[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 kitchen, near Jiminy Peak Mountain Resort ![A heated pool](https://images.trvl-media.com/lodging/110000000/109440000/109435000/109434975/18066543.jpg?impolicy=resizecrop&rw=598&ra=fit) ![Property grounds](https://images.trvl-media.com/lodging/110000000/109440000/109435000/109434975/dcf5df54_edited_d00b.jpg?impolicy=resizecrop&rw=297&ra=fit) ![4 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/110000000/109440000/109435000/109434975/6658a41d_edited_267e.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/110000000/109440000/109435000/109434975/f076ba69_edited_5004.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Exterior](https://images.trvl-media.com/lodging/110000000/109440000/109435000/109434975/e43d10e1.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Amenities - Policies - Location 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. 8.8 Excellent ### Entire home 4 bedrooms3 bathrooms ## Popular amenities - Hot tub - Fireplace - Washer - Kitchen - Dryer - Pool ## 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 ![Lobby](https://images.trvl-media.com/lodging/2000000/1070000/1066500/1066423/012d1fc0.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Vacation Village in the Berkshires Williamstown - Pool - Parking included - Free WiFi - Air conditioning 8.6 Excellent 2,048 reviews CA $129 CA $159 total includes taxes & fees Nov 6 - Nov 7 [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-06&endDate=2025-11-07&selected=1066423&PinnedHotelID=1066423&HadPinnedHotel=true®ionId=-1&adults=2) ![Exterior](https://images.trvl-media.com/lodging/90000000/89810000/89806300/89806253/5d0aa061.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Hancock Village Inn at Jiminy Peak Hancock - Hot tub - Kitchen - Washer - Dryer 10 Exceptional 14 reviews CA $770 CA $1,468 total includes taxes & fees Nov 7 - Nov 8 [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-07&endDate=2025-11-08&selected=89806253&PinnedHotelID=89806253&HadPinnedHotel=true®ionId=-1&adults=2) ![Exterior](https://images.trvl-media.com/lodging/1000000/920000/911400/911313/cf8c8830.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Jiminy Peak Mountain Resort Hancock - Pool - Hot tub - Parking included - Free WiFi 8.2 Very good 981 reviews CA $198 CA $222 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-19&endDate=2025-10-20&selected=911313&PinnedHotelID=911313&HadPinnedHotel=true®ionId=-1&adults=2) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/101000000/100890000/100883700/100883691/397631b0.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Family Lodge at Jiminy Peak - Pools & Adventure Hancock - Pool - Kitchen - Washer - Dryer 10 Exceptional 6 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-24&endDate=2025-10-25&selected=100883691&PinnedHotelID=100883691&HadPinnedHotel=true®ionId=-1&adults=2) ![Property grounds](https://images.trvl-media.com/lodging/110000000/109440000/109435000/109434969/cad2483a.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### 1789 Shaker Farmhouse in Berkshires/Hudson Valley Canaan - Free WiFi - Air conditioning - Game room - Parking available 10 Exceptional 4 reviews CA $209 CA $577 total includes taxes & fees Oct 16 - Oct 17 [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-16&endDate=2025-10-17&selected=109434969&PinnedHotelID=109434969&HadPinnedHotel=true®ionId=-1&adults=2) ![Terrace/patio](https://images.trvl-media.com/lodging/117000000/116700000/116699500/116699492/d658807f.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### NEW RENO Historic Creamery in Berkshires w/hot tub New Lebanon - Hot tub - Free WiFi - Air conditioning - Game room 10 Exceptional 4 reviews CA $286 CA $668 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-13&endDate=2025-10-14&selected=116699492&PinnedHotelID=116699492&HadPinnedHotel=true®ionId=-1&adults=2) ![Exterior](https://images.trvl-media.com/lodging/68000000/67640000/67635500/67635438/8a26cf53.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Gorgeous 3BR 3BA Sleeps 10 Ski On / Off Jiminy Peak-2000 Sq Ft Mountainside Con Hancock - Pool - Hot tub - Kitchen - Washer 9.8 Exceptional 71 reviews CA $367 CA $752 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-13&endDate=2025-10-14&selected=67635438&PinnedHotelID=67635438&HadPinnedHotel=true®ionId=-1&adults=2) ![Outdoor dining](https://images.trvl-media.com/lodging/34000000/33500000/33492300/33492239/a5ddb496.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 149 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-24&endDate=2025-10-25&selected=33492239&PinnedHotelID=33492239&HadPinnedHotel=true®ionId=-1&adults=2) ![Exterior detail](https://images.trvl-media.com/lodging/93000000/92450000/92449900/92449879/93787fbf.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### 5 Bed / 3 bath Apt Near Jiminy Peak Berkshires Stephentown - Kitchen - Washer - Dryer - Pet-friendly 10 Exceptional 3 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-24&endDate=2025-10-25&selected=92449879&PinnedHotelID=92449879&HadPinnedHotel=true®ionId=-1&adults=2) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/107000000/106660000/106650400/106650307/a38bbe4f.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### 3 Bedroom home w/ lake and mountain views near skiing, and cultural attractions! Pittsfield - Kitchen - Washer - Dryer - Pet-friendly 7.8 Good 6 reviews CA $377 CA $685 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-13&endDate=2025-10-14&selected=106650307&PinnedHotelID=106650307&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 ### 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 ![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 - Jiminy Peak Mountain Resort - 1 min walk - 0.0 km - Mountain Coaster - 5 min walk - 0.5 km - Alpine Super Slide - 14 min walk - 1.3 km - Mount Greylock State Reservation Visitor Center - 15 min drive - 12.5 km - Mount Greylock - 45 min drive - 27.3 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 - ‪Bob's Country Kitchen - ‬14 min drive - ‪Dunkin' - ‬17 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 Oct 10, 2025, prices found for a 1-night stay for 2 adults at Comfortable Berkshires retreat on mtn resort, SISO on Oct 12, 2025 start from CA $224.61, excluding 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](https://www.expedia.ca/Hancock-Hotels-Comfortable-Berkshires-Retreat-On-Mtn-Resort.h109434975.Hotel-Information?rfrr=HOT.HIS.question.link.click) for more accurate prices. ### Is Comfortable Berkshires retreat on mtn resort, SISO pet-friendly? > No, pets are not allowed at this property. ### 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). ## 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 8.8 ### Excellent 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) ### 8.8 Cleanliness ### 10 Location ### 6.0 Eco-friendliness ### 6.0 Property conditions & facilities 10 - Excellent 4 8 - Good 1 6 - Okay 0 4 - Poor 1 2 - Terrible 0 ### 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 ### 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 ### 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 ### 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 ### 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 > [Silver Reef Casino Resort](https://www.expedia.ca/Bellingham-Hotels-Silver-Reef-Casino-Resort.h16231932.Hotel-Information) > > [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) > > [Comfort Inn Hyannis - Cape Cod](https://www.expedia.ca/Hyannis-Hotels-Comfort-Inn.h1240460.Hotel-Information) > > [The Corsair & Cross Rip Oceanfront Resort](https://www.expedia.ca/Dennis-Port-Hotels-The-Corsair-Cross-Rip-Oceanfront-Resort.h894158.Hotel-Information) > > [Harbor Hotel Provincetown](https://www.expedia.ca/Provincetown-Hotels-Harbor-Hotel-Provincetown.h421590.Hotel-Information) > > [Freebird Motor Lodge by Reverie Boutique Collection](https://www.expedia.ca/West-Yarmouth-Hotels-Hunters-Green-Cape-Cod.h6589307.Hotel-Information) > > [La Quinta Inn & Suites by Wyndham Boston-Andover](https://www.expedia.ca/Andover-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Boston-Andover.h25755.Hotel-Information) > > [Chatham Bars Inn](https://www.expedia.ca/Chatham-Hotels-Chatham-Bars-Inn.h19139.Hotel-Information) > > [Tulalip Resort Casino](https://www.expedia.ca/Everett-Hotels-Tulalip-Resort-Casino.h2161524.Hotel-Information) > > [Hyannis Travel Inn](https://www.expedia.ca/Hyannis-Hotels-Hyannis-Travel-Inn.h1379109.Hotel-Information) > > [Hyatt Place Marlborough/Apex Center](https://www.expedia.ca/Worcester-Hotels-Hyatt-Place-MarlboroughApex-Center.h20178059.Hotel-Information) > > [Best Western Cape Cod Hotel](https://www.expedia.ca/Hyannis-Hotels-Best-Western-Cape-Cod-Hotel.h28183.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) > > [Cape Cod Family Resort and Parks](https://www.expedia.ca/West-Yarmouth-Hotels-Cape-Cod-Family-Resort-And-Inflatable-Park.h5306790.Hotel-Information) > > [Brass Key Guesthouse - Adults Only](https://www.expedia.ca/Provincetown-Hotels-Brass-Key-Guesthouse-Adults-Only.h18632862.Hotel-Information) > > [Bayside Resort Hotel](https://www.expedia.ca/West-Yarmouth-Hotels-Bayside-Resort-Hotel.h896697.Hotel-Information) > > [Canad Inns Destination Center Grand Forks](https://www.expedia.ca/Grand-Forks-Hotels-Canad-Inns-Destination-Center-Grand-Forks.h1713856.Hotel-Information) > > [Sea Crest Beach Resort](https://www.expedia.ca/North-Falmouth-Hotels-Sea-Crest-Beach-Hotel.h25567.Hotel-Information) > > [Northside Motel](https://www.expedia.ca/Williamstown-Hotels-Northside-Motel.h1581984.Hotel-Information) > > [Six Flags Great Escape Lodge & Indoor Waterpark](https://www.expedia.ca/Lake-George-Hotels-Six-Flags-Lodge-Indoor-Waterpark.h1385446.Hotel-Information) > > [Darien Lake Lodge on the Lake](https://www.expedia.ca/Corfu-Hotels-Darien-Lake-Lodge-On-The-Lake.h13279584.Hotel-Information) > > [Holiday Inn Express Boston - Milford by IHG](https://www.expedia.ca/Milford-Hotels-Holiday-Inn-Express-Boston-Milford.h555108.Hotel-Information) > > [The Trail in Adams - Berkshires’ Art Hotel](https://www.expedia.ca/Adams-Hotels-Topia-Inn-An-Organic-Oasis.h12259511.Hotel-Information) > > [Isla Bella Beach Resort & Spa](https://www.expedia.ca/Marathon-Hotels-Isla-Bella-Beach-Resort-Spa.h24101706.Hotel-Information) > > [JW Marriott Desert Springs Resort & Spa](https://www.expedia.ca/Palm-Springs-Hotels-JW-Marriott-Desert-Springs-Resort-Spa.h17123.Hotel-Information) > > [Residence Inn By Marriott Boston Andover](https://www.expedia.ca/Andover-Hotels-Residence-Inn-By-Marriott-Boston-Andover.h795379.Hotel-Information) > > [Embassy Suites by Hilton Boston Marlborough](https://www.expedia.ca/Worcester-Hotels-Embassy-Suites-By-Hilton-Boston-Marlborough.h22959.Hotel-Information) > > [SpringHill Suites by Marriott Wrentham Plainville](https://www.expedia.ca/Wrentham-Hotels-SpringHill-Suites-By-Marriott-Wrentham-Plainville.h57749189.Hotel-Information) > > [The Brook at Turning Stone Resort Casino](https://www.expedia.ca/Utica-Hotels-Turning-Stone-Resort-And-Casino.h1684407.Hotel-Information)