Holiday Homes in Pittsfield State Forest

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Featured Holiday Homes in Pittsfield State Forest

Dog Friendly A-Frame in the Berkshires! Hike/Ski Appalachian Tr. Walk to lake!

Sherwood Forest
10.0 out of 10, Exceptional, (4)
"We loved it! Lots of local hiking trails and a wonderful relaxing place."
United States
Sharon K.
The price is AU$582
includes taxes & fees
1 Dec - 2 Dec
Dog Friendly A-Frame in the Berkshires! Hike/Ski Appalachian Tr. Walk to lake!

Florida Mountain Log Cabin

2.0 star property
Florida
10.0 out of 10, Exceptional, (4)
"Place was super clean. Beds were comfortable. Location was great."
United States
Tristan e.
The price is AU$523
includes taxes & fees
1 Dec - 2 Dec
Florida Mountain Log Cabin

Home in Great Barrington

Great Barrington
9.8 out of 10, Exceptional, (25)
"Enjoyed our stay!!!"
United States
Fred W.
The price is AU$421
includes taxes & fees
2 Dec - 3 Dec
Home in Great Barrington

Perfect House In Hillsdale, Brings Friends & Fam

Hillsdale
8.4 out of 10, Very good, (5)
"As a group of 10 friends, this house was everything we could have wanted. 5 bedrooms, a very large living room, and a dining table to fit all of us at once. Very close to Catamount, Hy’s Fried, Roe Jan brewery and more. Very clean for such an old house. "
United States
Stefanie K.
The price is AU$808
includes taxes & fees
6 Dec - 7 Dec
Perfect House In Hillsdale, Brings Friends & Fam

North Getaway Cottage

Williamstown
9.2 out of 10, Wonderful, (24)
"The cottage was the perfect accommodations for our overnight stay in town for a funeral. Thank you Claudia. "
United States
Mary Alice H.
The price is AU$696
includes taxes & fees
1 Dec - 2 Dec
North Getaway Cottage

Sweet Cozy Victorian in Housatonic. Close to everything.

Housatonic
10.0 out of 10, Exceptional, (3)
"Emma's property is adorable! Clean, well appointed with fresh flowers on the table to great us. Smooth and easy communication from start to finish. Really close to Tanglewood and all the activities Western Massachusetts has to offer."
United States
Cheryl F.
The price is AU$374
includes taxes & fees
1 Dec - 2 Dec
Sweet Cozy Victorian in Housatonic. Close to everything.

Pet Friendly Riverfront Home in Great Barrington

Great Barrington
9.4 out of 10, Exceptional, (6)
The price is AU$460
includes taxes & fees
1 Dec - 2 Dec
Pet Friendly Riverfront Home in Great Barrington

Treat yourself at the stunning June Farms Wellness Huts!

West Sand Lake
10.0 out of 10, Exceptional, (8)
"The wellness hut was an amazing getaway. Beautiful interior and design. Loved the little outdoor sauna. Loved the front porch/deck. Would definitely return for another stay."
United States
SteveS
The price is AU$602
includes taxes & fees
1 Dec - 2 Dec
Treat yourself at the stunning June Farms Wellness Huts!

Historic Berkshires Home Near Tanglewood, Trails & Wineries

Lebanon Springs
8.8 out of 10, Excellent, (20)
"It was great - just what we were looking for. "
United States
Kaye S.
The price is AU$745
includes taxes & fees
1 Dec - 2 Dec
Historic Berkshires Home Near Tanglewood, Trails & Wineries

Gorgeous 3BR 3BA Sleeps 10 Ski On / Off Jiminy Peak-2000 Sq Ft Mountainside Con

Hancock
9.8 out of 10, Exceptional, (72)
"Great communication. Lots of games for the kids. Comfortable beds. Great living and game room. "
United States
Samuel R.
The price is AU$844
includes taxes & fees
1 Dec - 2 Dec
Gorgeous 3BR 3BA Sleeps 10 Ski On / Off Jiminy Peak-2000 Sq Ft Mountainside Con

The Greylock Cabin

Florida
10.0 out of 10, Exceptional, (4)
"Wonderful view, peaceful quiet area, cosy cabin."
United States
Anonymous traveller
The price is AU$675
includes taxes & fees
8 Dec - 9 Dec
The Greylock Cabin

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

2.0 star property
Pittsfield
7.8 out of 10, Good, (6)
"Very clean and spacious! We enjoyed our stay with our small pup!"
United States
Ann C.
The price is AU$760
includes taxes & fees
2 Dec - 3 Dec
3 Bedroom home w/ lake and mountain views near skiing, and cultural attractions!

Great Barrington Get Away

Great Barrington
9.4 out of 10, Exceptional, (25)
"We stayed here for Memorial Day weekend and had a wonderful trip. Close to the downtown shops, and all the supplies a family needs staying in a home. Thanks for the great stay!"
United States
Elizabeth G.
The price is AU$809
includes taxes & fees
1 Dec - 2 Dec
Great Barrington Get Away

Comfortable Berkshires retreat on mtn resort, SISO

Hancock
9.0 out of 10, Wonderful, (7)
"Kind and responsive host."
United States
Javier
The price is AU$1,132
includes taxes & fees
1 Dec - 2 Dec
Comfortable Berkshires retreat on mtn resort, SISO

Escape to Lakefront Leisure—Hudson, Berkshires, Amazing Views!!!

Valatie
10.0 out of 10, Exceptional, (57)
"Great spot on the lake. Super quiet and relaxing."
United States
vincent m.
The price is AU$830
includes taxes & fees
1 Dec - 2 Dec
Escape to Lakefront Leisure—Hudson, Berkshires, Amazing Views!!!

Artists’ Hideaway in Old Chatham

Old Chatham
The price is AU$723
includes taxes & fees
1 Dec - 2 Dec
Artists’ Hideaway in Old Chatham

Berkshires Best / Large Deck with Hotub, Basement with Game room & Fitness room

Great Barrington
10.0 out of 10, Exceptional, (1)
"Everything was well taken care of, the hosts were extremely nice, and the area is perfect! The city is also different and really cute! Will come back for sure!"
United States
Roberta
The price is AU$2,057
includes taxes & fees
1 Dec - 2 Dec
Berkshires Best / Large Deck with Hotub, Basement with Game room & Fitness room

Hancock Village Inn Near Jiminy Peak

Hancock
10.0 out of 10, Exceptional, (15)
"Amazing Inn. Cozy and everything we needed. "
United States
Price F.
The price is AU$1,617
includes taxes & fees
2 Dec - 3 Dec
Hancock Village Inn Near Jiminy Peak

Spacious 5-bedroom house in charming Lee with WiFi

Lee
8.0 out of 10, Very good, (1)
"House was large, clean, and comfortable. "
United States
John Z.
The price is AU$1,147
includes taxes & fees
7 Dec - 8 Dec
Spacious 5-bedroom house in charming Lee with WiFi

The Lakeshore House

Niverville
10.0 out of 10, Exceptional, (1)
"Excellent stay!"
United States
KEITARO A.
The price is AU$1,237
includes taxes & fees
1 Dec - 2 Dec
The Lakeshore House
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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Top Pittsfield State Forest Hotel Reviews

Find out more about Pittsfield State Forest

Pittsfield State Forest Holiday Homes information

Number of reviews
268
Accommodation
365 Holiday Homes
Lowest Price
AU$374
Highest Price
AU$2,057

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