10/10 Excellent
Christina aka Christine M.
Oct 6, 2025
Liked: Cleanliness
Christina aka Christine M.
Stayed 7 nights in Sep 2025
Entire home
Woodland 5-BR Retreat 5-Min to Jiminy Peak
Vacation home in Pittsfield with private pool and kitchen
Choose dates to view prices
Photo gallery for Woodland 5-BR Retreat 5-Min to Jiminy Peak
Reviews
1010 out of 10
Exceptional
Entire home
5 bedrooms3 bathroomsSleeps 102162 sq ft
Popular amenities
- Pool
- Dryer
- Washer
- Kitchen
- Parking available
- Outdoor Space
Explore the area
Hancock, MA
- Mountain CoasterPlace, Mountain Coaster6 min drive
- Jiminy Peak Mountain ResortPlace, Jiminy Peak Mountain Resort13 min drive
- Alpine Super SlidePlace, Alpine Super Slide14 min drive
- Pittsfield, MA (PSF-Pittsfield Municipal)Airport, Pittsfield, MA (PSF-Pittsfield Municipal)27 min drive
Room options
About the neighborhood
Pittsfield
This vacation home places you within a few miles (5 km) of Alpine Super Slide and Jiminy Peak Mountain Resort. The vacation home includes a private pool, a kitchen, and a balcony.
What's nearby
- Mountain Coaster - 6 min drive - 3.2 miles
- Jiminy Peak Mountain Resort - 13 min drive - 2.9 miles
- Alpine Super Slide - 14 min drive - 3.6 miles
- Mount Greylock State Reservation Visitor Center - 19 min drive - 10.4 miles
- Tanglewood Music Center - 40 min drive - 27.1 miles
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
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.
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.
The vacation home is heated and features a kitchen, 2.5 bathrooms, and a balcony, and there's space to spread out with 5 bedrooms. Other standard amenities include a private pool, a washing machine, and a coffee maker.
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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
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
- This property welcomes pets
- Service animals exempt from fees
- Note from host: Charge may apply
Children and extra beds
Children allowed: ages 0-17
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
- Check-in: 4:00 PM
- Check-out: 10:00 AM
- Minimum check-in age: 21
Property Registration Number C0470651210
We should mention
Details about charges, deposits, or other important information:
- This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession.
- Charges for extra guests may apply and vary depending on the property's policy.
- A cash deposit, credit card, or debit card for incidental charges, as well as a government-issued photo ID, may be required at check-in.
- Special requests are subject to availability at the time of check-in and can't be guaranteed. Certain requests may come with additional charges.
- Onsite parties or group events are strictly prohibited.
- Onsite safety features include a carbon monoxide detector, a fire extinguisher, and a smoke detector.
Property is also known as
65ca477a814e060038070e2f
Frequently asked questions
What can I see around this vacation home?
This vacation home is located in Pittsfield, close to Jiminy Peak Mountain Resort, Mount Greylock State Reservation Visitor Center, and Alpine Super Slide. You'll also find Mountain Coaster and Taconic Ridge State Forest within a short drive.
Will I be able to park at this vacation home?
No, this vacation home doesn't offer parking.
Is this vacation home next to a casino?
No, this vacation home is not connected to a casino.
Is there an indoor pool at this vacation home?
No, there is no indoor pool at this vacation home; however, the accommodation features a private pool.
What will couples enjoy most about a stay at Woodland 5-BR Retreat 5-Min to Jiminy Peak?
Couples staying at this vacation home will appreciate amenities like a private pool and a kitchen as well as a garden.
Are there hot tubs at Woodland 5-BR Retreat 5-Min to Jiminy Peak?
No, there isn't a spa tub at this vacation home.
Does this vacation home offer breakfast?
No, this vacation home doesn't offer breakfast.
Does this vacation home allow pets to stay free of charge?
Although pets can't stay for free, they are welcome at this vacation home.
Does this vacation home have connecting rooms?
No, there aren't connecting rooms at this vacation home.
What is the closest airport to this vacation home?
The closest major airport to this vacation home is Pittsfield, MA (PSF-Pittsfield Municipal), which is 15.7 mi away (23 minutes by car). Another top airport is Hudson, NY (HCC-Columbia County), which is around 26.4 mi away.
Can I book a room with a balcony at Woodland 5-BR Retreat 5-Min to Jiminy Peak?
Yes, every accommodation at Woodland 5-BR Retreat 5-Min to Jiminy Peak comes with a balcony.
Woodland 5-BR Retreat 5-Min to Jiminy Peak Reviews
Reviews
10
Exceptional
All reviews shown are from real guest experiences. Only travelers 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.
Rating 10 - Excellent. 12 out of 12 reviews
10 - Excellent
12
Rating 8 - Good. 0 out of 12 reviews
8 - Good
0
Rating 6 - Okay. 0 out of 12 reviews
6 - Okay
0
Rating 4 - Poor. 0 out of 12 reviews
4 - Poor
0
Rating 2 - Terrible. 0 out of 12 reviews
2 - Terrible
0
10/10
Cleanliness
Reviews
10/10 Excellent
Laurel J.
Sep 17, 2025
Liked: Cleanliness
Kids thought the best part of their vacation was being at this house!
Laurel J.
Stayed 5 nights in Jun 2025
10/10 Excellent
Frank O.
Sep 8, 2025
Liked: Cleanliness
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
Frank O.
Stayed 3 nights in Sep 2025
10/10 Excellent
Michelle S.
Aug 13, 2025
Liked: Cleanliness
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.
Michelle S.
Stayed 7 nights in Jul 2025
10/10 Excellent
Barb C.
Jul 6, 2025
Liked: Cleanliness
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
Rebecca B., Brighton
Jun 2, 2025
Liked: Cleanliness
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
Cynthia L.
Apr 29, 2025
Liked: Cleanliness
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
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
Amazing fall weekend!
Paula M.
Stayed 2 nights in Sep 2024
10/10 Excellent
Erica G.
Jul 14, 2024
Liked: Cleanliness
Great stay
The house was beautiful, very clean and well kept.
Erica G.
Stayed 2 nights in Jul 2024
10/10 Excellent
Linda S.
Jul 9, 2024
Liked: Cleanliness
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.
Stayed 4 nights in Jul 2024
10/10 Excellent
Amy S.
Jun 9, 2024
Liked: Cleanliness
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