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Our top choices for Pittsfield State Forest vacation homes

1. 1800s Carriage house in Berkshires / Hudson Valley

1800s Carriage house in Berkshires / Hudson Valley
New Lebanon
7.0 out of 10, Good, (2 reviews)
"Lovely location with a view of the mountains from the deck.Both bedrooms- a master bedroom and a kids room are air conditioned. (The living room and kitchen are cooled with overhead fan)"
United States
Leslie H.
The price is ¥13,575
¥33,290 total
includes taxes & fees
Nov 15 - Nov 16
1800s Carriage house in Berkshires / Hudson Valley

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

NEW RENO - Chalet-style farm loft near Tanglewood
New Lebanon
8.8 out of 10, Excellent, (8 reviews)
"We enjoyed our stay and the location. This rustic, spacious loft was great for our brief visit to the Berkshires. "
United States
Joanna P.
The price is ¥11,180
¥30,895 total
includes taxes & fees
Nov 16 - Nov 17
NEW RENO - Chalet-style farm loft near Tanglewood

3. Cozy Home in Pownal VT

Cozy Home in Pownal VT
Pownal
10.0 out of 10, Exceptional, (15 reviews)
"Absolutely wonderful place to stay. Quiet, clean, comfortable and close to a lot of things while feeling secluded. Owner communicated quickly and entry was easy. Loved every minute of our stay."
United States
Jeri R.
The price is ¥18,542
¥31,142 total
includes taxes & fees
Nov 15 - Nov 16
Cozy Home in Pownal VT

4. 1789 Shaker Farmhouse in Berkshires/Hudson Valley

1789 Shaker Farmhouse in Berkshires/Hudson Valley
Canaan
10.0 out of 10, Exceptional, (6 reviews)
"We had a wonderful stay. The house was spacious and the owner was readily available for all questions. It’s a really nice location. "
United States
Christine C.
The price is ¥26,033
¥65,117 total
includes taxes & fees
Nov 16 - Nov 17
1789 Shaker Farmhouse in Berkshires/Hudson Valley

5. 8 Mi to Jiminy Peak Resort: Mtn-View Home w/ Deck

8 Mi to Jiminy Peak Resort: Mtn-View Home w/ Deck
Stephentown
9.2 out of 10, Wonderful, (10 reviews)
"Great property and the host was extremely responsive and helpful."
United States
Robbie S.
The price is ¥32,421
¥91,475 total
includes taxes & fees
Nov 15 - Nov 16
8 Mi to Jiminy Peak Resort: Mtn-View Home w/ Deck

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

Walk to Williams * Steam Sauna * Ritz-Carlton Bed
Williamstown
10.0 out of 10, Exceptional, (2 reviews)
"Easy breezy, short walk to walk into town/Williams Campus. Down to Earth, yet sophisticated vibe, great art scene. "
United States
Michelle B.
The price is ¥43,122
¥87,295 total
includes taxes & fees
Nov 30 - Dec 1
Walk to Williams * Steam Sauna * Ritz-Carlton Bed

7. Comfortable Berkshires retreat on mtn resort, SISO

Comfortable Berkshires retreat on mtn resort, SISO
Hancock
8.8 out of 10, Excellent, (12 reviews)
"Host was proactive in communication and answer each and every question."
United States
Amit
The price is ¥51,427
¥105,575 total
includes taxes & fees
Nov 15 - Nov 16
Comfortable Berkshires retreat on mtn resort, SISO

8. 3 Bedroom home w/ lake and mountain views near skiing, and cultural attractions!

3 Bedroom home w/ lake and mountain views near skiing, and cultural attractions!
Pittsfield
8.6 out of 10, Excellent, (11 reviews)
"Very comfortable and clean accommodations in a nice neighborhood, and a great deck to appreciate the view."
United States
Stephen L.
The price is ¥42,978
¥75,481 total
includes taxes & fees
Nov 18 - Nov 19
3 Bedroom home w/ lake and mountain views near skiing, and cultural attractions!

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

Dog/Family Friendly A-Frame! Walk to Lake/Kayak use in the Berkshires!
Sherwood Forest
10.0 out of 10, Exceptional, (10 reviews)
"My wife and I had a lovely time staying here. Great location, only a couple of miles away from Jacobs Pillow. The lakes are clean and great for paddle boarding. Check in and out was a breeze, Nicole was a pleasure to work with. Thanks for a nice get away."
United States
Brian C.
The price is ¥23,286
¥57,408 total
includes taxes & fees
Nov 16 - Nov 17
Dog/Family Friendly A-Frame! Walk to Lake/Kayak use in the Berkshires!

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

Treat yourself at the stunning June Farms Wellness Huts!
West Sand Lake
10.0 out of 10, Exceptional, (8 reviews)
"Loved the wellness hut. Our sauna didnt work however the room was spacious and comfy. The staff is very attentive and we also enjoyed the soup stroll. Would def recommend."
United States
Lauren C.
The price is ¥39,672
¥77,718 total
includes taxes & fees
Nov 17 - Nov 18
Treat yourself at the stunning June Farms Wellness Huts!

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

Pet-friendly. Renovated house. Built in 1890s. No neighbors in sight.
Chatham
10.0 out of 10, Exceptional, (18 reviews)
"Super lovely house and host was helpful and communicative. Absolutely recommend if you are looking for a place in this area!"
United States
Jess S.
The price is ¥31,942
¥52,053 total
includes taxes & fees
Nov 15 - Nov 16
Pet-friendly. Renovated house. Built in 1890s. No neighbors in sight.

12. A roomy remodeled retreat close to MassMoCA

A roomy remodeled retreat close to MassMoCA
North Adams
10.0 out of 10, Exceptional, (61 reviews)
"Cute and comfy home. We enjoyed the unique decor and lack of TVs everywhere. It was a great break from all the crazy. Lots of conversation and togetherness."
United States
Diane
The price is ¥39,482
¥77,105 total
includes taxes & fees
Dec 4 - Dec 5
A roomy remodeled retreat close to MassMoCA

13. Hancock Village Inn Near Jiminy Peak

Hancock Village Inn Near Jiminy Peak
Hancock
10.0 out of 10, Exceptional, (22 reviews)
"Amazing Inn. Cozy and everything we needed. "
United States
Price F.
The price is ¥100,450
¥174,228 total
includes taxes & fees
Nov 17 - Nov 18
Hancock Village Inn Near Jiminy Peak

14. Lakefront Retreat Hot Tub, Dock, Kayaks, & Firepit

Lakefront Retreat Hot Tub, Dock, Kayaks, & Firepit
Averill Park
10.0 out of 10, Exceptional, (1 review)
""Love it! I've booked a lot of houses over the years, and this one is at the top of the list. Everything in the description and photos was spot on. The owner communicated well and responded promptly to any questions. It was the perfect fall getaway, and we look forward to coming back in the summer!""
United States
Mark R.
The price is ¥53,183
¥97,148 total
includes taxes & fees
Nov 15 - Nov 16
Lakefront Retreat Hot Tub, Dock, Kayaks, & Firepit

15. Luxury Barn Near Hudson With New Private Sauna

Luxury Barn Near Hudson With New Private Sauna
East Chatham
10.0 out of 10, Exceptional, (4 reviews)
"Peaceful weekend spot"
United States
Michael T.
The price is ¥59,732
¥99,992 total
includes taxes & fees
Nov 18 - Nov 19
Luxury Barn Near Hudson With New Private Sauna

16. 8 Acre Estate w Hot Tub, Deck, Fire Pit & Views!

8 Acre Estate w Hot Tub, Deck, Fire Pit & Views!
Old Chatham
10.0 out of 10, Exceptional, (5 reviews)
"We enjoyed our stay at this property. The hot tub was great and the home was immaculate!"
United States
Terri E.
The price is ¥40,087
¥91,763 total
includes taxes & fees
Nov 30 - Dec 1
8 Acre Estate w Hot Tub, Deck, Fire Pit & Views!

17. Sun Filled Lenox Retreat - Minutes to Tanglewood!

Sun Filled Lenox Retreat - Minutes to Tanglewood!
Lee
10.0 out of 10, Exceptional, (12 reviews)
"We had a lovely stay! The home was so well equipped and comfortable. Beautiful area, great restaurant choices and staying here made our Miraval experience perfect."
United States
Patricia O.
The price is ¥50,740
¥96,459 total
includes taxes & fees
Nov 15 - Nov 16
Sun Filled Lenox Retreat - Minutes to Tanglewood!

18. Home in Great Barrington

Home in Great Barrington
Great Barrington
9.8 out of 10, Exceptional, (42 reviews)
"Wonderful property and host very responsive."
United States
Janet G.
The price is ¥31,942
¥48,346 total
includes taxes & fees
Dec 13 - Dec 14
Home in Great Barrington

19. Secluded Family Home in Serene Stockbridge Woods

Secluded Family Home in Serene Stockbridge Woods
Stockbridge
10.0 out of 10, Exceptional, (30 reviews)
"We had a wonderful time, we’d be happy to come back again "
United States
Ofer C.
The price is ¥54,477
¥95,104 total
includes taxes & fees
Nov 16 - Nov 17
Secluded Family Home in Serene Stockbridge Woods

20. A Cozy Berkshire Escape l Close to the Slopes

A Cozy Berkshire Escape l Close to the Slopes
Great Barrington
9.6 out of 10, Exceptional, (29 reviews)
"If you like cuddly cats, book it! A quick night stay while in town for a wedding and Studly was a perfect host… and Marissa :)Easy location, was nice to watch the fish jump and bald eagle hunt for his breakfast as we enjoyed our coffee on the step."
United States
Kelly B.
The price is ¥32,341
¥47,900 total
includes taxes & fees
Nov 16 - Nov 17
A Cozy Berkshire Escape l Close to the Slopes
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.

Top reviews in Pittsfield State Forest

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