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

Top rated by guests
House view from road
Dining table with view to kitchen
Kitchen area with view to slider to deck
Private kitchen
kiitchen butcher block rack with toaster, microwave, and food processor
review stars
9.7Outstanding
(62 Ratings)
"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. "
Thomas D.
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 at Sunny, Stylish Berkshire Mountain Retreat 13 private acres near Jacob's Pillow

Non-smoking
Pets allowed
Family friendly

Map of Berkshires, MA


Ratings and reviews

9.7 / 10
Outstanding(62 Ratings)
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.
8 / 10Excellent·Nov 2025
Wonderful views to the west from the back of the house. Plenty of yard space and hiking opportunities. House was comfortable and had plenty of space. Kitchen was well equipped to handle just about any cooking task.
10 / 10Outstanding·Jul 2025
We found this property quite delightful for a friends and family reunion. The pond, including a rowboat, was a lot of fun. Walks around the perimeter of the property provided a restful outdoors experience. Beautiful view from deck. The house is older but generally well-maintained and the beds were very comfortable. Nearby Glendale Falls are magical. The owner did let us know that operating the front door lock would require a firm touch, which was true but it did work fine once we got that figured out, and a couple of other small maintenance issues didn’t cause any significant problems for us. Located close to our destinations (Jacob’s Pillow and Tanglewood) it was a great home base. We hope to return!
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.