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Book Online or call HomeAway Booking Assistance 888-829-7076

Rustic 'Wood and Windows' Berkshire Hideaway Home

Bedrooms 2
Half Baths1
Property type house
Minimum Stay 2 nights


About the property

House, 3 Bedrooms + Convertible bed(s), 1.25 Baths, (Sleeps 6)

This Cozy rustic Berkshire Home offers lots of charm with modern amenities for a wonderful stay in the Berkshire Mountians. We are centrally located less than two miles from Tanglewood. The house comes equipped with blankets, picnic basket, suggestions for picnic boxed food or gourmet treats along with a wheeled cooler to make your Tanglewood experience perfect. The house is a stone's throw from the Stockbridge bowl. Fishing in season, many walking and climbing trails, and lake swimming right near the house. The Town beach is only a mile drive on the opposite side of the lake. It is private for residents and as a renter you will get beach passes. Most seasons, you can hear and see a beautiful waterfall that pours down the mountain from the nearby outlet for the Stockbridge Bowl. Beautifully sited opposite the waterfall, this charming loft-style, wood home has been described as a 'treehouse for adults'.

With an open airy design, the first floor is one space, complete with small galley kitchen that is fully appointed with modern equipment and all that you will need to cook delicious meals. There is a dining area that seats four, a living room, half bath and French doors which open to a porch with a seasonal hot tub (not available Jan.-March) and sprawling backyard. Stairs wind up past two window-seats that are placed underneath a skylight, they continue to the second floor which boasts a small cozy bedroom with a full size bed, a full bath, and a large airy study with a full size futon couch.. More stairs lead to the master bedroom which has a queen bed. This top "eagle's nest" master bedroom is well lit with several windows and a small porch. It is part of the loft style open-air design but private nonetheless. This is a true artist's dream.

Midway between Stockbridge and Lenox - all the cultural and recreational attractions of the Berkshires are nearby (Tanglewood, Norman Rockwell Museum, Jacob's Pillow, Chesterwood, Berkshire Theatre Festival) as are golf, tennis, horseback riding, boating, swimming and hiking in the state forests. You can Canoe or Kayak (and swim) in the nearby lake (equipment not included) or do a short ride with kayak or canoe in tow, to other nearby lakes. There is a public boat slip a quarter mile away and Kayac and bike rentals. Wintertime recreation includes skiing at Butternut Basin, Bousquet, Catamount and Jiminy Peak as well as snow shoeing, cross country skiing and ice skating.

To make your stay more enjoyable the kitchen is stocked with teas, condiments and all the oils and vinegars you'll need for delicious salads from farm fresh markets. The lower cabinets in the kitchen and the supply closet in the downstairs half bath are stocked with paper goods (paper towels, toilet tissue) and cleaning supplies should you need them. Help yourself!

The house has central air conditioning and heating. The A/C amply cools the first two floors and ceiling fans cool the third floor.

We have high speed internet, cable TV and a high quality radio. There are two CD players and about 60 CDs with a variety of music though a leaning toward classical.

You'll find new ceramic dishes, bowels and cups and more than adequate wine and beverage glasses.

Please take a look at the video on this site for a look at the ravine that is formed by the waterfall. It wraps around one side of the property and offers a relaxing view. Lawn chairs are available on the property to give you the convenience of sitting near this overlook or in the shade of a nearby tree.

If you want a short beautiful walk without driving to one of the beautiful hiking areas enjoy the 2 mile (round trip) walk around our community on a back road that only services the lake houses.


Keywords: House

More Details


Stockbridge House Accommodation and Amenities

Property Type:
  • house
  • Guests provide their own meals
  • Housekeeper Optional
House Rules:
  • Check-in: 4:00 PM / Check-out: 11:00 AM
  • Max. occupancy: 6
  • pets considered
  • children welcome
  • non smoking only
Location Type:
  • Mountain View
  • Water View
  • Adventure
  • Away From It All
  • Budget
  • Family
  • Historic
  • Romantic
  • Sports & Activities
  • Tourist Attractions
  • Air Conditioning ...
  • Broadband Access
  • Clothes Dryer ...
  • Free Long Distance
  • Heating ...
  • Internet
  • Iron & Board
  • Linens Provided ...
  • Living Room
  • Parking ...
  • Parking Off Street
  • Parking for RV/Boat/Trailer
  • Telephone ...
  • Towels Provided
  • Washing Machine ...
  • Wireless Internet
  • Wood Fireplace ...
  • Wood Stove ...
  • Coffee Maker
  • Cooking Utensils
  • Dishes & Utensils
  • Dishwasher
  • Ice Maker
  • Kitchen
  • Microwave
  • Oven
  • Pantry Items ...
  • Refrigerator
  • Stove ...
  • Toaster
  • Dining ...
  • Dining Area
  • seating for 4 people
  • 1 Bathroom
  • 1 Half Bath
  • Bathroom 2 - toilet
    Bathroom 3 - outdoor shower
    Bathroom 1 - toilet , combination tub/shower , This bathroom has one window and ample shelf space.
  • 1.5
  • 2 Bedrooms, Sleeps 6
  • Bedroom 2 - 1 double
    Convertible bed(s) - 1 sleep sofa /futon , Multi-purpose rm w futon; desk; play space
    Bedroom 1 - 1 queen , 3rd fl. Queen Bd. loft style, sky light, sml deck, 2 windows
  • Queen size Beds (1), Double Beds (1), Sleep Sofa or Futons (1) The house has an open 'airy' style. The top floor bedroom is enclosed on three sides with a railing that leads down to the 2nd floor. It is sunny, airy and has been described as 'a tree house for adults'. It is visually private but not enclosed on the third railing side. The 2nd floor has two sleeping areas, one is completely enclosed and private; and the other is in an 'open' room though the futon is against the back wall which offers some privacy.
  • Books ...
  • CD Player
  • DVD Player
  • Games ...
  • Music Library ...
  • Satellite / Cable ...
  • Stereo ...
  • Television
  • VCR
  • Video Library ...
  • Balcony
  • Deck / Patio
  • Kayak / Canoe ...
  • Lawn / Garden
  • Outdoor Grill
  • Long-term Renters Welcome
Pool / Spa:
  • Hot Tub ...
  • cinemas
  • health/beauty spa
  • live theater
  • museums
  • restaurants
Leisure Activities:
  • antiquing
  • boating
  • horseback riding
  • miniature golf
  • shopping
  • sight seeing
  • sledding
  • wildlife viewing
Local Services & Businesses:
  • fitness center
Sports & Adventure Activities:
  • basketball court
  • cross country skiing
  • cycling
  • fishing
  • golf
  • hiking
  • kayaking
  • mountain biking
  • racquetball
  • rafting
  • rock climbing
  • sailing
  • skiing
  • snowboarding
  • snowmobiling
  • swimming
  • tennis
Beautifully sited opposite the waterfall on the outlet for the Stockbridge Bowl. Approximately eight months a year you can see and hear the waterfall from the house with nothing built between the lake and the property. The house is 2 mi. from Tanglewood; 1.5 mi from Kripalu; 1 mi from the town public beach - on the lake and 1 - 1.5 mi from the Botanical Garden, the Norman Rockwell Museum and Chesterwood.


Wonderful! 4.8/5 -
(13 traveler reviews)

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Rustic 'Wood and Windows' Berkshire Hideaway Home
average rating of 4.769231 based on 13 reviews
Boston, MA

A perfect getaway in the woods

  • 5 of 5

This house is so special! I came for a long weekend with 2 best friends to break up the monotony of winter, and I wish we could have extended our stay. We were incredibly lucky to have unseasonably warm weather (in the low 60s and sunny in February), which let us enjoy the property even more. The house itself is welcoming, unique, and immediately felt like home. It was well stocked, and for such a rustic home I was surprised by how new the appliances were. As others have said, Holly is very nice and she's quick to respond to any questions.

We spent 3 fantastic days taking nature walks, cooking, listening to music, painting, exploring Stockbridge, looking at the stars in the hot tub and generally having the best time. We're already looking forward to coming back!

  • Submitted: Feb 27, 2017
  • Stayed: February 2017
  • Source: VRBO, from HomeAway
Owner's Response: Lindsay was lovely to work with. She was concerned about the house, taking care of everything. She was easy to get along with and very cooperative. I'd love to have her back again. (I dealt only with Lindsay, but had no reason to doubt that her friends were just as nice.) Holly
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Needham, MA

A perfect retreat . . .

  • 5 of 5

My wife and I were looking to take a week away from our daily lives mainly to think about some big approaching life changes ahead, but also to do a little winter hiking, visit some museums, and go out for some great meals. We were looking for a place that lent itself to opening up our thinking, and Holly's place turned out to be perfect. It was bigger than we needed for just the two of us, but because of the open, flowing layout, we used every bit of it, from the dining table overlooking the falls, to the couch by the back porch, to the window seats by the stairs, to the second floor desk (also overlooking the falls), to the third floor loft. We loved it so much that we never went out for dinner until our last night, because we kept deciding we'd rather be here, putting dinner together, a fire in the wood stove.

We unexpectedly had to leave for a couple days in the middle of the week to help with a family matter, and luckily were able to extend our stay an additional night, because we really weren't ready to go. Holly was extremely helpful with that process and with all the communications throughout the rental process.

Happily, by the end of the week we got our thinking done, made some big decisions (!), we got out into the woods most days, saw Mass MOCA and the Clark Museum, and just had a wonderful, peaceful, soul-nourishing time. This is truly a unique house. You can see pretty much the entire structure looking up from the window seat, and I often wondered how the designer came up with a layout that is at once so unusual and so completely natural. We have only good things to say, and hope to be back.

  • Submitted: Jan 28, 2018
  • Stayed: January 2018
  • Source: HomeAway
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Unique, cozy, welcoming.

  • 5 of 5

This is not your average rental. Custom designed (c. 1969-ish) by an architect whose appreciation for this spot is apparent from every angle, this is a cozy, super comfortable and interesting. space with a very open flooplan, high ceilings, lots of windows and tons of light. It's not fancy, it's not high brow -- but it is a very special place. A place that inspires and heals.

The lovely, thoughtfully landscaped property abuts the edge of Stockbridge bowl and when you sit where the property meets the woods, the sounds of the waterfall, stream and birds are a mesmerizing, meditating combination. We spent a magical Columbus Day weekend here 18 months ago with family, friends and dogs and keep trying to figure out how and when we can go back!

  • Submitted: Apr 17, 2017
  • Stayed: October 2015
  • Source: HomeAway
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beautiful house

  • 5 of 5

Great architecture. Clean and comfortable. We had a fine time.

  • Submitted: Dec 31, 2015
  • Stayed: December 2015
  • Source: VRBO, from HomeAway
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Rustic Charm

  • 5 of 5

Waking up to the sound of the waterfall was how we started each day in this Berkshire paradise. Beautiful, private property in a fabulous location! We couldn't have imagined a better home base, providing access to nature,water sports, and all the cultural venues in the area.

  • Submitted: Sep 1, 2015
  • Stayed: August 2015
  • Source: VRBO, from HomeAway
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Beautiful House in the Woods!

  • 5 of 5

My girlfriend and I had a wonderful winter weekend in Holly's home in the Berkshires. The house is a very special place, and the pictures don't do it justice. Even though we came during a snow storm, we thoroughly enjoyed the hot tub (with great views), the rustic house, and the wood burning stove. Holly was extremely helpful before and during our stay. We hope to enjoy this magical house again!

  • Submitted: Feb 22, 2015
  • Stayed: February 2015
  • Source: VRBO, from HomeAway
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Member since: 2009
Speaks: english
Response time:
Within a day
Response rate:
Calendar last updated:
February 14, 2018

About Holly

Andy was a psychiatrist from NY who went to Harvard for his residency and stayed in Cambridge. He had this house built about 45 years ago because he loved the Berkshires and he loved Tanglewood. Holly is also from NY, born in the Bronx, and who now lives, teaches and practices psychology in the Boston area. Step-daughter Rachel is a filmmaker who lives with her wife and new baby Wiley in Los Angeles. There have also been a succession of canine family members who roamed the property. Molly was a golden, Jesse James was a springer/lab and Anvik is a 14.8 year old magnificent malamute who still visits when he's up to it. In addition to her therapy practice, Holly paints and writes. Please enjoy our spices, teas, books and CDs.

Holly purchased this house in 1970

Why Holly chose Stockbridge

Stockbridge Massachusetts is the perfect blend of nature and culture, old town charm and progressive ideals - whether you've come for rest and relaxation or to finish your 300 page novel on a deadline, you couldn't have picked a better place! The house is very charming and is equipped with modern amenities but is basically low key. While only 1.5 miles down the road from Kripalu and 2 miles from Tanglewood, It is extremely private and a great place to get away from it all. The cabin is located in a wooded area near the Stockbridge Bowl (main Stockbridge lake). It is off one of the back roads so it is also equipped with all the things nature brings to a house in the woods :-) In other words, keep the screen doors closed and enjoy the view.

What makes this house unique

My personal favorite is the hot tub on a cold day, but listening to birds compete with a waterfall is a close second. Staring out at the sunrise over the water as it pours through the trees is also pretty terrific as is having a dinner on the small screened in porch. There's something also really sweet and 'home-y' about the open design. The house was designed by graduates students from MIT's architecture program about 45 years ago. It has a modern 'Frank Loyd Wright' feel which is also rustic, funky and tasteful.


Tanglewood Music Center
"This house was built for it's proximity to Tanglewood and makes it easy to travel back and f..."
Shakespeare & Company
"Wonderful performances by local and invited actors! Not only Shakespeare but creative pieces..."
Guido's Fresh Marketplace
"This is not simply the Berkshire version of Whole Foods. While just as good, it's a bit smal..."
Bousquet Ski Area
The Wheatleigh
"Lovely place to dine and treat yourself to an elegant meal in the main dining room or a ligh..."
Alta Restaurant & Wine Bar
Undermountain Farm and Riding Stable
Truc Orient Express
"This is a charming low key Vietnamese restaurant. It is about 35 years old and owned by a wo..."
Hancock Shaker Village
"A charming spot but only if you have the time."
Cranwell Resort
"Cranwell has a very nice spa and gym. They often have good day rates."
Haven Cafe & Bakery
"Great for brunch - parking is on street so allow time."
Bistro Zinc
"Good food though often crowded so reserve ahead."
Church Street Cafe
"Love this place - has outdoor dining in warmer weather."
Kripalu Center For Yoga & Health
"Good for retreats as well as for day passes. You can book a weekend retreat and stay at our..."
Boston Symphony Orchestra Inc
"When the BSO is at Tanglewood it's a treat - and picnicing is great fun! Get tickets early!!..."
Cafe Lucia
"Great Italian restaurant - has outdoor dining in warm weather."


Rates & Availability

Taxes and fees are additional

Additional information about rental rates

Maid/trash/linen/hot tub $165
Property Damage Protection $59

Cleaning fees are $150/weekend.
Extra guest fee for over four people (max six), is $50/guest /night.
Damage protection to be taken out by renters.

Owner's Cancellation Policy

  • 100% refund if canceled at least 60 days before arrival date.
  • Service Fee fully refunded on cancellations that qualify for 100% refund.

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