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Compare 81 Apartments in The Berkshires with updated reviews, rates, and availability.

"Wonderful stay. Great job in an older home with lots of new updates. Close to everything Great Barrington has to offer. "

Fully Updated Bedroom w Super Comfy King Bed

"The one-bedroom aparment is spacious, very clean, nice and funtional furniture and a perfectly well equipped kitchen area. Our 2 grandchildren had a fun time. And the apartament is footsteps from the ski lifts - a real treat! I highly recommend it!Ps. And the owner is always at hand, very helpful, and concerned that all is perfect for the guest's stay."

AED 1,078 total

includes taxes & fees

30 Jan - 31 Jan

"Condo was conveniently located at the base of the mountain. Had everything you would need for a quick weekend getaway. Owner was available for any questions."

AED 1,078 total

includes taxes & fees

3 Feb - 4 Feb

Comfy Cabin Decor with Ultra-Premium Bedding

"Perfect place to stay for a quick ski trip. Host was super helpful & accommodating. Suite was comfortable & well-equipped. We’ll be back "

AED 1,078 total

includes taxes & fees

30 Jan - 31 Jan

"The space was cozy and clean and the owners were very easy to communicate with and knowledgeable about the area. The bathroom has very fun lights. "

AED 752 total

includes taxes & fees

30 Jan - 31 Jan

"Typical New England older home. 2nd floor unit. Comfy beds, well-stocked kitchen (that did remind me a bit of my first place out of college). This is definitely not The Ritz, but the linens were soft and the place worked for us."

"This is the second year we had our girls weekend at the Penthouse and it did not disappoint. The place is updated, very clean, and in a great location! Only suggestion would to get a nice big sectional couch! We had 8 people and not enough comfy seating. But beautiful apartment!! "

Comfortable Living Room with Pullout Queen Sofa Bed and Smart TV with Full DVD Library and Board Game library for those nights in.

"Was in town for my HS reunion and loved my stay! Great location and amenities and the condo itself is super cute."

AED 1,078 total

includes taxes & fees

30 Jan - 31 Jan

"Perfect location. Walking distance. Brand new apartment. "

"Our stay was excellent overall! We really admired the tidiness of the property. The ski trails were hit to. The only thing that brought this review down was that the T.V.’s in our room were not working but the stay was pretty good!"

Williamstown Vacation Rental | Studio | 1BA | Stairs Required | 1,000 Sq Ft

"This is a very special place to stay. It is comfortable and cozy. The mountain scenery is fantastic, uplifting and quite beautiful.We will be back again when we visit our family in Williamstown. The owner is very welcomingand responds to our texts in a timely manner."

Beautiful State of Art Kitchen Awaits in this spacious 900 Sq FT Suite

"Everything was great. Very clean unit and it def is a ski in/out. Plenty of space in bedrooms. Howard is easy to communicate with and a great host. Truly a gem in jimminy peak. "

AED 1,406 total

includes taxes & fees

2 Feb - 3 Feb

Snuggle up with Yetis in the King master Suite

"The condo was clean and well located for easy access to the mountain. We were there for tri-state races and having easy acass to the mountain was exactly what we needed for a fun weekend. We would stay here again."

AED 1,078 total

includes taxes & fees

30 Jan - 31 Jan

"Stayed one night at one of my favorite ski spots. Will be back again!"

AED 1,078 total

includes taxes & fees

30 Jan - 31 Jan

"We’ve always had a great experience with Downtown Upstairs in Lenox and this was no exception. Easy access to the downtown stores and restaurants with the comfort of a nice, clean, well furnished apartment. "

"The property and neighborhood were gorgeous! Walkable roads with low speed limits and a nearby park were major bonuses. Plenty of food options nearby, and downtown Great Barrington is only a short drive away. The house was super clean, gorgeously furnished, and very cozy. The beds and linens were very good quality and I had an incredibly restful stay. I will certainly be renting this spot for my next trip to the area! "

AED 858 total

includes taxes & fees

1 Feb - 2 Feb

"The property was fine for our purposes of visiting family. If we needed to cook, it would have been quite difficult, though not totally impossible. The furniture was comfortable and the rooms, except the kitchen, had plenty of space. "