Title: Woodland 5-BR Retreat 5-Min to Jiminy Peak - Latest Reviews, Deals & Photos 2025 - 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 # 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 $225 CA $675 total includes taxes & fees Oct 30 - Oct 31 [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-30&endDate=2025-10-31&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=2025-11-11&endDate=2025-11-12&selected=100883691&PinnedHotelID=100883691&HadPinnedHotel=true®ionId=-1&adults=2) ![Exterior](https://images.trvl-media.com/lodging/24000000/23320000/23314900/23314836/05c95295.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### 3 BR+ 4level WINTER SKI RENTAL LOOKING 4 SEASONAL RENTER 1 MILE OFF OF JIMINEY Hancock - 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Kitchen - Washer - Dryer - Pet-friendly 10 Exceptional 5 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-11&endDate=2025-11-12&selected=93424109&PinnedHotelID=93424109&HadPinnedHotel=true®ionId=-1&adults=2) ![Interior](https://images.trvl-media.com/lodging/109000000/108550000/108548500/108548403/6fb5acf2.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Spacious 7 bedroom house, Near jiminy Peak in Hancock ma , In the Berkshires New Lebanon - Air conditioning - Parking available - Barbecue grill - Fireplace 10 Exceptional 7 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-11&endDate=2025-11-12&selected=108548403&PinnedHotelID=108548403&HadPinnedHotel=true®ionId=-1&adults=2) ![Property grounds](https://images.trvl-media.com/lodging/35000000/34350000/34341700/34341645/40ba9321.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### 2400sf Secluded Family Mountain House 16 Acres- 2 min to Jiminy Peak- near Lenox Hancock - Hot tub - Kitchen - Washer - Dryer 9.8 Exceptional 70 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-11&endDate=2025-11-12&selected=34341645&PinnedHotelID=34341645&HadPinnedHotel=true®ionId=-1&adults=2) ## Policies ### Check-in Check-in time starts at 4:00 PM Minimum check-in age: 21 ### Check-out Check-out before 10:00 AM ### Special check-in instructions You will receive an email from the host with check-in and check-out instructions ### Pets Pets allowed Service animals are welcome, and are exempt from fees Note from host: Charge may apply ### 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 C0470651210 ### Property is also known as 65ca477a814e060038070e2f ## About the area ![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. Ask a question ## Woodland 5-BR Retreat 5-Min to Jiminy Peak Reviews 10 ### Exceptional 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 12 8 - Good 0 6 - Okay 0 4 - Poor 0 2 - Terrible 0 ### 10/10 Cleanliness ### 10/10 Excellent #### Erica G. Jul 14, 2024 Liked: Cleanliness, check-in, listing accuracy #### Great stay The house was beautiful, very clean and well kept. ##### Erica G. Stayed 2 nights in Jul 2024 ### 10/10 Excellent #### Rebecca B. Jun 2, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Great place to relax and hang out with friends We booked this house for a weekend getaway to visit friends that live close by. The house is amazing, great island in the kitchen which we would just hang out at. The front porch is great and the pool is 10/10. Bonus of having a solo stove fire pit as well. More than enough room for the 5 adults and 2 kids. Will definitely be booking again! ##### Rebecca B. Stayed 3 nights in May 2025 ### 10/10 Excellent #### Barb C. Jul 6, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Wedding house we had rented two houses as there’re were 12 of us and we weren’t up for shared bunks. 'L L ##### Barb C. Stayed 7 nights in Jun 2025 ### 10/10 Excellent #### Amy S. Jun 9, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Beautiful We stayed here for a Basketball tournament and it was GORGEOUS! Although we did not spend much time in the home it was so comfortable and spacious for our Teammates that did stay with us. I recommended 100% staying here! ##### Amy S. Stayed 2 nights in Jun 2024 ### 10/10 Excellent #### Cynthia L. Apr 29, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Girls' Week We like a house or condo with plenty of bedrooms. The common space was bright with plenty of space for spreading out. I especially appreciated:well-stocked kitchen - more than enough coffee mugs, wine glasses, drinking glasses, plates, etc. We didn't cook much but could have as there were plenty of pots and pans. Appreciated the presence of storage containers, too. plenty of towels - each bedroom was stocked with a double set that included two bath towelsplenty of paper products - tp and paper towels. (would have loved a box of tissues)plenty of cleaning supplies - dish soap, dishwasher soap, laundry detergentplenty of well-marked toiletriesAnd especially, a short checkout list - towels in the bathroom, take out the trash, start the dishwasher, turn out the lights, and lock the door. ##### Cynthia L. Stayed 6 nights in Apr 2025 ### 10/10 Excellent #### Scott C. Oct 25, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Great house and super clean This was a great house for six adults to spend most of a week at. It was certainly the cleanest VRBO I've ever rented -- the dishes, silverware and everything in the kitchen was ready to go at check in. Bathrooms and bedrooms were also ultra clean. Kitchen was well stocked with utensils, plates and pots/pans. The rooms were bright both day and night. The large island kitchen was ideal for hanging out at and chatting with friends and family. There is a large yard off to the side of the house, with a pool and fire pit. Also has a nice, heavy duty gas grill. Owners responded quickly to questions. I highly recommend this rental. ##### Scott C. Stayed 6 nights in Oct 2024 ### 10/10 Excellent #### Paula M. Oct 13, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Amazing fall weekend! ##### Paula M. Stayed 2 nights in Sep 2024 ### 10/10 Excellent #### Linda S. Jul 9, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Cozy home with great functionality 8 adults. Loved the house. Kitchen perfect in terms of space and supplies. Cozy living area. Beds comfortable. We rent a lot of homes and felt this was one of the best. Will return. Hosts helpful and responsive. Sure will be even better when the pool is completed. ##### Linda S. 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