Top 10% of guest reviews in this areaTop 10% of guest reviews in this area
5 bedrooms2+ bathroomsSleeps 10
Popular amenities
Pool
Kitchen
Washing machine
Dryer
Pet-friendly
Outdoor space
Explore the area
Hancock, MA
Jiminy Peak Mountain Resort
Place, Jiminy Peak Mountain Resort
4 min drive
Taconic Ridge State Forest
Place, Taconic Ridge State Forest
6 min drive
Mountain Coaster
Place, Mountain Coaster
7 min drive
Pittsfield, MA (PSF-Pittsfield Municipal)
Airport, Pittsfield, MA (PSF-Pittsfield Municipal)
26 min drive
Rooms & beds
5 bedrooms (sleeps 10)
Bedroom 1
1 King Bed
Bedroom 2
1 Double Bed
Bedroom 3
1 Double Bed
Bedroom 4
1 Double Bed
Bedroom 5
1 Single Bunk Bed
2 bathrooms, 1 half bathroom
Bathroom 1
Bathtub · Toilet · Shower only
Bathroom 2
Bathtub · Toilet · Shower only
Bathroom 3
Toilet
Spaces
Kitchen
Office
Balcony
Garden
About this property
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 includes a foosball table and Scandinavian 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: Our outdoor pools typically open for Memorial Day weekend and close after Labor Day weekend, weather permitting.
Pets: We’re happy to welcome your pup to the home. There’s a $150 fee + tax for the first dog and $50 + tax for each additional one. If you’re planning to bring more than one, please reach out to us before completing your booking so we can get everything set up for you. 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.
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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
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room
About the area
Pittsfield
Located in Pittsfield, this holiday 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.
Jiminy Peak Mountain Resort - 4 min drive - 4.3 km
Taconic Ridge State Forest - 6 min drive - 5.8 km
Mountain Coaster - 7 min drive - 5.4 km
Zema's Nursery - 7 min drive - 11.5 km
New Lebanon Town Hall - 9 min drive - 15.3 km
Getting around
Pittsfield Intermodal Transportation Center - 25 min drive
Pittsfield, MA (PSF-Pittsfield Municipal) - 23 min drive
Restaurants
Cumberland Farms - 4 min drive
JJ's Lodge - 5 min drive
Old Man Jeff’s Barbecue Company - 22 min drive
Dunkin' - 16 min drive
Bob's Country Kitchen - 13 min drive
Frequently asked questions
Does Woodland 5-BR Retreat 5-Min to Jiminy Peak have a pool?
Yes, this property has a pool.
How much does it cost to stay at Woodland 5-BR Retreat 5-Min to Jiminy Peak?
As of 11 May, 2026, prices found for a 1-night stay for 2 adults at Woodland 5-BR Retreat 5-Min to Jiminy Peak on 29 May, 2026 start from S$499, 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.
Is Woodland 5-BR Retreat 5-Min to Jiminy Peak pet-friendly?
Yes, pets are allowed at this property.
How much is parking at Woodland 5-BR Retreat 5-Min to Jiminy Peak?
On-site parking is available at the 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?
Checkout is at 10:00 AM.
Where is Woodland 5-BR Retreat 5-Min to Jiminy Peak located?
Situated in a rural location, this holiday 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 miles (10 km).
Reviews
10
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
We had a great winter visit to this property. The house was clean, well maintained and felt recently renovated. Located only 5 minutes to Jiminy Peak ski resort, so that was a plus for a house full of skiers. Bedrooms were nice sized and bathrooms were beautiful. One of the nicest VRBO rentals we have found. The only minor complaint was that the outdoor sauna was not functioning during our stay but all agree that we would 100% rent this one again.
Cathy V.
Stayed 5 nights in Feb 2026
Response from VrboOwner on 10 Mar, 2026
Hi Cathy, Thank you for taking the time to reviewing your group's stay with us. We're glad to know everyone was comfortable and thrilled to hear we may be hosting you again! Thank you for your patience and working with us to find the best way to compensate you for the sauna being unavailable during your stay. We'd definitely host you again! Best, The Team
Great communication and easy check in. The sauna was especially wonderful and relaxing! The house is only minutes away from Jiminy Peak Mountain Resort, where we went to ride the mountain coaster (highly recommend!)
Haruko F.
Stayed 2 nights in Oct 2025
Response from VrboOwner on 19 Nov, 2025
Hi Haruko, Thanks for reviewing your stay with us. We're glad to know your group enjoyed the sauna! Yes, Jiminy is only minutes away, very convenient. We'd love to host you again. Thank you for recommending us! Best, MH Team
Verified
10/10 Excellent
Erica G.
14 Jul, 2024
Liked: Cleanliness, check-in, listing accuracy
Great stay
The house was beautiful, very clean and well kept.
Beautiful property. Seems brand new. The kids got a lot of use of the pool and us adults used the sauna. Our two little puppies had a lot of room to roam. We will consider staying here again in the future
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
Response from VrboOwner on 29 Jun, 2025
Hello Rebecca, Thanks for the kind review of your stay. We're glad to know you enjoyed the kitchen layout and the pool! You've been great guests and we'd love to host you again soon. Best, MH Team
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!
Our family loved the property so much. The main area with the huge kitchen island was the biggest focal point. Everyone commented on the island! The pool was so clean and well maintained and the enclosed fenced in area with the wonderful deck was a hit with our dog and our grandson. The neighborhood was wonderful to walk in. Our family took many walks to the little farm stand. The house was nicely located near Jiminy Peak and Mount Greylock. The huge tv in the family room made for fun movie watching. The house was the perfect size and had such great space for everyone. The hosts were so responsive. We had the best vacation.
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.
Absolutely loved the house. We took advantage of the sauna and the pool. And we did use the firepit for s’mores one night. It was a perfect house for 7 adults and 4 children. One issue we had was the door locking without us actually turning the lock. We also needed to sweep all the cobwebs off the deck but needed to request a broom. We were also unaware of the mowing company coming to mow the lawn while we were enjoying the pool. And the management company actually sent a message for us to leave the premises before the checkout time even though we were already outside in our cars.
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.
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
Response from VrboOwner on 17 May, 2025
Hello Cynthia, Thank you for taking the time to review your stay with us in such detail. We're so glad you and your friends felt comfortable and had everything you needed in stock! You've been great guests and we'd love to host you again soon! Best, MH Team