Airport, Pittsfield, MA (PSF-Pittsfield Municipal)
35 min drive
Room options
About the neighborhood
Becket
Located in Sherwood Forest, this vacation home is 2.5 mi (4 km) from Pyramid Lake and within a 10-minute drive of Jacob's Pillow. The vacation home includes a kitchen, a patio, and a refrigerator.
Becket Land Trust Historic Quarry - 10 min drive - 3.4 miles
Iroquis Waterfront - 12 min drive - 6.0 miles
Lee Premium Outlets - 15 min drive - 12.4 miles
Getting around
Pittsfield Intermodal Transportation Center - 38 min drive
Pittsfield, MA (PSF-Pittsfield Municipal) - 37 min drive
Restaurants
Knox Trail Inn - 20 min drive
Neon Newt - 17 min drive
Paige's Place - 16 min drive
Papa Bob's - 6 min drive
Carm’s Restaurant - Charlies Garage - 14 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.
Wintery Cottage in the Berkshires! Dog friendly, Hot Tub, Hiking, Shopping, Dine
720 Sq. Ft, 2 Bed, 1 Bath cottage with HOT TUB amongst the forest located in a private, dirt road, lake community with neighborhood general store/cafe.
There are 2 bedrooms and a pull-out couch in the living room. Cottage sleeps 4-6 comfortably. Could fit 7 total if children. Pack-and-Play with sheets available for use.
Private canoe located at the boat launch area on the opposite side of Robin Hood Lake. *Property does not have lake views.* Beach area is almost a mile walking distance from cottage. Just a 4 minute drive to beach access area. Enjoy walking the neighborhood!
The cottage has everything you need to unplug and enjoy nature with the convenience of close proximity to Appalachian Trail hiking, Jacob's Ladder Scenic Byway, Jacob's Pillow Dance Festival, historic downtown Lee for shopping/dining, Tanglewood Music Center, downtown Stockbridge and Norman Rockwell Museum all within 30 minutes. Mt. Greylock is 1 hour north.
Cozy living room with pull out couch and oversized chair stocked with various games and books for the whole family to enjoy.
Small kitchen with regular size refrigerator, apartment size stove/oven, microwave, coffee pot, crockpot, blender, toaster, utensils, pots/pans.
Master bedroom at back of house with Queen bed, small desk for any telecommuting and sliding doors leading out to the private patio with hot tub.
Large front bedroom with a twin over full size bunk bed. Bottom bunk is futon bed.
Both bedrooms will be stocked with extra linens, blankets and pillows.
Full bathroom with tub. House stocked with extra towels for hot tub & beach use. No laundry onsite, but laundry bags provided!
Parking in driveway alongside of house can fit 2-3 cars. Lighted entry way and deck area with sitting area on deck. Completely private wooded back yard with firepit, picnic area and outdoor griddle.
2 dogs max. are welcome! Please message host with type of dog/s. Dog bowls, bed, toys, poop bags provided in case you forget!
Sherwood Shoppe, a cafe and country store, is located near the beach/boat launch area (4 min drive) for general merchandise, beer, wine, liquor, dine-in or take-out. Open Tue-Sunday 8AM-7PM. (Kitchen closes at 6 pm)
The vacation home is air-conditioned and features a kitchen and a patio, and there's space to spread out with 2 bedrooms. Guests can enjoy a Smart TV and stay connected with free WiFi. Other standard amenities include a coffee maker, an ironing board, and a desk.
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If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
Area rugs in public areas
Single level property
Smooth flooring in public areas
Stair-free path to entrance
Tile flooring in public areas
Smoking not allowed
Services and conveniences
Iron/ironing board
Things to do
Golf
Kayak
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)
First aid kit
Fire extinguisher
Deadbolt lock
Policies
Check-in
Check-in time starts at 4:00 PM
Contactless check-in available
Minimum check-in age: 25
Check-out
Check-out before 11:00 AM
Contactless check-out available
Special check-in instructions
You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools
Pets
This property welcomes pets
Dogs only
2 total (50 lbs is the maximum weight per pet)
Service animals exempt from fees
Note from host: Dogs 50-75 lbs ok. Contact host w/breed.
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, a first aid kit, and a deadbolt lock
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: 11:00 AM
Minimum check-in age: 25
Property Registration Number C0482790220
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, a smoke detector, a first aid kit, and a deadbolt lock.
Frequently asked questions
What's there to see close to this vacation home?
This vacation home is situated in Sherwood Forest, close to Jacob's Pillow, Otis Ridge, and Chester Town Hall. You'll also find Pyramid Lake and Iroquis Waterfront within a short drive.
Is parking available on site at this vacation home?
No, there isn't parking available at the vacation home.
Is this vacation home next to a casino?
No, this vacation home is not connected to a casino.
Will I find an indoor pool at this vacation home?
No, this vacation home doesn't have an indoor pool; however, there is a hot tub.
What do couples enjoy most about Wintery Cottage in the Berkshires! Dog friendly, Hot Tub, Hiking, Shopping, Dine?
Couples staying at this vacation home will appreciate amenities like a kitchen and a smart TV as well as a firepit.
Are there hot tubs at Wintery Cottage in the Berkshires! Dog friendly, Hot Tub, Hiking, Shopping, Dine?
Yes, this vacation home has a spa tub.
Does this vacation home include breakfast service?
No, this vacation home doesn't offer breakfast.
Will this vacation home allow pets to stay free of charge?
Although dogs can't stay for free, they are welcome at this vacation home.
Are there connecting rooms at this vacation home?
No, there aren't connecting rooms at this vacation home.
How far is the airport from this vacation home?
The closest major airport to this vacation home is Pittsfield, MA (PSF-Pittsfield Municipal), which is 22.3 mi away (37 minutes by car). Another top airport is Westfield, MA (BAF-Barnes Municipal), which is located 26.7 mi away (46-minute drive).
Are there rooms with balconies at Wintery Cottage in the Berkshires! Dog friendly, Hot Tub, Hiking, Shopping, Dine?
Yes, every accommodation at Wintery Cottage in the Berkshires! Dog friendly, Hot Tub, Hiking, Shopping, Dine comes with a deck.
Wintery Cottage in the Berkshires! Dog friendly, Hot Tub, Hiking, Shopping, Dine Reviews
Reviews
9.8
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. 9 out of 11 reviews
10 - Excellent
9
Rating 8 - Good. 2 out of 11 reviews
8 - Good
2
Rating 6 - Okay. 0 out of 11 reviews
6 - Okay
0
Rating 4 - Poor. 0 out of 11 reviews
4 - Poor
0
Rating 2 - Terrible. 0 out of 11 reviews
2 - Terrible
0
9.8/10
Cleanliness
Reviews
10/10 Excellent
Nick R.
Jan 28, 2026
Liked: Cleanliness
Very nice cabin, responsive host.
Nick R.
Stayed 2 nights in Jan 2026
10/10 Excellent
Matthew F.
Nov 10, 2025
Liked: Cleanliness
Nicole was very attentive and very quick to respond to any question we had. Her cottage was perfect for a quiet getaway, just what everybody needs!
Matthew F.
Stayed 1 night in Nov 2025
10/10 Excellent
Zack D.
Nov 6, 2025
Liked: Cleanliness
My wife and I wanted a quick get away in the Berkshires with our dog and this property couldn't have been more perfect. The house was wonderful, clean, cozy, and had everything we needed from towels, to kitchen utensils and appliances, to smart TVs. The location is set back in the woods in an already very quiet town, giving plenty of peace, quiet, and privacy. The hot tub was the highlight of the stay. The host is excellent with communication and was eager to be of assistance if needed. We thoroughly enjoyed our stay and highly recommend this property for a quiet and peaceful escape.
Zack D.
Stayed 3 nights in Nov 2025
8/10 Good
Nicole F.
Aug 24, 2025
Liked: Cleanliness
Very quiet quaint relaxing vacation rental.Perfect for a lowkey relaxed weekend. Lots of cute little touches. You can tell the hosts put some heart into the decor. The lot is a corner lot so you get the privacy and seclusion you might not see in other rentals in the forest. And i always love a well maintained hot tub I will say the hosts are very responsive and friendly. If you have questions asks, you will get a quick and helpful answer.Sherwood Forest is definitely a place you would need your time to get your bearings and you cannot fully trust your gps. We were able to find 3 of the beaches, could we find them again? Probably not lol. But if you take the time you could certainly enjoy finding the hidden gems. I would highly recommend visiting Sherwood Shoppe. We ran down there to grab some basic items and the woman cashing out infront of us was telling the owner she had to get a breakfast sandwich because it was the best one she ever had. So we had to try it. And she wasnt lying. Worth the wait and every penny. Had we stayed longer i could have ate one every day. The owners were also super friendly.
Nicole F.
Stayed 2 nights in Aug 2025
8/10 Good
Jinsu Y.
Jul 17, 2025
Liked: Cleanliness
A good place
The cottage was good. However, the price was somewhat expensive.
Jinsu Y.
Stayed 1 night in Jul 2025
10/10 Excellent
James D.
Jun 3, 2025
Liked: Cleanliness
Fun Getaway
Very nice location with tons of privacy, yet not too far from things to do. Very easy for our dog to navigate the property as well.
James D.
Stayed 4 nights in May 2025
10/10 Excellent
Holly P.
May 28, 2025
Liked: Cleanliness
Weekend Getaway
My boyfriend and I loved our stay at the cottage. Nicole was very easy to communicate with. The house was cozy and had everything we needed. Even though it rained all weekend, the hot tub and games made up for it. Thank you, Nicole! Can't wait to come back!
Holly P.
Stayed 2 nights in May 2025
10/10 Excellent
Dan G.
Feb 23, 2025
Liked: Cleanliness
Winter Family Getaway
My wife, two kids, and chocolate lab spent a few days at the cottage to enjoy the snow and hot tub. Everything was set up exactly as described and Nicole was very friendly and proactive. We had a great time and would do it again
Dan G.
Stayed 3 nights in Feb 2025
10/10 Excellent
Rachel B., Boston, USA
Dec 25, 2024
Liked: Cleanliness
Cozy, scenic, relaxing!
My husband and I live in a super urban area that's lively year round. We were in desperate need of a getaway in the mountains and a quiet place to decompress. This little cottage was perfect for our winter reset. My husband used the space to relax, work, cook and take walks with our dogs around the property on the snowy roads. The cottage was only 30 minutes from the world renowned Kripalu yoga retreat center, which I went to on a day trip, and the cottage was a perfect home base to travel there and back. The place is fully stocked, extremely warm, the jacuzzi was super clean and fun, and we enjoyed how easy it was from booking to discussing check-out. Thanks Nicole and family! Cant wait to come back again!
Rachel B.
Stayed 4 nights in Dec 2024
10/10 Excellent
Stacey L.
Aug 19, 2024
Liked: Cleanliness
Weekend with friends
Very clean house, smooth access and well stocked kitchen. Great place for me and some friends to have a mini reunion and go to Tanglewood. My dog loved it too! Hot tub was great.
Stacey L.
Stayed 3 nights in Aug 2024
10/10 Excellent
Ragna ze B.
May 30, 2024
Liked: Cleanliness
My stay at the cabin
Absolutely loved it. Perfect getaway when the city is too noisy. Awesome location in the woods surrounded by nothing but forest. If you plan on staying outside in the hot tub, maybe get one of those bug repellent tiki torches however i got no other complaints. Maybe a tv in the adult bedroom? Anyway good kitchen good bathroom good living room good bedroom for adults good room for children.
If youre looking to get away, there isnt anything wrong in picking this place if you desire a forest get away within driving distance of some good local eats and markets.