Title: Comfortable Berkshires retreat on mtn resort, SISO - Latest Reviews, Deals & Photos 2026 - Expedia.ca [See all properties](http://www.expedia.ca/Hotel-Search?regionId=&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false) Entire home # Comfortable Berkshires retreat on mtn resort, SISO Vacation home with a sauna, near Jiminy Peak Mountain Resort ## Photo gallery for Comfortable Berkshires retreat on mtn resort, SISO ![A heated pool - Comfortable Berkshires retreat on mtn resort, SISO (Hancock)](https://images.trvl-media.com/lodging/110000000/109440000/109435000/109434975/53ad91f9.jpg?impolicy=resizecrop&rw=598&ra=fit) ![Exterior - Comfortable Berkshires retreat on mtn resort, SISO (Hancock)](https://images.trvl-media.com/lodging/110000000/109440000/109435000/109434975/e43d10e1.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Interior - Comfortable Berkshires retreat on mtn resort, SISO (Hancock)](https://images.trvl-media.com/lodging/110000000/109440000/109435000/109434975/6f64b785_edited_9a5d.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Interior - Comfortable Berkshires retreat on mtn resort, SISO (Hancock)](https://images.trvl-media.com/lodging/110000000/109440000/109435000/109434975/ece4965a_edited_692a.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Property grounds - Comfortable Berkshires retreat on mtn resort, SISO (Hancock)](https://images.trvl-media.com/lodging/110000000/109440000/109435000/109434975/dcf5df54_edited_d00b.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Location - Amenities - Policies 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 Wonderful ### Entire home 4 bedrooms3 bathrooms ## Popular amenities - Pool - Hot tub - Kitchen - Washer - Dryer - Free WiFi ## Add dates for prices Check-in Check-out Travellers ## 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 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 ## Similar properties ![Interior](https://images.trvl-media.com/lodging/75000000/74320000/74312900/74312811/w1075h808x0y2-de6afae7.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### UNIQUE - 1BR Country Condo @ Jiminy Peak Hancock - Pool - Kitchen - Washer - Dryer 10 Exceptional 14 reviews CA $223 CA $543 total includes taxes & fees Feb 8 - Feb 9 [](https://www.expedia.ca/Hotel-Search?startDate=2026-02-08&endDate=2026-02-09&selected=74312811&PinnedHotelID=74312811&HadPinnedHotel=true®ionId=-1&adults=2) ![Outdoor dining](https://images.trvl-media.com/lodging/112000000/111670000/111663300/111663271/3e2af0e3.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### 2 BR Condo Mountain Views At Jiminy Peak- Sleeps 7 Hancock - Pool - Kitchen - Washer - Dryer 7.2 Good 11 reviews CA $190 CA $470 total includes taxes & fees Feb 10 - Feb 11 [](https://www.expedia.ca/Hotel-Search?startDate=2026-02-10&endDate=2026-02-11&selected=111663271&PinnedHotelID=111663271&HadPinnedHotel=true®ionId=-1&adults=2) ![Indoor pool](https://images.trvl-media.com/lodging/74000000/73070000/73062200/73062141/857eb070.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Deluxe Yeti Suite on Jiminy Mtn -1st Flr Sleeps 4 - New Fully Redone Country Inn Hancock - Pool - Hot tub - Kitchen - Dryer 9.8 Exceptional 22 reviews CA $190 CA $382 total includes taxes & fees Jan 27 - Jan 28 [](https://www.expedia.ca/Hotel-Search?startDate=2026-01-27&endDate=2026-01-28&selected=73062141&PinnedHotelID=73062141&HadPinnedHotel=true®ionId=-1&adults=2) ![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/118000000/117830000/117822000/117821967/w1199h799x1y1-45eef11d.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### The Vermont Vista Cabin • Private 10-Acre Escape Whitingham - 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Pool - Hot tub - Kitchen - Washer 9.8 Exceptional 72 reviews CA $476 CA $906 total includes taxes & fees Feb 12 - Feb 13 [](https://www.expedia.ca/Hotel-Search?startDate=2026-02-12&endDate=2026-02-13&selected=67635438&PinnedHotelID=67635438&HadPinnedHotel=true®ionId=-1&adults=2) ![TV, fireplace, DVD player, offices](https://images.trvl-media.com/lodging/120000000/119240000/119237000/119236971/0ca83843.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Luxury Jiminy Ski On Off Village Ctr Condo Sleeps4 Hancock - Pool - Hot tub - Kitchen - Washer 10 Exceptional 3 reviews CA $185 CA $394 total includes taxes & fees Feb 10 - Feb 11 [](https://www.expedia.ca/Hotel-Search?startDate=2026-02-10&endDate=2026-02-11&selected=119236971&PinnedHotelID=119236971&HadPinnedHotel=true®ionId=-1&adults=2) ![Property grounds](https://images.trvl-media.com/lodging/34000000/33500000/33492300/33492239/2ddd9b8b.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Beautiful 8 Bedroom, Walk to Lake, Jetted Hot Tub, Fireplace, & Pool Table Pittsfield - Hot tub - Kitchen - Washer - Dryer 9.8 Exceptional 152 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2026-02-05&endDate=2026-02-06&selected=33492239&PinnedHotelID=33492239&HadPinnedHotel=true®ionId=-1&adults=2) ![Exterior](https://images.trvl-media.com/lodging/102000000/101430000/101424500/101424483/d4b659d7.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Deluxe Mountain Fox Suite Jiminy Peak - Ski On Off - Fully Redone Decor Hancock - Pool - Hot tub - Kitchen - Washer 10 Exceptional 1 review CA $190 CA $382 total includes taxes & fees Jan 27 - Jan 28 [](https://www.expedia.ca/Hotel-Search?startDate=2026-01-27&endDate=2026-01-28&selected=101424483&PinnedHotelID=101424483&HadPinnedHotel=true®ionId=-1&adults=2) ## 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 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 Property Registration Number C0456851210 ### Property is also known as 23286 ## About the area 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. [Visit our Hancock travel guide](https://www.expedia.ca/Hancock.dx112303) [View more Vacation homes in Hancock](https://www.expedia.ca/Hancock-Private-Vacation-Homes.d112303-aaPrivateVacationHomes.Travel-Guide-Accommodation) ![Map](https://maps.googleapis.com/maps/api/staticmap?&size=660x330&map_id=3b266eb50d2997c6¢er=42.559635,-73.28591&zoom=13&channel=expedia-HotelInformation&maptype=roadmap&scale=1&path=color:0xFFFFF|weight:2|fillcolor:0x005AEB7F|enc:yhxbG%7Csh%7EL%3FU%3FS%40U%3FU%40S%3FU%40S%40UBS%40U%40UBSBSBU%40SBUDQBSDSBUDSDSDSDQDSFSDQFSDQFQFQFQHSFOFQHOHQFQHOHOHOHOJOHOJOHMJMJMJOJMHKLMJKJMLKJKLKJILKLKLILIJILGNILILELINGLGLENELGNELENCLCNENCLCNCNANCNALANAN%3FN%3FNAN%3FN%3FL%40N%3FN%3FN%40L%40N%40NBN%40NBLBNBNDLBNBNDLDLFNDLDNFLFLHLDNHLHLFJHLHLHLJLJJHLJJJLJJLJJLLHJJLLNHLJLHLJNHNJNHNHNHNHPFNHPHNFPFNHRFPFPFPDPFRFPDRDRDPDRDRDRBTDRBRDRBRBR%40TBRBR%40TBT%40R%40T%40R%3FT%40R%40T%3FT%3FR%3FT%3FT%3FR%3FTATAT%3FRARATARCTATCRCRATCRCRETCREPCTEREREREPERERGPGREPGPGPGRIPGNGPIPINGNIPINIPILKPILKNILKLILMNKLILMJKLKJMJKJMJKHMJMJMHMHKHMHMFOHMFMFMFOFMDOFMDMDODOBMBODOBMBOBO%40OBO%40M%40O%40O%40O%3FM%3FO%3FO%3FO%3FO%3FOAOAMAOAOCOAOCMCOCOEMCOCMEOEMEOGMEMGOGMGMGMIOGMIKIMIMIMKMKKIMKKKMKKKKMMKIMKMKOKMKMIMKOIMKQIMIQIOIOGQIOIQGQGOIQGSGQGQEQGSEQGSESEQESESESCUEQCSESCUASCUCSCSAUAUCSAUAS%3FSAU%3FUAU%3FS%3FU&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=WOYdiH2MoDwnk3H7U7vvU6q_hVA=) Hancock, MA ### What's nearby - ![Hancock which includes autumn colours](https://images.trvl-media.com/place/112303/ca692e65-c599-421a-9148-a18e8f574b20.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) Jiminy Peak Mountain Resort 1 min walk \- 0.1 km - ![A road near Tanglewood. Driving through the Berkshires is never a disappointing #roadtrip](https://images.trvl-media.com/place/8587/1d179a1d-9e13-488f-a60c-fca476ac4122.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) Tanglewood Music Center 38 min drive \- 57.8 km - ![State University at Albany](https://images.trvl-media.com/place/6173155/fde832f5-4ec1-4669-abd9-68321f9dbe2c.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) University at Albany 44 min drive \- 61.7 km - Mountain Coaster 5 min walk \- 0.5 km - Alpine Super Slide 14 min walk \- 1.3 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 - Old Man Jeff’s Barbecue Company 23 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? ### How much does it cost to stay at Comfortable Berkshires retreat on mtn resort, SISO? ### Is Comfortable Berkshires retreat on mtn resort, SISO pet-friendly? ### How much is parking? ### Where is Comfortable Berkshires retreat on mtn resort, SISO located? ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. Ask a question ## Comfortable Berkshires retreat on mtn resort, SISO Reviews ## 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](https://www.expedia.ca/lp/b/content-guidelines) 10 - Excellent 5 8 - Good 1 6 - Okay 0 4 - Poor 1 2 - Terrible 0 ### 8.8 Cleanliness ### 10 Location ### 6.0 Property conditions & facilities ## Reviews ### 10/10 Excellent #### Matthew K. Mar 13, 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 ##### Matthew K. Stayed 3 nights in Mar 2025 ### 10/10 Excellent #### Alyson A. Apr 1, 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! ##### Alyson A. Stayed 1 night in Mar 2025 ### 10/10 Excellent #### Javier Jul 25, 2025 Liked: Cleanliness, amenities, property conditions & facilities, communication Kind and responsive host. ##### Javier Stayed 1 night in Jul 2025 ### 10/10 Excellent #### Henry C. Mar 20, 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 ##### Henry C. Stayed 2 nights in Mar 2025 ### 8/10 Good #### Danielle D. Apr 15, 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. ##### Danielle D. Stayed 1 night in Apr 2025 ### 4/10 Poor #### Rowena Jul 28, 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. ##### Rowena Stayed 7 nights in Jul 2025 ## Expedia's Latest Trends ### Hotels > [Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG](https://www.expedia.ca/South-Lee-Hotels-Holiday-Inn-Club-Vacations-Oak-N-Spruce-Resort.h20875006.Hotel-Information) > > [Great Wolf Lodge Boston / Fitchburg, MA](https://www.expedia.ca/Leominster-Hotels-Great-Wolf-Lodge-Boston-Fitchburg.h8458771.Hotel-Information) > > [Courtyard by Marriott Boston Marlborough](https://www.expedia.ca/Worcester-Hotels-Courtyard-By-Marriott-Boston-Marlborough.h5422.Hotel-Information) > > [Embassy Suites by Hilton Boston Marlborough](https://www.expedia.ca/Worcester-Hotels-Embassy-Suites-By-Hilton-Boston-Marlborough.h22959.Hotel-Information) > > [Best Western Royal Plaza Hotel & Trade Center](https://www.expedia.ca/Worcester-Hotels-Best-Western-Royal-Plaza-Hotel-Trade-Center.h14628.Hotel-Information) > > [Hampton Inn Boston/Marlborough](https://www.expedia.ca/Worcester-Hotels-Hampton-Inn-BostonMarlborough.h203597.Hotel-Information) > > [The Charming Gem Near The Water!](https://www.expedia.ca/New-Bedford-Hotels-The-Charming-Gem-Near-The-Water.h90109063.Hotel-Information) > > [Super 8 by Wyndham Brockton](https://www.expedia.ca/Brockton-Hotels-Super-8-By-Wyndham-Brockton.h855651.Hotel-Information) > > [Charming cottage with screened porch and patio .3 miles to Haigis beach](https://www.expedia.ca/Dennis-Port-Hotels-Charming-Cottage-With-Screened-Porch-And-Patio-3-Miles-To-Haigis-Beach.h36369978.Hotel-Information) > > [Welcome To Tidal Fix! 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