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Comfortable Berkshires retreat on mtn resort, SISO

Photo gallery for Comfortable Berkshires retreat on mtn resort, SISO

Pool - Comfortable Berkshires retreat on mtn resort, SISO (Hancock)
A kitchen with a central island, a built-in sink, and a ceiling fan. - Comfortable Berkshires retreat on mtn resort, SISO (Hancock)
A kitchen with wooden cabinets, a microwave, stove, and a bar area with wooden chairs. - Comfortable Berkshires retreat on mtn resort, SISO (Hancock)
A two-story house with a front porch, a small garden with autumn leaves, and a clear blue sky. - Comfortable Berkshires retreat on mtn resort, SISO (Hancock)
A wooden deck with two Adirondack chairs and a railing, surrounded by trees with autumn foliage. - Comfortable Berkshires retreat on mtn resort, SISO (Hancock)
Near Jiminy Peak Mountain Resort, Comfortable Berkshires retreat on mtn resort, SISO provides a garden, an arcade/games room and laundry facilities. For some rest and relaxation, visit the sauna or the hot tub. Stay connected with free in-room WiFi, and guests can find other amenities, such as a gym.

Reviews

8.8 out of 10
Excellent

Popular amenities

  • Pool
  • Hot tub
  • Kitchen
  • Washing machine
  • Dryer
  • Free Wi-Fi
The current price is €459
includes taxes & fees
1 Nov - 2 Nov

Add dates for prices

About this property

Comfortable Berkshires retreat on mtn resort, SISO

  • Once a retreat for an NYC real estate family, this grand yet comfortable place in Jiminy Peak has retained the feel of a chalet: perfect after a ski/hike/bike through the beautiful mountains around it. 4 bdrs allow your group to space out, and a great room with 20 foot high ceilings extends through the dining area. Convenient to many Berkshires spots (Tanglewood, museums, etc.), a 2nd living room, fireplace, jacuzzi, and access to slopes, hot tubs, heated pool & gym complete the perfect getaway.

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  • Pool
  • Parking included
  • Air-conditioning
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8.8 out of 10, Excellent, 2,812 reviews
The price is €90
includes taxes & fees
1 Nov - 2 Nov
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About the area

Hancock is home to this holiday home. Mount Lebanon Shaker Village and Colonial Theater are local landmarks, and travellers looking to shop may want to visit Guido's Marketplace and Colonial Plaza. Mountain Coaster and Alpine Super Slide are also worth visiting. Visit our Hancock travel guide
View more Holiday homes in Hancock
Map
Hancock, MA

What's nearby

  • A forested hillside with a clear path and a small building at the top.
    Jiminy Peak Mountain Resort
    1 min walk - 0.1 km
  • Grouse Run
    3 min walk - 0.3 km
  • Whitetail
    5 min walk - 0.4 km
  • Left Bank
    5 min walk - 0.4 km
  • Mountain Coaster
    13 min walk - 1.1 km

Getting around

  • Pittsfield Intermodal Transportation Center
    28 min drive
  • Pittsfield, MA (PSF-Pittsfield Municipal)
    30 min drive

Restaurants

  • Dunkin'
    17 min drive
  • Cumberland Farms
    10 min drive
  • Proprietor’s Lodge
    20 min drive
  • Zucchini's Restaurant
    19 min drive
  • Norte Azul Cantina
    10 min drive

Frequently asked questions

Does Comfortable Berkshires retreat on mtn resort, SISO have a pool?

Yes, this property has a pool. Pool types include heated pools.

How much does it cost to stay at Comfortable Berkshires retreat on mtn resort, SISO?

As of 31 Oct 2026, prices found for a 1-night stay for 2 adults at Comfortable Berkshires retreat on mtn resort, SISO on 1 Nov 2026 start from €459, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

Is Comfortable Berkshires retreat on mtn resort, SISO pet-friendly?

No, pets are not allowed at this property.

How much is parking at Comfortable Berkshires retreat on mtn resort, SISO?

On-site parking is available at the property.

What time is check-in at Comfortable Berkshires retreat on mtn resort, SISO?

Check-in begins at 4:00 PM.

What time is check-out at Comfortable Berkshires retreat on mtn resort, SISO?

Checkout is at 11:00 AM.

Where is Comfortable Berkshires retreat on mtn resort, SISO located?

Situated in Hancock, this holiday home is within a 15-minute walk of Cricket Triple Ski Lift and Jiminy Peak Mountain Resort. Novice Chair and The Mogul Thing are also within 1 mile (2 km).

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Reviews

Comfortable Berkshires retreat on mtn resort, SISO Reviews

8.8

Excellent

8.2

Cleanliness

10

Location

6.0

Property conditions & facilities
Rating 10 - Excellent. 8 out of 12 reviews
Rating 8 - Good. 2 out of 12 reviews
Rating 6 - Okay. 0 out of 12 reviews
Rating 4 - Poor. 2 out of 12 reviews
Rating 2 - Terrible. 0 out of 12 reviews

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Convenient and Well Maintained

Hosts were very responsiveHouse was clean and well maintainedExcellent locationOverall great stay
Stayed 3 nights in Mar 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Girls Getaway

We had a great stay at Carl's townhouse. He was super helpful and great to work with. He took the time to arrange for us to check in earlier than advertised. The kitchen was well stocked, and the house was clean. There was plenty of room and it was very comfortable. Hope to visit again soon!
Stayed 1 night in Mar 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, listing accuracy
Host was proactive in communication and answer each and every question.
Stayed 1 night in Oct 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
The owner was responsive. The heater worked well. The living spaces are as advertised. Traveling with 5 adults and a toddler; the layout is great. Convenient location for day trips and hiking.
Stayed 6 nights in Apr 2026
Verified review

8/10 Good

Liked: Check-in, communication, location, listing accuracy
The location was excellent, within walking distance of ski trail. Wonderful view of the ski area and surrounding mountains. The fireplace was perfect for the end of the day. Our large family had plenty of space to have fun together or chill alone. We had concerns about the cleanliness and working conditions of some electronics. Our concerns were communicated with the owner, and the response was positive. I am sure with corrections this Comfortable Berkshire Retreat will be a 5 star stay.
Stayed 3 nights in Mar 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great weekend getaway

Family ski trip was made extremely enjoyable by staying at this property. Everything worked out as advertised
Stayed 2 nights in Mar 2025
Verified review

10/10 Excellent

Liked: Cleanliness, amenities, property conditions & facilities, communication
Kind and responsive host.
Stayed 1 night in Jul 2025
Verified review

8/10 Good

Liked: Cleanliness, check-in, communication, location, listing accuracy

Awesome spot

Girlfriend’s weekend away. Loved the home, amenities and cleanliness. Just a few updates and it’ll be 5 stars. Thanks for a great time.
Stayed 1 night in Apr 2025
Verified review

4/10 Poor

Disliked: Cleanliness, property conditions & facilities, communication
Jiminy Peak has passed its prime and is "tired" looking. My family experienced one disappointment after another with our lodging. My sister had to vacate the premises because everytime she was present her sensitivity to mold/mildew kicked in and she felt sick. She and 5 other family members had to find new lodging. The HVAC was leaking and the carpet wet in the basement. A technician did not arrive until day 6 of our 7 day vacation. The front door key pad was broken and we could not lock our possessions securely. One of the beds was broken and maintenance never addressed the issue though notified on day 1. I had to sleep on a mattress on the floor. One bed was very hard and very squeaky. The master bedroom mattress was lopsided and my 89 year old mother had to sleep across it at an angle to keep from rolling off. The master bathroom door would not close. There was no hand railing to help my elderly mother get in the tub. There was a pet odor in the entry hall. Multiple lights did not work and the shower was dark in one bathroom. The living room furniture is worn and the carpets are outdated. The deck needed powerwashing and there were no table and chairs to eat outside. One of two lounge chairs was rotting. The sliding screen door to the deck had holes in it and would not slide or fit properly in the runners. One of the kitchen outlets did not work. No instructions for trash disposal. Pool is not next to the home as shown in the photos. Kitchen equipped fine.
Stayed 7 nights in Jul 2025
Verified review

4/10 Poor

Disliked: Cleanliness, communication
Stayed 5 nights in Jan 2026
Verified review

10/10 Excellent

Stayed 2 nights in Oct 2025