Holiday Rentals Pittsfield State Forest from Rp1.802.746: Find Short-Term Rentals & Holiday Accommodations

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Our top choices for Pittsfield State Forest holiday rentals

A spacious lobby with a patterned carpet, multiple seating areas including sofas and armchairs, two chandeliers, and large windows providing natural light.

1. Vacation Village in the Berkshires

Williamstown

Pofen

Rp1.802.746 total

includes taxes & fees

1 Nov - 2 Nov

A spacious lobby with a fireplace, multiple seating areas, and a chandelier.

2. Berkshire Mountain Lodge

Pittsfield

Kathleen

Rp2.113.847 total

includes taxes & fees

9 Nov - 10 Nov

A modern kitchen with white cabinetry, stainless steel appliances, and a central island with bar stools.

3. 8 Mi to Jiminy Peak Resort: Mtn-view Home w/ Deck

Stephentown

Rp9.919.464 total

includes taxes & fees

18 Oct - 19 Oct

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Top Pittsfield State Forest Hotel Reviews

The Yankee Inn

10/10 Excellent

"This is a gem of a small hotel/motel. Super comfortable rooms, updated bathrooms, and well done self serve breakfast included. Also has an indoor pool and an outdoor pool during the season. And a very nice hiking trail off of the back. An excellent change from the Run of the middle courtyard Marriott!"

Comfort Inn & Suites East Greenbush - Albany

8/10 Good

"The room was pretty decent for the price point - everything was clean, the beds were super comfortable, and the room was spacious. I wasn’t very impressed with the staff we interacted with - the woman working the front desk when I checked in didn’t acknowledge me (or even look up from what she was doing) for an awkward amount of time even though I was standing directly in front of her. We wished the room would have had extra linens, a blanket, and pillows for the pull-out bed so we didn’t have to go get them ourselves. We did ask for a blanket for the pull-out bed and weren’t given one. Not a huge deal, but not super helpful or friendly service. The breakfast was nothing spectacular but probably pretty standard. It did the trick and I’m not one to complain about a complimentary meal."

Vacation Village in the Berkshires

10/10 Excellent

"We had a wonderful family stay at Vacation Village in the Berkshires! We traveled with our children and their grandmothers, and it was such a special opportunity to make memories together. Our accommodation felt like two apartments in one, with plenty of space for everyone. We loved the layout and the beautiful views, especially with the fall colors surrounding us. It was lovely to enjoy the scenery right where we were staying. The location was a great base for exploring the Berkshires, and we felt we got excellent value for the price. This trip was very special for our family, and we would love to come back. Highly recommend it for a family getaway!"

Berkshire Mountain Lodge

10/10 Excellent

"Great to have a whole suite not just a room. Even though a little outdated still very nice. Downsides were an absence of food vending machines for when you need a quick snack and don’t want to leave, and hot tub was under renovations which we weren’t made aware of until online check in. Overall very happy."

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Check prices for these dates

Our top choices for Pittsfield State Forest holiday rentals

1. Vacation Village in the Berkshires

2. Berkshire Mountain Lodge

3. 8 Mi to Jiminy Peak Resort: Mtn-view Home w/ Deck

Find holiday rentals that suit your style

Top Pittsfield State Forest Hotel Reviews

The Yankee Inn

Comfort Inn & Suites East Greenbush - Albany

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

Berkshires Untold

Vacation Village in the Berkshires

Hotel On North

The Red Lion Inn

Berkshire Mountain Lodge

Quality Inn Lee - Lenox South

Find out more about Pittsfield State Forest

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Search Holiday Rentals in Pittsfield State Forest

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Pittsfield State Forest holiday rentals

1. Vacation Village in the Berkshires

2. Berkshire Mountain Lodge

3. 8 Mi to Jiminy Peak Resort: Mtn-view Home w/ Deck

Find holiday rentals that suit your style

Top Pittsfield State Forest Hotel Reviews

The Yankee Inn

Find out more about Pittsfield State Forest

Go further with the Expedia app