Sunny, Stylish Berkshire Mountain Retreat 13 private acres near Jacob's Pillow

Top rated by guests
House view from road
downstairs full bath
downstairs bathroom
downstairs bath
upstairs bath with walk-in shower
review stars
9.7Outstanding
(62 Ratings)
"We enjoyed our stay"
Melissa M.
Don't miss out! Price and availability may change
9.7 / 10
Outstanding(62 Ratings)

House in Berkshires, MA

8 guests · 4 bedrooms · 2 baths

Reasons to book

Guests love it hereGuests give this property a top rating
Great for petsBring all your friends and family, even the furry ones
High-end valueWell priced for this area

About this house rental

Wake up to sweeping western views of the Berkshires from a sun-filled home set on 13 landscaped acres, bordered by stone walls and state forest. Guests keep coming back for the setting as much as the house: a private fishing pond, a historic apple orchard, wild blueberry bushes, and a wildflower meadow that make this feel less like a rental and more like your own mountain estate.

Freshly renovated with all-new bathrooms, hardwood floors, and stylish furnishings throughout, the home sleeps 8 across four bedrooms — so it works equally well for a family reunion or a group getaway. The 250 sq. ft. private deck is where everyone ends up: morning coffee, long dinners, sunset watching, and stargazing over the meadow.

Downstairs features two bedrooms (one queen and one fullsize bed) a fully equipped kitchen with new appliances opens to a spacious dining area and a cozy living room with a working fireplace (instant-on propane insert), Bose sound system, and a flat-screen with streaming — plus a full bathroom. . Upstairs offers two more bedrooms (one king and two twin beds) sharing a full bath with a walk-in shower, each with big windows framing the mountains beyond.

Bring the dog — this home is pet-friendly. Explore the quiet town's historic church, river swimming holes, waterfalls, and hiking trails, or head out for Jacob's Pillow Dance Festival and Tanglewood, both just a scenic drive away.

Amenities

Non-smoking
Pets allowed
Family friendly

Map of Berkshires, MA

city location on map

Ratings and reviews

9.7 / 10
Outstanding(62 Ratings)
8 / 10Excellent·Jul 2026
This home has so much to recommend it. My group appreciated the gorgeous outdoor surroundings and the stylish touches to a comfortable indoor environment that leant itself to eating and hanging out together. (We enjoyed the art work!) The porch overlooking the grounds was a lovely breakfast place. So many birds (22 birds on our Merlin app) darting back and forth. A great area also for biking and the area’s best blueberry and raspberry farm down the hill. We arrived during a “heat dome,” which I imagine is pretty unusual for guests. We needed to use all the air conditioners, which did their jobs to cool the whole house. They were on the noisy side, which was most noticeable in the smaller downstairs bedrooms. It did “ding” the experience of guests staying in those bedrooms during the hottest nights. This is our only critique; fortunately the “dome” lifted and they could switch to fans provided that cooled quietly and well. Overall we had a really wonderful stay here.
10 / 10Outstanding·Jul 2026
We enjoyed our stay
10 / 10Outstanding·Jan 2026
The house was beautiful and the location was perfect. Remote but not to far from grocery store/restaurants. We shoveled a section of the pond and did some skating. Perfect winter getaway.
5 / 10·Jan 2021
My small family had an excellent stay at this house. The house is very comfortable and was perfect for our needs. Well stocked kitchen, plenty of bedrooms and nice bathrooms. Our only complaint, was that the fireplace was not real. I must have misunderstood the listing so perhaps this was my mistake. Regardless, we utilized the gas fireplace a lot and it was also very cozy although a bit tricky to control the temperature.The view of the backyard is absolutely stunning and sunsets were incredible.

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FAQs

Is parking included with this house?

Parking is not specified as an available amenity at Sunny, Stylish Berkshire Mountain Retreat 13 private acres near Jacob's Pillow. For more information, we encourage you to contact the property about where to park.

Is there a pool at this house?

We didn’t find pool listed as an amenity for this house. It may be worth double checking if a pool is important for your stay.

Is Sunny, Stylish Berkshire Mountain Retreat 13 private acres near Jacob's Pillow pet friendly?

Yes! This house is pet-friendly. For more information, we recommend contacting the booking provider about animal policies.

What amenities are available at Sunny, Stylish Berkshire Mountain Retreat 13 private acres near Jacob's Pillow?

We found 3 amenities for this rental. This includes non-smoking, pets allowed, and family friendly.


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