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Our top choices for October Mountain State Forest holiday homes

Berkshires! Dog & Family Friendly, Hot Tub, Hiking, Lakes-Swimming, Canoeing

Berkshires! Dog & Family Friendly, Hot Tub, Hiking, Lakes-Swimming, Canoeing
Sherwood Forest
9.8 out of 10, Exceptional, (14 reviews)
"Nicole was very attentive and very quick to respond to any question we had. Her cottage was perfect for a quiet getaway, just what everybody needs!"
United States
Matthew F.
The price is HK$1,254
HK$3,088 total
includes taxes & fees
16 Mar - 17 Mar
Berkshires! Dog & Family Friendly, Hot Tub, Hiking, Lakes-Swimming, Canoeing

Home in Great Barrington

Home in Great Barrington
Great Barrington
9.8 out of 10, Exceptional, (28 reviews)
"The house was pristine, bright, with everything we needed. We hope to come back again to enjoy the area. "
United States
maureen k.
The price is HK$1,451
HK$2,347 total
includes taxes & fees
18 Mar - 19 Mar
Home in Great Barrington

Big farmhouse in the foothills of the Berkshires

Big farmhouse in the foothills of the Berkshires
Russell
10.0 out of 10, Exceptional, (143 reviews)
"Perfect spot for a family celebration!"
United States
Kerry P.
The price is HK$1,566
HK$2,871 total
includes taxes & fees
24 Mar - 25 Mar
Big farmhouse in the foothills of the Berkshires

3-bedroom house in beautiful Berkshires, close to amenities!

3-bedroom house in beautiful Berkshires, close to amenities!
Pittsfield
The price is HK$1,684
HK$2,747 total
includes taxes & fees
16 Mar - 17 Mar
3-bedroom house in beautiful Berkshires, close to amenities!

Cozy Riverside Berkshires Retreat

Cozy Riverside Berkshires Retreat
Great Barrington
9.0 out of 10, Wonderful, (12 reviews)
"Close to a great bakery and near to a farm market and shopping mall. "
United States
Cristine C.
The price is HK$1,585
HK$2,479 total
includes taxes & fees
16 Mar - 17 Mar
Cozy Riverside Berkshires Retreat

Near Tanglewood: Historic Summer Retreat

Near Tanglewood: Historic Summer Retreat
New Lebanon
9.4 out of 10, Exceptional, (26 reviews)
"Perfect cosy home to stay at for a Berkshire vacation. Easy to get to everything."
United States
Paul S.
The price is HK$1,339
HK$3,270 total
includes taxes & fees
16 Mar - 17 Mar
Near Tanglewood: Historic Summer Retreat

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
7.8 out of 10, Good, (7 reviews)
"The space was well situated to our plans, food,lake and hiking and very clean but smelled sooo strongly of dogs that we limited our time inside."
United States
Liz V.
The price is HK$2,107
HK$3,875 total
includes taxes & fees
17 Mar - 18 Mar
3 Bedroom home w/ lake and mountain views near skiing, and cultural attractions!

Historic Berkshires Home Near Tanglewood, Trails & Wineries

Historic Berkshires Home Near Tanglewood, Trails & Wineries
Lebanon Springs
9.0 out of 10, Wonderful, (21 reviews)
"Comfy beds, clean, great big deck with a view. "
United States
Corinne T.
The price is HK$1,754
HK$3,797 total
includes taxes & fees
16 Mar - 17 Mar
Historic Berkshires Home Near Tanglewood, Trails & Wineries

Cheerful 3-bedroom cottage with woodstove

Cheerful 3-bedroom cottage with woodstove
Sheffield
10.0 out of 10, Exceptional, (42 reviews)
"The property was centrally located for skiing, and was a comfortable stay."
United States
Kelly R.
The price is HK$1,855
HK$3,944 total
includes taxes & fees
29 Mar - 30 Mar
Cheerful 3-bedroom cottage with woodstove

Artists’ Hideaway in Old Chatham

Artists’ Hideaway in Old Chatham
Old Chatham
The price is HK$1,263
HK$4,018 total
includes taxes & fees
24 Mar - 25 Mar
Artists’ Hideaway in Old Chatham

Walk into town, soak up sun on enclosed porch & steps away from nature trails!

Walk into town, soak up sun on enclosed porch & steps away from nature trails!
Stockbridge
10.0 out of 10, Exceptional, (35 reviews)
"Julie was an excellent host. She responded quickly to my questions and provided us with a long list of local restaurants and activities.The house is lovely! It was very clean and had everything that we would need for our stay. We appreciated the big kitchen and the open living room- dining room space. "
United States
Kathleen E.
The price is HK$2,810
HK$5,500 total
includes taxes & fees
17 Mar - 18 Mar
Walk into town, soak up sun on enclosed porch & steps away from nature trails!

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

Gorgeous 3BR 3BA Sleeps 10 Ski On / Off Jiminy Peak-2000 Sq Ft Mountainside Con
Hancock
9.8 out of 10, Exceptional, (74 reviews)
"Had the best weekend skiing and enjoying family time in this amazing 3 story condo. Plenty of room for kids and grandkids to spread out. Short walk to the slopes made it so convenient for the skiers and a short ride down the mountain for the Littles in ski school. The unit was fully equipped with everything we needed. The views of the mountain breathtaking and the cozy fire at night was a nice bonus! Howie is an amazing host. Very responsive and helpful with all my questions. We will for sure be...
United States
Kim
The price is HK$2,067
HK$4,328 total
includes taxes & fees
16 Mar - 17 Mar
Gorgeous 3BR 3BA Sleeps 10 Ski On / Off Jiminy Peak-2000 Sq Ft Mountainside Con

Luxury Barn Retreat — All-Season Escape Awaits!

Luxury Barn Retreat — All-Season Escape Awaits!
East Chatham
10.0 out of 10, Exceptional, (2 reviews)
"Accommodations were even better than we expected. The rooms were very clean, and there are unique (and sometimes whimsical, other times thought-provoking) decorations/pictures throughout the barn. The kitchen was basically a chef’s kitchen- all appliances were top notch. The backyard was spacious, and even contained a (non-working) pay phone booth! My wife loved the swinging two-seat chair on the porch! "
United States
Timothy S.
The price is HK$2,623
HK$4,875 total
includes taxes & fees
16 Mar - 17 Mar
Luxury Barn Retreat — All-Season Escape Awaits!

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

Berkshires Best / Large Deck with Hotub, Basement with Game room & Fitness room
Great Barrington
10.0 out of 10, Exceptional, (4 reviews)
"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 HK$3,607
HK$9,346 total
includes taxes & fees
17 Mar - 18 Mar
Berkshires Best / Large Deck with Hotub, Basement with Game room & Fitness room

NEW! Spacious 4BR Ski Getaway - Minutes to Jiminy & Bousquet

NEW! Spacious 4BR Ski Getaway - Minutes to Jiminy & Bousquet
New Lebanon
The price is HK$814
HK$2,595 total
includes taxes & fees
16 Mar - 17 Mar
NEW! Spacious 4BR Ski Getaway - Minutes to Jiminy & Bousquet

Treetop Hideaway in Tyringham

Treetop Hideaway in Tyringham
Monterey
9.0 out of 10, Wonderful, (10 reviews)
"This was the perfect location for our mom and daughters weekend! Spacious comfortable. Our only regret was that we didn’t stay longer!"
United States
Sarah B.
The price is HK$2,067
HK$4,369 total
includes taxes & fees
16 Mar - 17 Mar
Treetop Hideaway in Tyringham

Sun Filled Lenox Retreat - Minutes to Tanglewood!

Sun Filled Lenox Retreat - Minutes to Tanglewood!
Lee
9.6 out of 10, Exceptional, (4 reviews)
"Very charming, comfortable, and clean. It was in a great location and only minutes away from a lot of sightseeing locations. House management was very accommodating and friendly. I would stay here again."
United States
Paulo I.
The price is HK$1,409
HK$3,603 total
includes taxes & fees
19 Mar - 20 Mar
Sun Filled Lenox Retreat - Minutes to Tanglewood!

Comfortable Berkshires retreat on mtn resort, SISO

Comfortable Berkshires retreat on mtn resort, SISO
Hancock
9.0 out of 10, Wonderful, (7 reviews)
"Kind and responsive host."
United States
Javier
The price is HK$1,260
HK$4,203 total
includes taxes & fees
8 Apr - 9 Apr
Comfortable Berkshires retreat on mtn resort, SISO

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

8 Mi to Jiminy Peak Resort: Mtn-View Home w/ Deck
Stephentown
8.0 out of 10, Very good, (1 review)
"excellent communication with property manager."
United States
Nancy H.
The price is HK$1,370
HK$4,375 total
includes taxes & fees
16 Mar - 17 Mar
8 Mi to Jiminy Peak Resort: Mtn-View Home w/ Deck

Spacious 5-bedroom house in charming Lee with WiFi

Spacious 5-bedroom house in charming Lee with WiFi
Lee
8.8 out of 10, Excellent, (3 reviews)
"House was clean and made our Thanksgiving great with it's size and amenities. "
United States
Khalil S.
The price is HK$2,936
HK$5,745 total
includes taxes & fees
22 Mar - 23 Mar
Spacious 5-bedroom house in charming Lee with WiFi
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 October Mountain State Forest Hotel Reviews

Find out more about October Mountain State Forest

October Mountain State Forest Vacation Homes information

Number of reviews
419
Accommodation
377 Vacation Homes
Lowest Price
HK$2,347
Highest Price
HK$9,346