Speaks english
Bedrooms 2
Half Baths1
Property type house
Minimum Stay 2 - 30 nights
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Special Offer! End of Season Savings August 15 - September 8

Stockbridge House Rental Photos and Description

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

Cozy rustic Berkshire Home. Lots of charm with modern amenities. Centrally located less than two miles from Tanglewood, and a stone's throw from the Stockbridge bowl. Fishing in season, many walking and climbing trails, and lake swimming. Town beach, private for residents - renter's get passes from owner- is a i mile drive away. Most seasons, you can hear and see a waterfall from the deck and upper floors. 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 kitchen, dining area, living room, half bath and French doors which open to porch, hot tub, and sprawling backyard. Stairs wind up, past two window-seats to the second floor which boasts a small bedroom (full size bed), a full bath, and a large airy study with full size futon couch.. More stairs lead to the master bedroom (queen bed), which is part of the 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. Canoe, Kayak or swim in local lake ( equipment not included). Wintertime recreation includes skiing at Butternut Basin, Bousquet, Catamount and Jiminy Peak as well as snow shoeing, cross country skiing and ice skating.

Keywords: House

More Details
  • children welcome
  • non smoking only
  • pets considered
  • Long-term Renters Welcome


This advertiser has been with since 2009
Speaks english

Holly teaches and practices psychology in the Boston area, while step-daughter Rachel (helping to manage the rentals) is a filmmaker in Los Angeles.

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.

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.

Bedrooms 2
Half Baths1
Property type house
Minimum Stay 2 - 30 nights
Book with confidence
Book with confidence
Guaranteed, secure, with no booking fees
Add vacation protection services to your booking
Three services to protect your trip:
Protect your payments in case you need to cancel.
Guarantee the rental meets your expectations
Ensure you're prepared in case of accidental damage.


based on 5 traveler reviews

Write a Review
Rustic 'Wood and Windows' Berkshire Hideaway Home
average rating of 4.4 based on 5 reviews
Rustic 'Wood and Windows' Berkshire Hideaway Home
Stockbridge Berkshires


  • 5 of 5
We had a great time at the house. Everything we needed was there. We enjoyed hanging outside on the porch and soaking in the hot tub after hiking. The living area is perfect for conversation, cards and games while warming up by the fire. The house is located perfectly to explore all the towns in the Berkshires.
  • Submitted: Jun 3, 2014
  • Stayed: May 2014
  • Source: VRBO, from HomeAway
Recommended for:  Adventure Seekers, Pet-friendly, Girls Getaway, Families with Teenagers, Families with Young Children, Romantic Getaway
Rustic 'Wood and Windows' Berkshire Hideaway Home
Stockbridge Berkshires


  • 5 of 5
My friend and I rented this house to celebrate two of our other friends 30th birthdays and it was the perfect place to spend two nights! This rental originally stood out on the site because of the wood burning stove and outdoor hot tub (both of which we used and loved!) but when we arrived for the weekend it was the unique architecture that blew us away. The pictures on the site really don't do this rental justice- the all wood house is open and cozy with many landings, thoughtful details, and interesting spots to relax. It truly feels like you are in an adult tree house and we all felt lucky to get to spend the weekend in it. Although it rained while we stayed, the house is so special that none of us had any problem staying in, making a fire, cooking, and hanging out together. It was awesome!

Holly was very responsive and easy to work with throughout the process, and I am already thinking of weekends to come back! This is a gem of a rental and I would recommend it to anyone looking for a gorgeous house to stay at in the Berkshires.
  • Submitted: Jan 19, 2014
  • Stayed: Jan 2014
  • Source: VRBO, from HomeAway
Recommended for:  Adventure Seekers, Girls Getaway, Sightseeing, Romantic Getaway
Rustic 'Wood and Windows' Berkshire Hideaway Home
Stockbridge Berkshires
Lexington, MA


  • 2 of 5
My husband, 10 yr old daughter, and I stayed here for the week with our small dog. It is a charming house, but unfortunately hasn't been well maintained. The washing machine was broken and there was no cable tv, despite both features being advertised in the listing. Also, the roof leaked and there was a hornet's nest in the patio table umbrella and another nest nearby. We weren't able to use the deck and hot tub because of the hornets. Lastly, the house was not very clean, there were about 8 lightbulbs out, and there was a lot of opened food remaining in the fridge. Overall, the house just didn't feel like it was set up for rental. Ultimately, the owner refunded a third of our rental fee for our troubles. This helped, but we would have preferred to stay in a house that was in the condition advertised and ready for visitors.
  • Submitted: Aug 7, 2012
  • Stayed: Jul 2012
  • Source: VRBO, from HomeAway
Owner's Response: Response to Karen's review:
First of all we are very sorry that Karen did not have the experience she wanted. How people react to a rental is very subjective. For example the previous review, from the same summer as Karen's stay, was quite different. That couple loved the house and wrote an extremely positive review. I have since changed the listing to make it as clear as I could that this is a country cabin in a wooded area, near the lake, it is rustic, subject to the elements, and not a "luxury" high end home.

As such there are the usual insects and pests - unavoidable but easily dealt with. I called our exterminator immediately and he removed the nests. Rachel and I were not aware that our cleaning woman left food in the refrigerator. We don't know how much and we doubt that will happen again - however, we do leave our spices, condiments and basics for everyone's use - even assorted teas. We have an "owner's" cabinet for non-perishables stored for our use.

It is always cleaned between rentals though sometimes as in all country homes, cobwebs and a few flies might "move in" suddenly. Perhaps the extra light bulbs I left were hard to find. I've since upgraded my "House Manual" with such things. And yes, the cable TV was indeed surprisingly not working. I had neglected to have it turned on when I opened the house that Spring. Again, I am very sorry that Karen had so much trouble with the house. I want to pass along that most renters over the past 20 years have loved it - basic and rustic as it is. Though it now has a new roof, there are a few battle scars acquired over 45 years. I stay there often, have a handyman who checks on things, a cleaning woman and exterminator, all whose numbers I leave on site. I trust that you will find the house as described: A clean, tastefully furnished, rustic cabin in the woods, with beautiful views and woodland landscaping, and all the amenities you see listed. Please let me know if there is anything I can do to help you make the decision to rent this lovely house.
Rustic 'Wood and Windows' Berkshire Hideaway Home
Stockbridge Berkshires
Fanwood, NJ


  • 5 of 5
We had an all-too-short stay in this fascinating home near Tanglewood and Kripalu, and short rides to Stockbridge and Lenox in July 2012. Holly and Rachel could not have been more gracious in working with us and addressed questions immediately. The house is on a private wooded lot, yet there are many restaurants, theaters, and historic places to visit in a 10-15 minute ride in Lenox, Lee, Stockbridge (and a bit further to Great Barrington). Or lay on the couches and nooks and read a book and relax as we did in the sultry afternoons. I'm sure its gorgeous in the autumn with the fall foliage and it's probably convenient for skiing in winter.

The photos don't do justice to the architecture. The construction of the house, all wood beams and open spaces, was rustic and sophisticated simultaneously. Although we were there during a heat wave, we only used the AC once because of all the windows, and the ceiling fans and high ceiling. We were lucky that it was cool enough in the mornings to enjoy the hot tub--worked miracles on achy backs. The kitchen was fully stocked for indoor cooking, and we used the gas grill on the patio to prepare a lovely meal and eat on the large patio table. Loved having the half-bath on the first floor, something you don't get in a hotel room.

Note: there are a lot of steps inside the house, may not be disability-friendly.
  • Submitted: Jul 14, 2012
  • Stayed: Jul 2012
  • Source: VRBO, from HomeAway
Recommended for:  Age 55+, Adventure Seekers, Sightseeing, Romantic Getaway
Owner's Response: Thanks for your review April. So glad to hear how pleased you were with the house. Love to have you back. Holly
Rustic 'Wood and Windows' Berkshire Hideaway Home
Stockbridge Berkshires
Boston, MA

  • 5 of 5
My wife and I stayed at this cabin in February and
absolutely loved it. We both grew up in rural
settings and this cabin was a great opportunity to
get back to nature and escape the city. We filled
our time with hiking around the lake and nearby
nature trails, and relaxing in the outdoor hot tub. It
snowed for most of our stay at the cabin which only
added to the scenic surroundings. We returned
thoroughly rested and we would definitely do this
trip again.
Thank you,
Jen and Dan Moore
  • Submitted: Mar 17, 2010
  • Stayed: Mar 2010
  • Source: VRBO, from HomeAway
Owner's Response: Thanks Dan, so glad you enjoyed your stay. Hope to see you again.
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Availability & Rates


Stockbridge House Rental Rates

Special Offer! End of Season Savings

Special Offer From:
Dates Aug 15, 2014 to Sep 8, 2014

End of summer RATE REDUCTION SPECIAL: Any rental six nights and over, between August 15 and September 4th will be reduced $200 a week for as long as three weeks.

Rental Basis:
Per property
Rental rates quoted in:
Convert Currency
Rate Period Nightly Weekend Night Weekly Monthly * Event
Jul 1 - Aug 31
30 night minimum stay
My Standard Rate
2 night minimum stay

Additional information about rental rates

Cleaning Fee $125
Refundable damage deposit $125
Notes There is a $125.00 cleaning fee also due at time of signing.

Cancellation Policy

Policy available by contacting owner when booking.
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Stockbridge House Accommodation and Amenities

Property Type:
  • house
  • Guests provide their own meals
Location Type:
  • Water View
  • Mountain View
  • Adventure
  • Away From It All
  • Budget
  • Family
  • Historic
  • Romantic
  • Sports & Activities
  • Tourist Attractions
  • Wood Fireplace ...
  • Broadband Access
  • Wireless Internet
  • Free Long Distance
  • Washing Machine
  • Parking Off Street
  • Air Conditioning
  • Parking for RV/Boat/Trailer
  • Wood Stove ...
  • Telephone ...
  • Linens Provided ...
  • Clothes Dryer
  • Internet
  • Heating
  • Towels Provided
  • Parking
  • Living Room
  • Iron & Board
  • Stove ...
  • Oven
  • Dishes & Utensils
  • Pantry Items ...
  • Coffee Maker
  • Toaster
  • Kitchen
  • Cooking Utensils
  • Ice Maker
  • Refrigerator
  • Microwave
  • Dishwasher
  • Dining Area
  • Dining ...
  • 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, 1 deck, skylight; 2 windows
  • Queen size Beds (1), Double Beds (1), Sleep Sofa or Futons (1)
  • Games
  • Stereo ...
  • Music Library
  • Television
  • DVD Player
  • VCR
  • CD Player
  • Satellite / Cable
  • Deck / Patio
  • Outdoor Grill
  • Balcony
  • Lawn / Garden
  • Bicycles ...
  • Kayak / Canoe ...
  • children welcome
  • non smoking only
  • pets considered
  • Long-term Renters Welcome
Pool / Spa:
  • Hot Tub ...
  • museums
  • health/beauty spa
  • restaurants
  • cinemas
  • live theater
Leisure Activities:
  • horseback riding
  • sight seeing
  • wildlife viewing
  • miniature golf
  • shopping
  • boating
  • antiquing
  • sledding
Local Services & Businesses:
  • fitness center
Sports & Adventure Activities:
  • hiking
  • rock climbing
  • kayaking
  • fishing
  • basketball court
  • cycling
  • tennis
  • rafting
  • swimming
  • racquetball
  • snowmobiling
  • golf
  • cross country skiing
  • sailing
  • skiing
  • mountain biking
  • snowboarding
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.
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