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Comfortable Berkshires retreat on mtn resort, SISO

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Exterior
Living area
Terrace/patio
Private kitchen
Interior

Reviews

8.8 out of 10
Excellent
4 bedrooms3 bathroomsSleeps 12

Popular amenities

  • Pool
  • Hot tub
  • Kitchen
  • Washer
  • Dryer
  • Free WiFi

Explore the area

View in a map
Hancock, MA
  • Place, Jiminy Peak Mountain Resort
    ‪1 min walk‬
  • Place, Mountain Coaster
    ‪5 min walk‬
  • Place, Alpine Super Slide
    ‪14 min walk‬
  • Airport, Pittsfield, MA (PSF-Pittsfield Municipal)
    ‪27 min drive‬

Rooms & beds

4 bedrooms (sleeps 12)

3 bathrooms

Bathroom 1

Bathroom 2

Bathroom 3

Spaces

Deck or patio
Kitchen
Balcony
Garden

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.
Our prices include all fees. No hidden fees.

Add dates for prices

Amenities

Pool
Hot Tub
Kitchen
Washer
Dryer
Free WiFi

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House Rules

Check in after 4:00 PM
Minimum age to rent: 18
Check out before 11:00 AM
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Children

Children allowed: ages 0-17
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Events

No events allowed
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Pets

No pets allowed
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Smoking

Smoking is not permitted

Important information

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
Onsite parties or group events are strictly prohibited
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher
Property Registration Number C0456851210

About the neighborhood

Hancock

Hancock is home to this vacation home. Mount Lebanon Shaker Village and Colonial Theater are local landmarks, and travelers looking to shop may want to visit Guido's Marketplace and Colonial Plaza. Mountain Coaster and Alpine Super Slide are also worth visiting.
View more Vacation Homes in HancockOpens in a new window
Map
Hancock, MA

What's nearby

  • Jiminy Peak Mountain Resort - 1 min walk - 0.1 km
  • Mountain Coaster - 5 min walk - 0.5 km
  • Alpine Super Slide - 14 min walk - 1.3 km
  • Tanglewood Music Center - 38 min drive - 57.8 km
  • Colonie Center Mall - 46 min drive - 63.5 km

Getting around

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

Restaurants

  • ‪Cumberland Farms - ‬10 min drive
  • ‪JJ's Lodge - ‬16 min walk
  • ‪Dunkin' - ‬17 min drive
  • ‪Bob's Country Kitchen - ‬14 min drive
  • ‪Old Man Jeff’s Barbecue Company - ‬23 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 Apr 18, 2026, prices found for a 1-night stay for 2 adults at Comfortable Berkshires retreat on mtn resort, SISO on Jun 18, 2026 start from $537, 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?

Onsite 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?

Check-out is at 11:00 AM.

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

Situated in Hancock, this vacation home is 0.6 mi (0.9 km) from Jiminy Peak Mountain Resort and within 3 mi (5 km) of Alpine Super Slide and Mountain Coaster. Mount Greylock State Reservation and Taconic Ridge State Forest are also within 9 mi (15 km).

Reviews

8.8

Excellent

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labeled.
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Rating 10 - Excellent. 5 out of 8 reviews
Rating 8 - Good. 2 out of 8 reviews
Rating 6 - Okay. 0 out of 8 reviews
Rating 4 - Poor. 1 out of 8 reviews
Rating 2 - Terrible. 0 out of 8 reviews

8.4/10

Cleanliness

7.0/10

Amenities

6.0/10

Property conditions & facilities

9.6/10

Check-in

8.4/10

Communication

10/10

Location

9.2/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Javier

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

10/10 Excellent

Matthew K.

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

10/10 Excellent

Henry C.

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

8/10 Good

Danielle D.

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

10/10 Excellent

Alyson A.

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

4/10 Poor

Rowena

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

8/10 Good

Russell R.

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

10/10 Excellent

Meghan C.

Stayed 2 nights in Oct 2025

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