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Comfortable Berkshires retreat on mtn resort, SISO

Vacation home near Jiminy Peak Mountain Resort in Hancock

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Photo gallery for Comfortable Berkshires retreat on mtn resort, SISO

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A wooden deck with two Adirondack chairs and a railing, surrounded by trees with autumn foliage.
A two-story house with a front porch, a small garden with autumn leaves, and a clear blue sky.
A kitchen with wooden cabinets, a microwave, stove, and a bar area with wooden chairs.
A kitchen with a central island, a built-in sink, and a ceiling fan.

Reviews

8.4 out of 10
Very good

Entire home

4 bedrooms3 bathrooms

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
    ‪13 min walk‬
  • Place, Tanglewood Music Center
    ‪44 min drive‬
  • Airport, Pittsfield, MA (PSF-Pittsfield Municipal)
    ‪30 min drive‬

Room options

About the neighborhood

Hancock

In Hancock .At this Hancock vacation home, you'll be within half a mile (1 km) of Jiminy Peak Mountain Resort and 3 miles (5 km) of Alpine Super Slide. Also, Mountain Coaster is within 3 miles (5 km) and Mount Greylock State Reservation is within 6 miles (10 km).
View more Vacation Homes in HancockOpens in a new window

What's nearby

  • Jiminy Peak Mountain Resort - 1 min walk - 0.1 miles
  • Mountain Coaster - 13 min walk - 0.7 miles
  • Tanglewood Music Center - 44 min drive - 30.2 miles
  • University at Albany - 49 min drive - 38.6 miles
  • Colonie Center Mall - 55 min drive - 40.8 miles

Getting around

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

Restaurants

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

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.

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Vacation Village in the Berkshires
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  • Pool
  • Parking included
  • Air conditioning
  • Laundry
4.4 out of 5, Excellent, 2,645 reviews
$122 nightly
The price is $136
Sep 17 - Sep 18
Total with taxes and fees
Vacation Village in the Berkshires

Property amenities

Pool/Spa

  • Communal pool
  • Heated pool
  • Hot tub
  • Sauna

Internet

  • Available in the house: Free WiFi

Parking and transportation

  • Parking on site

Kitchen

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

  • Smoking not allowed

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

Policies

Check-in

Check-in time starts at 4:00 PM

Minimum check-in age: 18

Check-out

Check-out before 11:00 AM

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

  • No pets 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
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
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
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card, or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession. Onsite parties or group events are strictly prohibited. For guests' safety, the property includes a carbon monoxide detector, a fire extinguisher, and a smoke detector in each accommodation.

Property Registration Number C0456851210

Property is also known as

23286

Frequently asked questions

How close is Comfortable Berkshires retreat on mtn resort, SISO to the airport?

This vacation home is 18.4 mi (30-min drive) away from the Pittsfield, MA (PSF-Pittsfield Municipal) airport, the closest popular airport to the property.

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

As of Sep 16, 2026, prices found for a 1-night stay for 2 adults at Comfortable Berkshires retreat on mtn resort, SISO on Sep 21, 2026 start from $541, 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.

Does Comfortable Berkshires retreat on mtn resort, SISO have an airport shuttle?

Airport shuttle services are not available at this vacation home.

Does Comfortable Berkshires retreat on mtn resort, SISO offer free breakfast?

This vacation home does not offer free breakfast.

Is there a casino at Comfortable Berkshires retreat on mtn resort, SISO?

No, there is no casino at this vacation home.

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

Check-in begins at 4:00 PM.

Is there free parking at Comfortable Berkshires retreat on mtn resort, SISO?

Free parking is not available at this vacation home.

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

Yes, there's a heated pool.

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

There are no spa services available at this vacation home.

How close is Comfortable Berkshires retreat on mtn resort, SISO to downtown Hancock?

This vacation home is 0.6 mi away from Hancock.

Comfortable Berkshires retreat on mtn resort, SISO Reviews

Reviews

8.4

Very Good

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

7.8/10

Cleanliness

7.0/10

Amenities

6.0/10

Property conditions & facilities

Reviews

Verified review

10/10 Excellent

Maura L.

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

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 review

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 review

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 review

10/10 Excellent

Javier

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

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 review

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 review

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 review

4/10 Poor

Chris G.

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

10/10 Excellent

Meghan C.

Stayed 2 nights in Oct 2025

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