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Stockbridge Woodland Magic- Stay in the Heart of the Berkshires

Bedrooms 3
Space 130 m²
Property type chateau / country house
Minimum Stay 2 - 4 nights


About the property

3 BDRM 2 BTH; 2 story, sleeps 8, on 14 Acres w/Kids' Play Barn & Ping-Pong Barn

'The Residence' is a beautiful, secluded property nestled in the foothills of the Berkshires. Built in 1926 and renovated in 1996, our beautiful 3 bdrm, 2 bath vacation rental is centrally located between Great Barrington and Lenox, and only 3 minutes to Stockbridge center. While the rental is close to many of the area's attractions, it feels 'away from it all' as it is ensconced in the magic of the woods and ceaseless birdsong. This rental is part of a family estate which sits on 14 acres of woods, rolling meadows and a delightful babbling stream.

We offer:

- All Amenities inside and out

- New Queen Beds upstairs; Double Bed down; Sofa Bed too

- Large Eat-In Kitchen with everything for cooking and eating

- Comfortable and cozy living room w/ rustic wood-burning fireplace

- Large Library collection for your enjoyment

- Beautiful Deck with woodland view

- Children's play barn

- Table Tennis barn

- Ample Parking for multiple cars

- In-home washer and dryer

- Dishwasher and Microwave

- WiFi

- 40' TV

- DVD player and Radio

- In-house Phone; free domestic long-distance phone

- Lake Swimming Passes Provided along with beach towels

- Charcoal grill located on sweet back porch

- Friendly - with prior arrangement

- Walk to the Chesterwood & Norman Rockwell Museums

- Near 'Berkshire Mountain Bakery' (can smell the fresh bread)

- Uniquely located off the beaten path yet within minutes of Stockbridge, West Stockbridge, Great Barrington and Lenox.

- Mountain bike, sled, and cross-country ski your way through the woods and meadows straight out the front door!

Note: the rental unit adjoins the caretaker's apartment (i.e., shares a wall; no shared spaces or entrances, separate driveways). The caretaker is respectful quiet, and keeps to himself. He is available to assist guests with the rental if needed and, along with all of our family, does his best to ensure your stay is all that you hope for.

More Details

Property Manager
Sheva & Emma Gross, cousins in the family that has owned the Residence for 50 yr
Member since: 2011
Speaks english, french
Response time
Within a few days
Response rate
Calendar last updated:
16 November, 2017

About Sheva & Emma Gross, cousins in the family that has owned the Residence for 50 yr

We, Emma and Sheva, are cousins in a professional family with very strong ties and attachments to the Berkshires. The 'Residence' on Williamsville Road has been in our family for over 40 years. It's been that magical place where our extended family has lived, loved and grown. It's been that beautiful space where marriage proposals were accepted and where joyous weddings took place.

It's been our home to welcome the newest members of our families and where our children spent weekends and holidays delighting us with their discoveries of a fallen bird, wild strawberries, or new deer prints in the snow.

It's been that fun treat where teenagers invited their city friends for swimming, skiing, and sleepovers. It's been the quiet retreat where sister-in-laws got to know one another better and where brothers bonded; that place where parents aged, where screenwriters wrote, where the academics of the family studied and researched, and where so many dreams started that ultimately changed the lives of others in so many ways.

That is our home. That is The Residence. This is the unique love and magic we can offer you as your 'Home-Away-from-Home' in the Berkshires.

Sheva & Emma Gross, cousins in the family that has owned the Residence for 50 yr purchased this chateau / country house in 1968

Why Sheva & Emma Gross, cousins in the family that has owned the Residence for 50 yr chose Stockbridge

The property (14 acres of pristine woods) is secluded and yet just minutes to everything. Our caretaker Michael is there if you need him, and all efforts are made to make your stay in our home as comfortable and enjoyable as possible.

What makes this chateau / country house unique

The Residence is also a unique piece of Berkshire history. The first cabin on the property (across the driveway from the rental) was built 'by hand' by Gertrude Robinson Smith and her companion, two very feisty and spirited women who defied convention for their time. (The New York Times called the Residence 'a manless eden.')

In addition to founding the American Women's Association, raising funds for war relief, and championing independence for young women in New York City, Ms. Robinson Smith was a co-founder of Tanglewood, and the Residence actually served as the first ticket office for the music festival!! A rustic one-room cabin off the upper driveway of the property is there today as it was then, marked, simply, 'office.'

The rental is spacious, comfortable and beautiful, and the grounds are well-kept and very peaceful.


Accommodation and facilities for this holiday chateau / country house rental in Stockbridge, Massachusetts

Property Type:
  • chateau / country house
  • Guests provide their own meals
  • Housekeeper Optional
Floor Area:
  • 130 m²
  • 3 stories
House Rules:
  • Check-in: 4:00 PM / Check-out: 11:00 AM
  • Max. occupancy: 8
  • pets considered
  • children welcome
  • non smoking only ...
Location Type:
  • Beach
  • City Centre
  • Lake
  • Lake View ...
  • Mountain
  • Rural
  • Ski-Out ...
  • Town
  • Village
  • Adventure
  • Away From It All
  • Family
  • Historic
  • Romantic
  • Sports & Activities
  • Alarm Clock
  • soap
  • Clothes Dryer
  • Fireplace ...
  • Firewood
  • Free Local Calls
  • Free Long Distance
  • Hair Dryer
  • Heating
  • Internet
  • Iron & Board
  • Laundry Soap
  • Linens Provided
  • Living Area
  • Living Room
  • Local Maps
  • local restaurant guide
  • Paper Towels
  • Parking
  • Parking Off Street
  • Parking for RV/Boat/Trailer ...
  • Sofa Bed
  • Telephone
  • Toilet Paper
  • Towels Provided ...
  • Washing Machine
  • Wireless Internet
  • Wood Fireplace ...
  • 4 Ring Stove
  • Blender
  • Coffee Grinder
  • Coffee Maker
  • Cooking Utensils ...
  • Dishes & Utensils ...
  • Dishwasher
  • Freezer
  • Grill
  • Kitchen ...
  • Microwave
  • Oven
  • Refrigerator ...
  • Stove ...
  • Stove
  • Toaster
  • Dining
  • Dining Area
  • seating for 6 people
  • 2 Bathrooms
  • Bathroom 1 -
    Bathroom 2 -
  • 2 full baths with extra long tubs.
  • 3 Bedrooms, Sleeps 8
  • Queen size Beds (2) one in each upstairs bedroom, Double Beds (1) downstairs bedroom, Sleep Sofa or Futons (1) there's one formal pull out full size Sofa Bed upstairs. The couch downstairs is large enough for two children to sleep.
  • Books
  • books - fiction/non-fiction
  • books - kids
  • CD Player
  • DVD Player
  • DVR
  • Game Room
  • Games
  • games - kids
  • MP3 Dock
  • Ping Pong Table
  • Radio
  • Satellite / Cable
  • Stereo
  • Television ...
  • Toys
  • deck chairs
  • Beach Towels
  • Deck / Patio
  • Deck Furniture
  • Large Cooler
  • Lawn / Garden
  • Outdoor Grill
  • Veranda / Loggia
  • Porch Furniture
  • Ski & Snowboard
  • veranda
  • wooden decking
  • Yard
  • long term rentals available
  • alternative lifestyle
  • autumn foliage
  • botanical garden
  • churches
  • cinemas
  • forests
  • health/beauty spa
  • library
  • live theatre
  • marina
  • museums
  • playground
  • pond
  • recreation centre
  • restaurants
  • synagogues
  • theme parks
  • waterfalls
  • winery tours
Leisure Activities:
  • antique hunting
  • bird watching
  • boating
  • eco tourism
  • gambling casinos
  • horse riding
  • horseshoes
  • miniature golf
  • outlet shopping
  • photography
  • scenic drives
  • shopping
  • sight seeing
  • sledding
  • walking
  • wildlife viewing
Local Services & Businesses:
  • ATM/bank
  • Babysitter
  • fitness centre
  • groceries
  • hospital
  • laundrette - serviced
  • massage therapist
  • medical services
Sports & Adventure Activities:
  • basketball court
  • cross country skiing
  • cycling
  • equestrian events
  • fishing
  • fly fishing
  • freshwater fishing
  • golf
  • hiking
  • hot air ballooning
  • hunting
  • ice skating
  • jet skiing
  • kayaking
  • mountain biking
  • pier fishing
  • rafting
  • rock climbing
  • roller blading
  • sailing
  • ski pass optional
  • ski
  • snowboarding
  • snowmobiling
  • swimming
  • tennis
  • water skiing
  • water tubing
  • wind-surfing


Excellent! 4.7/5 -
(21 traveller reviews)

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Stockbridge Woodland Magic- Stay in the Heart of the Berkshires
average rating of 4.714286 based on 21 reviews

Quaint country life.

  • 3 of 5

The house is a great layout in a great location near Lenox, Stockbridge and Great Barrington. The owner is very nice and helpful. Unfortunately the house had some bad odors that never went away and some of the furniture needs to be replaced.

  • Review Submitted: 13/08/2017
  • Date of Stay: July 2017
  • Source: VRBO, from HomeAway
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Woodsy Getaway

  • 5 of 5

Place was great, it was cozy and comfortable as advertised. We took advantage of the fireplace and the wood provided. It has good access to the Berkshires. Close by is Monument mountain which has a long ridge on a couple mile hike so we got lots of good views. Also, we went to wine festival at Chatham fairgrounds which was not far. Last, we rented a pontoon boat on Lake Pontoosuc in Pittsfield for a couple hours. Next time around we'll visit the Stockbridge Bowl, drive up Mount Greylock, and go to the Norman Rockwell museum.

  • Review Submitted: 04/06/2017
  • Date of Stay: May 2017
  • Source: VRBO, from HomeAway
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Boston, MA

Wonderful, cozy and welcoming

  • 5 of 5

Had a perfect snowy winter weekend. The house is perfect for cooking and hanging out by the fire. Would definitely go back!

  • Review Submitted: 12/02/2017
  • Date of Stay: February 2017
  • Source: VRBO, from HomeAway
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Great home in the woods, near Butternut skiing

  • 5 of 5

Very nice home. Beautiful property with a brook that runs through it. We split with two families (w/ kids), and everyone was comfortable and cozy. We built a fire in the fireplace all three nights. Well equipped kitchen. Cable TV. Short, 15-minute drive to Butternut Mountain.

  • Review Submitted: 16/01/2017
  • Date of Stay: January 2017
  • Source: VRBO, from HomeAway
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Great weekend get away with friends

  • 5 of 5

What a gem! 4 adults and 4 kids were comfortable and cozy in this woodsy retreat in West Stockbridge. With temperatures in the double-digit negatives, we were not able to explore the property as much as we wanted but the hikes that we were able to take were breathtaking and the kids LOVED exploring the woods and the creek. The house was a perfect fit for our group, whether we were hanging out in front of the fire, or the kids were playing board games in "their" room upstairs, we were comfortable and happy. The property has this great feeling of being super remote and isolated but being really close to all the area attractions all at the same time. The owners were extremely helpful and responsive every step of the way.

  • Review Submitted: 13/10/2016
  • Date of Stay: February 2016
  • Source: VRBO, from HomeAway
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A quiet, peaceful retreat but still conveniently located.

  • 5 of 5

First off let me say that the owners are incredibly responsive to any question. We had a cable tv issue, which could only be resolved by the old unplug, plug back in method. It was also uncharacteristically hot for May and the room air conditioners as well as dehumidifier literally saved our vacation. The home is even more beautiful in person. We felt so relaxed there, that we decided to forgo our usual dinners out and eat-in. The cable stations are robust for we eat-in couch potatoes. I got to watch the French Open and professional golf, and the hubby watched his cycling shows on BEIN.

Some places I'd recommend for eating, Once Upon a Table in Stockbridge for lunch. There's a chocolate shop located behind them with great gelato for dessert. We got take-out from The Brick House Pub in Housatonic, very close-by which was always excellent. For breakfast we went to Haven Cafe and Bakery as well as Spoon in Lenox. Also Pleasant and Main Cafe in Great Barrington is a nice spot too.

If you have a dog, try Kennedy Park in Lenox. It's completely shaded and has short or long loops. And don't forget Taft Farm in Great Barrington for their fresh baked cookies and brownies.

  • Review Submitted: 03/06/2016
  • Date of Stay: May 2016
  • Source: VRBO, from HomeAway
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Car: necessary

The Berkshires are an unparalleled haven for the Arts, encounters with nature, and New England charm and history, all within 2-3 hours from New York or Boston. In the summer, visitors and performers flock to the region to enjoy top-quality theater, music and dance. In the winter, downhill and cross-country skiing beckon. And throughout the year, the great outdoors are preserved for the enjoyment of all--whether you prefer to connect with nature by hiking, fishing, canoeing, cycling, or from the comfort of an Adirondack chair perched on your deck. Amble through historic towns and buildings and visit world-class art museums and galleries, stopping to dine at delicious eateries along the way.


Rates & Availability

Rental Rates for this holiday chateau / country house in Stockbridge, Massachusetts

Rental Basis:
per property
Manager accepts payment in:
Convert Currency
Rate Period Nightly Weekend Night Weekly Monthly * Event
Late Fall
3 Nov 2017 - 21 Nov 2017
2 night minimum stay
22 Nov 2017 - 27 Nov 2017
4 night minimum stay
Between Thanksgiving & Xmas
28 Nov 2017 - 21 Dec 2017
2 night minimum stay

Additional information about rental rates

Pet Fee AU$65.9
Cleaning fee AU$131.8
Refundable Damage Deposit AU$197.7
Tax Rate 6.5%

Holiday minimum stays & rates apply.
Fee of $50 per approved pet. Note age, breed, size when you inquire.
No tax on cleaning, pet fees & damage deposit.
You may include damage deposit in rental check, or write a separate check that can be held & returned. If no damage done to the rental property, the security deposit will be refunded within 14 days

Manager's Cancellation Policy

  • 50% refund if canceled at least 14 days before arrival date.
  • 100% refund if canceled at least 30 days before arrival date.
  • Service Fee fully refunded on cancellations that qualify for 100% refund.
Contact Manager