[See all properties](http://www.expedia.ca/Hotel-Search?regionId=&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false) Entire home # Woodland 5-BR Retreat 5-Min to Jiminy Peak Vacation home in Pittsfield with private pool and kitchen ![Exterior](https://images.trvl-media.com/lodging/103000000/102410000/102401300/102401286/bd3a7441.jpg?impolicy=resizecrop&rw=598&ra=fit) ![Pool](https://images.trvl-media.com/lodging/103000000/102410000/102401300/102401286/5d692b3c.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/103000000/102410000/102401300/102401286/7f1582c2.jpg?impolicy=resizecrop&rw=297&ra=fit) ![5 bedrooms, desk, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/103000000/102410000/102401300/102401286/e1ec1641.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Interior](https://images.trvl-media.com/lodging/103000000/102410000/102401300/102401286/a12e7bdf.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Amenities - Policies - Location Nestled in the Berkshires, this 5-BR family home offers a serene retreat with modern comforts. Unwind by the private pool, enjoy a game of foosball or relax in the Scandinavian sauna. With spacious bedrooms and an open floor plan connecting living areas, this home provides ample natural light and tranquility. 10 Exceptional ### Entire home 5 bedrooms3 bathroomsSleeps 102162 sq ft ## Popular amenities - Washer - Kitchen - Dryer - Pool - Pet-friendly - Outdoor space ## 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. ### Woodland 5-BR Retreat 5-Min to Jiminy Peak Summary: Nestled in the Berkshires, this 5-BR family home combines comfort and tranquility. The open floor plan connects living areas, and the private backyard has a brand new pool! Bedrooms are spacious, featuring ample natural light. Surrounded by beauty, this home offers a perfect blend of modern living and natural serenity. Home includes a foosball table, Scandanavian sauna and heated pool. Attractions at Jiminy Peak (5-min away), Mt. Greylock (17-min away), and Ramblewild (5-min away). The Space: Entire home on Main Street in Hancock. Guest Access: Accessible with smart lock. The Neighborhood: Located in Hancock. 5-min to skiing at Jiminy Peak! Getting Around: Car required. Other Things to Note: Notes & Disclaimers: Wildlife: This is a home in a rural part of the country. You may see wildlife including deer, coyotes, foxes, and bears. Please be mindful of your surroundings and leaving out food and trash. There are Highland cows next door that you may see come to the property line fence. Please do not touch / feed them. Weather: In the winter, there will be snow, ice, and occasional snowstorms. We recommend driving a vehicle with AWD or 4WD. Please drive with caution and be prepared with regards to the ability of your vehicle to drive in the snow. Power & Internet: This is a rural part of the country. You may lose power or internet during inclement weather. We do not issue refunds for loss of power or internet out of our control. Air Conditioning: There's a total of 4 window AC units: in the living-room, dining-room, master bedroom and bunk bedroom. AC availability is seasonal and depending on weather (late spring and summer). Heating is also seasonal, and depending on weather, available during the cold seasons (autumn-winter). Pool: The pool opens after Memorial Day weekend and closes on October 13th. We recommend contacting us prior to booking to confirm the pool's availability during your stay Pets: We’re happy to welcome your pup to the home. There’s a $150 fee plus tax for the first dog, and $50 plus tax for each additional one. If you’re planning to bring more than three, just check in with us first so we can coordinate with the homeowner. For everyone’s comfort, we kindly ask that dogs stay leashed outdoors and that you clean up after them. Please note that cats aren’t permitted due to allergy concerns. Any pet-related damages may result in additional charges. Cancellation Policy: We cannot make any exceptions to our cancellation policy. Please consider traveler’s insurance. ## Property amenities ### Pool/Spa - Communal pool - Private pool ### Internet - Available in the house: WiFi ### Parking and transportation - Parking on site ### Kitchen - Coffee/tea maker - Cookware, dishware, and utensils - Dishwasher - Microwave - Oven - Refrigerator - Stovetop - Toaster ### Bedrooms - 5 bedrooms - Bedsheets provided ### Bathroom - 2.5 bathrooms - Hair dryer - Shower - Towels provided ### Entertainment - TV ### Outdoor areas - Balcony - Garden ### Laundry - Laundry facilities - Washing machine ### Work spaces - Desk - Office ### Comfort - Heating ### Pets - Pet friendly ### Suitability/Accessibility - Smoking not allowed ### Services and conveniences - Iron/ironing board ### Location highlights - In a rural location ### Things to do - Foosball table ### 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 - Unit size: 2,162 square feet ## Similar properties ![A heated pool](https://images.trvl-media.com/lodging/110000000/109440000/109435000/109434975/18066543.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Comfortable Berkshires retreat on mtn resort, SISO Hancock - Pool - Hot tub - Kitchen - Washer 8.8 Excellent 6 reviews CA $226 CA $665 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-13&endDate=2025-10-14&selected=109434975&PinnedHotelID=109434975&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=2025-10-26&endDate=2025-10-27&selected=100883691&PinnedHotelID=100883691&HadPinnedHotel=true®ionId=-1&adults=2) ![Exterior](https://images.trvl-media.com/lodging/60000000/59810000/59800300/59800223/fe4b0238.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Lake Front Home in Heart of the Berkshires Near Jiminy Peak Pittsfield - Kitchen - Washer - Dryer - Free WiFi 10 Exceptional 61 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-26&endDate=2025-10-27&selected=59800223&PinnedHotelID=59800223&HadPinnedHotel=true®ionId=-1&adults=2) ![Property grounds](https://images.trvl-media.com/lodging/103000000/102950000/102942100/102942056/ffa08471.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Berkshires sanctuary with outdoor living area & firepit. 8minutes to Tanglewood! 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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 C0470651210 ### Property is also known as 65ca477a814e060038070e2f ## About the area Located in Pittsfield, this vacation home is in a rural area. The area's natural beauty can be seen at Mount Greylock State Reservation and Mount Greylock State Reservation Visitor Center, while Williamstown Theatre Festival and Hancock Shaker Village are cultural highlights. Mountain Coaster and Alpine Super Slide are also worth visiting. [Visit our Pittsfield travel guide](https://www.expedia.ca/Pittsfield.dx9478) [View more Vacation homes in Pittsfield](https://www.expedia.ca/Pittsfield-Private-Vacation-Homes.d9478-aaPrivateVacationHomes.Travel-Guide-Accommodation) ![Map](https://maps.googleapis.com/maps/api/staticmap?&size=660x330&map_id=3b266eb50d2997c6&zoom=13&markers=icon:https%3A%2F%2Fa.travel-assets.com%2Ftravel-assets-manager%2Feg-maps%2Fproperty.png%7C42.54257%2C-73.31950&channel=expedia-HotelInformation&maptype=roadmap&scale=1&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=TwEu822HVGeY4zhLeiQR8II1984=) Hancock, MA ### What's nearby - Mountain Coaster - 6 min drive - 5.0 km - Jiminy Peak Mountain Resort - 13 min drive - 4.7 km - Alpine Super Slide - 14 min drive - 5.7 km - Mount Greylock State Reservation Visitor Center - 19 min drive - 16.8 km - Tanglewood Music Center - 40 min drive - 43.5 km ### Getting around - Pittsfield Intermodal Transportation Center - 25 min drive - Pittsfield, MA (PSF-Pittsfield Municipal) - 23 min drive ### Restaurants - ‪Old Man Jeff’s Barbecue Company - ‬22 min drive - ‪Bob's Country Kitchen - ‬13 min drive - ‪Dunkin' - ‬16 min drive - ‪Proprietor’s Lodge - ‬20 min drive - ‪Cumberland Farms - ‬4 min drive ## Frequently asked questions ### Does Woodland 5-BR Retreat 5-Min to Jiminy Peak have a pool? > Yes, this property has a pool. ### Is Woodland 5-BR Retreat 5-Min to Jiminy Peak pet-friendly? > Yes, pets are allowed at this property. ### What time is check-in at Woodland 5-BR Retreat 5-Min to Jiminy Peak? > Check-in begins at 4:00 PM. ### What time is check-out at Woodland 5-BR Retreat 5-Min to Jiminy Peak? > Check-out is at 10:00 AM. ### Where is Woodland 5-BR Retreat 5-Min to Jiminy Peak located? > Situated in a rural location, this vacation home is 2.8 mi (4.6 km) from Alpine Super Slide and 3 mi (4.8 km) from Jiminy Peak Mountain Resort. Mountain Coaster and Taconic Ridge State Forest are also within 6 mi (10 km). ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. 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