Entire home

Comfortable Berkshires retreat on mtn resort, SISO

Holiday home with a sauna, near Jiminy Peak Mountain Resort

Interior - Comfortable Berkshires retreat on mtn resort, SISO (Hancock)

Property grounds - Comfortable Berkshires retreat on mtn resort, SISO (Hancock)

Exterior - Comfortable Berkshires retreat on mtn resort, SISO (Hancock)

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.

Wonderful

Entire home

4 bedrooms3 bathrooms

Popular amenities

Pool
Spa pool
Kitchen
Washing machine
Dryer
Free Wi-Fi

includes taxes & fees

4 Jan - 5 Jan 2026

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

Pool
Kitchen
Washing machine
Dryer

includes taxes & fees

25 Dec - 26 Dec

Policies

Special check-in instructions

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

Information provided by the property may be translated using automated translation tools

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

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
MVP Arena - 39 min drive - 53.9 km
University at Albany - 44 min drive - 61.7 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
‪Cumberland Farms - ‬10 min drive
‪Proprietor’s Lodge - ‬20 min drive
‪Bob's Country Kitchen - ‬14 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 24 Dec 2025, prices found for a 1-night stay for 2 adults at Comfortable Berkshires retreat on mtn resort, SISO on 4 Jan 2026 start from NZ$1,253.65, 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

Wonderful

All reviews shown are from real guest experiences. Only travellers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.

More information

8.8

Cleanliness

10

Location

6.0

Eco-friendliness

6.0

Property conditions & facilities

10/10 Excellent

Javier

25 Jul 2025

Liked: Cleanliness, amenities, property conditions & facilities, communication

Kind and responsive host.

Stayed 1 night in Jul 2025

10/10 Excellent

Matthew K.

13 Mar 2025

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.

20 Mar 2025

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.

15 Apr 2025

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.

1 Apr 2025

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

28 Jul 2025

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