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Featured Condo Rentals in Pittsfield State Forest and around

Relax in a stylish living area with a large carpet, comfortable sofas, and a wooden coffee table.

"Great stay with all plenty of things to do…"

includes taxes & fees

25 Aug - 26 Aug

Warm winter scenes set the tone in this charming neighborhood.

"We had a great experience with this rental. Nice location for skiing on and off the mountain and close to the heart of the ski facility. "

Guests can enjoy skiing and mountain views from the central lodge.

"3rd time staying here. The host is great, the place is clean, and the location couldn't be better!"

Relax in a spacious spa room with a large hot tub and comfortable seating area.

"Clean and quiet, nicely decorated! "

includes taxes & fees

1 Sept - 2 Sept

Country Inn's charming entrance features a covered porch and white columns, flanked by a picket fence.

Relax by the pool surrounded by lush surroundings and enjoy the view.

"Cozy little condo, good for a group of four or five. We stayed there with my two kids 8 &10 and wife. It’s a nice place overall we had a great time. It is a short drive to the slopes, which is fine as long as you have a car but you still need to park at the inn"

includes taxes & fees

4 Aug - 5 Aug

Steps lead down to the tranquil lake's edge, surrounded by trees and shrubs.

"The location was very close to Tanglewood and The Mount, but the front drive off the main road was really dark, no street lights, so we missed our turn a few times but did eventually find the place. The community was pretty and tranquil, we did not hear any noise at all. The WiFi was a little wonky but no big deal because we were able to get cell service. "

Relax in a cozy seating area with a large window offering a view of the outdoors, a flat-screen TV, and a comfortable sofa.

"Good base for Berkshires, responsive host, good rates, secure."

Enjoy cooking in this well-equipped kitchen with a dishwasher, coffee maker, and ample storage.

"Everything was spot on. Will be back!!"

Stunning traditional architecture with a central entrance and evergreen tree.

"It was exactly as described, perfect for a family stay with easy ski on and off. I was pleasantly surprised with all the amenities of the property. Would stay again!"