Pittsfield State Forest Vacation Rentals from ￥16,721: Search Short-Term Rentals

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Our top choices for Pittsfield State Forest vacation 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

Alex

￥18,616 total

includes taxes & fees

Sep 15 - Sep 16

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

2. Berkshire Mountain Lodge

Pittsfield

Robert

￥17,664 total

includes taxes & fees

Oct 1 - Oct 2

A wooden cabin with a covered deck, a fire pit, and string lights.

3. Huttopia Berkshires

Williamstown

GEORGINA

￥16,721 total

includes taxes & fees

Sep 10 - Sep 11

Four people seated at a table with food and drinks, wearing winter sports helmets.

4. Game Night Suite at Jiminy Peak Ski OnOff Sleeps 4

Hancock

Wendy D.

￥42,233 total

includes taxes & fees

Sep 9 - Sep 10

A snow-covered outdoor area with a fire pit, tables, and chairs.

5. Deluxe Mountain View Nautical Suite Jiminy Ski On/Off- Fully Redone Decor

Hancock

Maura D.

￥45,792 total

includes taxes & fees

Sep 4 - Sep 5

A living room with a sofa, armchair, coffee table, and a TV on a stand.

6. WOW-New Ski OnOff Suite By Pool Sleeps 4 Jiminy Pk - Fully Redone Gorgeous Inn

Hancock

Matthew B.

￥41,856 total

includes taxes & fees

Sep 9 - Sep 10

A swimming pool with lounge chairs and a hot tub, surrounded by buildings and greenery.

7. Deluxe Redone Country Inn Suite at Jiminy-Sleeps 4 - Ski On/Off at Mountain Base

Hancock

Eileen O.

￥40,437 total

includes taxes & fees

Sep 9 - Sep 10

8. 1st FL Mtn View Woodland Suite on Jiminy Sleeps 4 Ski On/Off, Fully Redone Count

Hancock

Thomas S.

￥42,233 total

includes taxes & fees

Sep 9 - Sep 10

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Top Pittsfield State Forest Hotel Reviews

Hotel Downstreet, an Ascend Collection Hotel

10/10 Excellent

"Hotel was clean and stag was helpful and friendly."

Quality Inn Great Barrington

10/10 Excellent

"Staff at the front desk were welcoming, friendly, and helpful throughout my stay. The room was very clean. The bed was comfortable. The shower had good water pressure and plenty of hot water. The room was equipped with a refrigerator, microwave, and coffeemaker, as well as a TV, and the WiFi worked fine. The breakfast area in the office building had several tables, and included a "make-your-own-waffles" station (love that!), buffet-style scrambled eggs and sausage, as well pre-packaged muffins. Yogurt and other items were available in a refrigerator. Parking was in a a space right outside the room entrance on the first floor, which was ground level. The location is on Main Street (Route 7) in Great Barrington, but set back from the road so there's less traffic noise. There are restaurants and shops in easy walking distance of this motel, and it is an easy drive of 15 mins. or so to the nearby towns of Lenox, Lee (location of Mass. Turnpike exit/entrance), West Stockbridge, and Stockbridge that have their own shops, restaurants, sites, and venues of interest. I highly recommend this motel."

Berkshires Untold

10/10 Excellent

"The entry , bar, and dining room along with the outside patio was beautifully done. It made you happy to be there as it was so welcoming. Ample parking space, great amenities, and comfy quiet room made our stay great. The only thing missing was a floor lamp in our room so we couldn’t read at night as the small lamps were dim."

The Black Swan Lee - Lenox, an Ascend Collection Hotel

10/10 Excellent

"We had a fantastic stay at the Black Swan Inn in Lee, MA. Our room was incredibly clean, comfortable, and featured a beautiful view of the lake. Both check-in and check-out were completely hassle-free .A special shoutout goes to Carrie, the breakfast attendant! The breakfast area was exceptionally clean and well-stocked thanks to her hard work. Carrie was not only helpful, pleasant, and polite, but she also worked tirelessly to ensure all food items were fresh and fully available. Her excellent service truly made our mornings. We highly recommend this inn!"

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Our top choices for Pittsfield State Forest vacation rentals

1. Vacation Village in the Berkshires

2. Berkshire Mountain Lodge

3. Huttopia Berkshires

4. Game Night Suite at Jiminy Peak Ski OnOff Sleeps 4

5. Deluxe Mountain View Nautical Suite Jiminy Ski On/Off- Fully Redone Decor

6. WOW-New Ski OnOff Suite By Pool Sleeps 4 Jiminy Pk - Fully Redone Gorgeous Inn

7. Deluxe Redone Country Inn Suite at Jiminy-Sleeps 4 - Ski On/Off at Mountain Base

8. 1st FL Mtn View Woodland Suite on Jiminy Sleeps 4 Ski On/Off, Fully Redone Count

9. Mountain Getaway Suite Ski OnOff Jiminy Peak - Fully Redone Decor

10. Taborton Harvest Boulder Pines Cabin in the woods

11. Gorgeous Zen Must-See Suite At Jiminy Country Inn - Sleeps 4 Ski On/Off at Mtn

12. 2 BR Jiminy Peak w Mountain View Sleeps 7 Gorgeous

13. Bright, relaxing 2-story built in 1843, with WiFi & smart TVs in charming Dalton

14. 2 BR Condo Mountain Views At Jiminy Peak- Sleeps 7

15. Berkshires Apartment at the Stephentown Hotel

16. Comfortable Berkshires retreat on mtn resort, SISO

17. 8 Mi to Jiminy Peak Resort: Mtn-View Home w/ Deck

18. NEW RENO - Chalet-style farm loft near Tanglewood

19. 8 Mi to Jiminy Peak Resort: Mtn-view Home w/ Deck

20. Must See Cabin Suite Jiminy Sleeps 4- Mountainview-Ski On/Off Country Inn Redone

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Top Pittsfield State Forest Hotel Reviews

Hotel Downstreet, an Ascend Collection Hotel

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