We had an excellent stay, went skiing at Butternut, tubing at Bousquet, and celebrated New Years at the house. Tons for the kids to do, well stocked kitchen (no condiments tho so bring your own ketchup, etc). Home owner was very responsive. Would definitely book again. "

"We had a wonderful stay in this adorable a frame!! Super cozy :)"

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Top Pittsfield Hotel Reviews

Vacation Village in the Berkshires

10/10 Excellent

"After needing a different room the reception staff worked REALLY hard (successfully) to accommodate us (thank you Mr.Joe!!!:) The condo was beautiful and clean. We would definitely stay here again!! "