Pittsfield State Forest, MA Vacation Homes from ￥30,088

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Our top choices for Pittsfield State Forest vacation homes

A modern kitchen with white cabinets, a stainless steel microwave, a stove, and a refrigerator.

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

New Lebanon

Varun M.

￥32,327 total

includes taxes & fees

Sep 10 - Sep 11

2. Comfortable Berkshires retreat on mtn resort, SISO

Hancock

Maura L.

￥84,508 total

includes taxes & fees

Sep 10 - Sep 11

A spacious living room with a dining area, a kitchen, and a large window.

3. 1800s Carriage house in Berkshires / Hudson Valley

New Lebanon

Leslie H.

￥35,509 total

includes taxes & fees

Sep 13 - Sep 14

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

4. 8 Mi to Jiminy Peak Resort: Mtn-View Home w/ Deck

Stephentown

Diego G.

￥87,502 total

includes taxes & fees

Sep 25 - Sep 26

A white two-story house with a porch, surrounded by trees and a hill.

5. 1789 Shaker Farmhouse in Berkshires/Hudson Valley

Canaan

Christine C.

￥78,843 total

includes taxes & fees

Sep 9 - Sep 10

A wooden kitchen with a central island, bar stools, and a dining table with chairs.

6. Cozy Home in Pownal VT

Pownal

Jess M.

￥30,088 total

includes taxes & fees

Sep 13 - Sep 14

A wooden deck with a table and chairs, surrounded by a white railing.

7. 3 Bedroom home w/ lake and mountain views near skiing, and cultural attractions!

Pittsfield

Ann C.

￥85,805 total

includes taxes & fees

Sep 8 - Sep 9

A wooden deck with outdoor furniture, including chairs and a table, surrounded by a lush garden and trees.

8. Hancock Village Inn Near Jiminy Peak

Hancock

Price F.

￥169,156 total

includes taxes & fees

Sep 9 - Sep 10

A cozy attic bedroom with a sloped ceiling, wooden beams, a large window with a view of trees, a bed, a desk, and a kitchenette.

9. Dog/Family Friendly A-Frame! Walk to Lake/Kayak use in the Berkshires!

Sherwood Forest

Sharon K.

￥58,551 total

includes taxes & fees

Sep 7 - Sep 8

A staircase leading to a second floor, a living room with a sofa, and a kitchen area.

10. Cozy Riverside Berkshires Retreat

Great Barrington

Colin E.

￥49,483 total

includes taxes & fees

Sep 8 - Sep 9

A patio with a wooden table and benches, a grill, and a garden with trees and flowers.

11. NEW RENO Historic Creamery in Berkshires w/hot tub

New Lebanon

Anonymous traveler

￥82,608 total

includes taxes & fees

Sep 14 - Sep 15

A two-story house with a front porch, a small staircase leading to the door, and a pathway flanked by bushes and a lamp post.

12. North Getaway Cottage

Williamstown

Carole S.

￥69,730 total

includes taxes & fees

Sep 17 - Sep 18

A kitchen with white shelves containing various kitchenware, a kettle, and a window with a view of trees and a building outside.

13. Sweet Cozy Victorian in Housatonic. Close to everything.

Housatonic

Peter S.

￥49,746 total

includes taxes & fees

Sep 25 - Sep 26

A camping setup with a metal chair and a table by a river in a forest.

14. Pet-friendly. Renovated house. Built in 1890s. No neighbors in sight.

Chatham

Jen R.

￥53,673 total

includes taxes & fees

Sep 20 - Sep 21

A wicker basket with a plant on a table, a green bottle, and a cushion on a chair.

15. Walk to Williams * Steam Sauna * Ritz-Carlton Bed

Williamstown

Michelle B.

￥93,121 total

includes taxes & fees

Sep 15 - Sep 16

A modern kitchen with a central island, wooden beams, and a view to the outdoors.

16. Home in Great Barrington

Great Barrington

HEATHER G.

￥57,453 total

includes taxes & fees

Sep 9 - Sep 10

A kitchen with white cabinets, a wooden dining table, and pendant lights.

17. A roomy remodeled retreat close to MassMoCA

North Adams

Jennifer O.

￥75,151 total

includes taxes & fees

Sep 15 - Sep 16

A modern, semi-circular wooden cabin with large windows, surrounded by lush greenery and trees.

18. Treat yourself at the stunning June Farms Wellness Huts!

West Sand Lake

SteveS

￥77,238 total

includes taxes & fees

Sep 14 - Sep 15

A modern building with a wooden deck and a door.

19. 8 Acre Estate w Hot Tub, Deck, Fire Pit & Views!

Old Chatham

Terri E.

￥115,157 total

includes taxes & fees

Sep 7 - Sep 8

A spacious cabin with large windows, a gray sofa, and a wooden ceiling.

20. Treetop Hideaway in Tyringham

Monterey

"We had coordinated an early check-in, but when we arrived, the house hadn’t been cleaned yet which was a miscommunication. I reached out to Catherine and she promptly responded and got the cleaners RIGHT over. The house was spotless and in wonderful condition for the rest of our stay, and it was dealt with very quickly and wonderfully. Would definitely stay again. The house was great for our girls trip. Also the beds are very comfortable!! "

Samantha G.

￥90,088 total

includes taxes & fees

Sep 21 - Sep 22

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Top Pittsfield State Forest Hotel Reviews

Vacation Village in the Berkshires

10/10 Excellent

"Everything was clean, the unit was well stocked, and the front desk staff member was excellent."

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."

Find out more about Pittsfield State Forest

Pittsfield State Forest Vacation Homes information

Number of reviews	171
Accommodation	346 Vacation Homes
Lowest Price	￥30,088
Highest Price	￥169,156

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Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Pittsfield State Forest vacation homes

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

2. Comfortable Berkshires retreat on mtn resort, SISO

3. 1800s Carriage house in Berkshires / Hudson Valley

4. 8 Mi to Jiminy Peak Resort: Mtn-View Home w/ Deck