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Entire home

Comfortable Berkshires retreat on mtn resort, SISO

Holiday home with a sauna, near Jiminy Peak Mountain Resort

Photo gallery for Comfortable Berkshires retreat on mtn resort, SISO

A heated pool
Fridge, microwave, oven, stovetop
4 bedrooms, iron/ironing board, free WiFi, bed sheets
Property grounds
Exterior
Nestled in the heart of Jiminy Peak, this chalet-style retreat offers a warm and inviting atmosphere after a day exploring the beautiful mountains. With its spacious great room featuring 20-foot high ceilings, four bedrooms for ample space, and convenient access to Berkshires spots like Tanglewood and museums.

Reviews

9.0 out of 10
Wonderful

Entire home

4 bedrooms3 bathrooms

Popular amenities

  • Hot tub
  • Fireplace
  • Dryer
  • Washer
  • Kitchen
  • Pool
The current price is AU$1,143
includes taxes & fees
22 Nov - 23 Nov

Add dates for prices

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

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.

Property amenities

Pool/Spa

  • Communal pool
  • Heated pool
  • Hot tub
  • Sauna

Internet

  • Available in the house: Free WiFi

Parking and transport

  • Parking on site

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Hob
  • Microwave
  • Oven
  • Refrigerator
  • Spices
  • Toaster

Bedrooms

  • 4 bedrooms
  • Bedsheets provided

Bathroom

  • 3 bathrooms
  • Hair dryer
  • Towels provided

Living spaces

  • Fireplace
  • Living room
  • Wood stove

Entertainment

  • Books
  • DVD player
  • Games
  • TV
  • Video games
  • Video library

Outdoor areas

  • Balcony
  • Garden

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoke-free property

Services and conveniences

  • Iron/ironing board

Things to do

  • Arcade/game room
  • Gym
  • Heated pool
  • Snow sports gear
  • Tennis

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • Fire extinguisher

General

  • Garden

Similar properties

Lobby
Vacation Village in the Berkshires
  • Pool
  • Parking included
  • Free WiFi
  • Air conditioning
8.8 out of 10, Excellent, 2,138 reviews
The price is AU$144
includes taxes & fees
23 Nov - 24 Nov
Vacation Village in the Berkshires

Policies

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions

Pets

Pets not allowed

Children and extra beds

Children are welcome

Events

No events allowed

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
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
Property Registration Number C0456851210

Property is also known as

23286

About the area

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 - 39 min drive - 57.8 km
  • University at Albany - 47 min drive - 62.1 km

Getting around

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

Restaurants

  • ‪Old Man Jeff’s Barbecue Company - ‬23 min drive
  • ‪Dunkin' - ‬17 min drive
  • ‪Bob's Country Kitchen - ‬14 min drive
  • ‪Proprietor’s Lodge - ‬20 min drive
  • ‪Cumberland Farms - ‬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 21 Nov 2025, prices found for a 1-night stay for 2 adults at Comfortable Berkshires retreat on mtn resort, SISO on 22 Nov 2025 start from AU$1,142.7, 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.

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

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

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Comfortable Berkshires retreat on mtn resort, SISO Reviews

Reviews

9.0

Wonderful

Rating 10 - Excellent. 5 out of 7 reviews
Rating 8 - Good. 1 out of 7 reviews
Rating 6 - Okay. 0 out of 7 reviews
Rating 4 - Poor. 1 out of 7 reviews
Rating 2 - Terrible. 0 out of 7 reviews

8.8/10

Cleanliness

7.0/10

Amenities

6.0/10

Property conditions & facilities

6.0/10

Eco-friendliness

Reviews

10/10 Excellent

Javier

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

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

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

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

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

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