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Book Online or call Booking Assistance 888-640-7927
Book Online or call Booking Assistance 888-640-7927

Tanglewood Lenox Pillow spacious charming new amenities great for large groups

Bedrooms 5
Half Baths1
Space 5,000 sq ft
Property type house
Minimum Stay 2 - 4 nights


About the property

5000sf 5Bdrms w/priv Bths scenic porches fireplaces BBQ grills center Berkshires

Historic, elegant, recently renovated estate (approx. 5000 sq ft) on 7 acres, with 5 bedrooms, each with its own private bath (linens and towels supplied). 2 BBQ grills outdoors.

Beds & Bedrooms:

Lenox Bdrm (2FL): 1 King bed

Jiminy Bdrm (2FL): 1Q bed

Stockbridge Bdrm (2FL): 2Q beds

Berkshire Studio (1FL, exterior entry): 2Q beds, 1Q sleep sofa

Suite Butternut (1FL, exterior entry): 1Q bed, 1 Dbl bed, 1Q sleep sofa

- all bedrooms w/ private bathrooms

Common/TV rm (2FL): 1Q futon, 1 Dbl futon, 2 air beds; NO priv bthrm.

house rule: no sleeping on couches in common rooms.

3 common rooms with 3 wood-burning fireplaces; large fully-equipped kitchen, screened and open porches.

near Jacob's Pillow Dance Festival, BSO Tanglewood Music Festival, Stockbridge MA, The Red Lion Inn, Canyon Ranch, historic Shakers Village, Norman Rockwell museum, town of Lenox, Lee Prime Outlets shopping with designer boutiques.

nearby ski resorts: Jiminy Peak, Ski Butternut, Catamount Ski.

Pets considered, please ask first.

More Details

Vanya Chekhov
Member since: 2009
Speaks: english, french, german, russian, mandarin
Response time:
Within a few hours
Response rate:
Calendar last updated:
April 20, 2018


Lee House Accommodation and Amenities

Property Type:
  • house
  • Guests provide their own meals
Floor Area:
  • 5000 sq ft
House Rules:
  • Check-in: Flexible
  • /
  • Check-out: 12:00 PM
  • Max. occupancy: 20
  • Max. adults: 18
  • Min. age of primary renter: 25
  • Children welcome
  • Parties/events not allowed
  • Pets considered
  • Non smoking only
  • Adventure
  • Away From It All
  • Family
  • Historic
  • Luxury
  • Romantic
  • Spa
  • Sports & Activities
  • Tourist Attractions
  • Air Conditioning
  • Clothes Dryer
  • Fireplace ...
  • Heating
  • Internet
  • Linens Provided
  • Living Room
  • Parking ...
  • Telephone
  • Towels Provided
  • Washing Machine
  • Coffee Maker
  • Dishes & Utensils
  • Dishwasher
  • Kitchen
  • Microwave
  • Oven
  • Pantry Items
  • Refrigerator
  • Stove
  • Toaster
  • Dining
  • Dining Room
  • seating for 8 people
  • 5 Bathrooms
  • 1 Half Bath
  • Bathroom 1 -
    Bathroom 2 -
    Bathroom 3 -
    Bathroom 4 -
    Bathroom 5 -
    Half Bathroom -
  • 5 Bedrooms, Sleeps 20
  • Berkshire Study (1 FL) - 2 queen , 1 sleep sofa /futon , 2Q beds + 1Q sleep sofa, priv bthrm (stall shower), TV
    Lenox Bdrm (2 FL) - 1 king , private bathroom, steam shower, walk-in closet, claw-ft tub
    Jiminy Perch (2 FL) - 1 queen , private Open Porch, spectacular views
    Berkshire Loft (2 FL) - 2 queen , priv bathrm, claw ft tub, lofted ceiling, desk chair closet
    Suite Butternut (1 FL, 2 Rms) - 1 queen , 1 double , 1 sleep sofa /futon , 2rm suite priv bthrm, TV, el. firepl 1QB+1DblB+1sofa, porch
    Common / TV Loft (2 FL) - 4 sleep sofa /futon , 1QSofa + 1DblSofa + 2 airbeds open loft NO privacy fireplace
  • DVD Player
  • Satellite / Cable
  • Television
  • Deck / Patio
  • Lawn / Garden ...
  • Ski & Snowboard ...
  • Long-term Renters Welcome
  • limited accessibility
Pool / Spa:
  • Communal Pool ...
  • Sauna ...
  • autumn foliage
  • festivals
  • forests
  • museums
  • restaurants
Leisure Activities:
  • antiquing
  • eco tourism
  • outlet shopping
  • scenic drives
  • walking
Local Services & Businesses:
  • ATM/bank
  • groceries
  • hospital
  • laundromat
  • massage therapist
  • medical services
Sports & Adventure Activities:
  • cycling
  • golf
  • hiking
  • mountain biking
  • skiing
fully equipped kitchen, laundry room, steam shower in Master suite, 3 fireplaces, family room with large-screen TV, cable, internet service.


5/5 -
(4 traveler reviews)

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Tanglewood Lenox Pillow spacious charming new amenities great for large groups
average rating of 5.0 based on 4 reviews

Everything was easy

  • 5 of 5

24 of us had our annual reunion here, and it all went smoothly - that's saying a lot! Vanya and Jacob were super-responsive to emails and texts, including a lot of last-minute detailed requests. The house felt larger than we expected from the pictures, with beds for everyone (we brought 2 air mattresses), 3 or 4 common areas depending on how you count (plus kitchen) to spread out into, and beautiful grounds. We'll probably be in another part of the country next year but we hope to be back in 2 years!

  • Submitted: Jan 3, 2018
  • Stayed: December 2017
  • Source: VRBO, from HomeAway
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The house and property are fabulous.

  • 5 of 5

Our family came together from many parts of the country. This home was perfect. It accommodated all very comfortably. 3 sitting areas with wonderful fireplaces were all used. It had old world charm with modern appointments. I'd recommend this home for large family gatherings.

  • Submitted: Dec 7, 2017
  • Stayed: November 2017
  • Source: HomeAway
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New York

Delightfully Modern and Spacious

  • 5 of 5

The house was incredible! Surprisingly modern and spacious. My group of 18 slept comfortably and there was plenty of common space to gather. The house was full of modern amenities and the lawn and land was also very spacious. Vanya was communicative so the check-in and check-out process was seamless. I would come back with my group again!

  • Submitted: Oct 11, 2017
  • Stayed: October 2017
  • Source: HomeAway
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  • 5 of 5

We had a wonderful time at this beautiful home! We were 5 families with plenty of little (under 5) kids among us.

The house accommodated us beautifully. Everything was clean, spacious, well stocked and attractive. The house is a beautiful historic home with tasteful, modern additions and a great kitchen. All five bedrooms were private, had their own bathroom, and were relatively sound-isolated from the kitchen which is the hub of the house. Decor was simple, tidy, attractive - no dusty knick knacks.

Location was great with lots to do nearby. Large flat yard perfect for playing and relaxing. We are hoping to return next year!

  • Submitted: Oct 9, 2016
  • Stayed: October 2016
  • Source: VRBO, from HomeAway
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Car: necessary
Other Activities:

<p><strong>Top Thing to do in City:</strong></p><ul><li>skiing.</li><li>hiking.</li><li>swimming.</li><li>golf.</li><li>shopping.</li></ul><p><strong>Top Thing to do in Budget:</strong></p><ul><li>movies.</li><li>bowling.</li>.</li>.</li>.</li></ul><p><strong>Top Thing to do in Family:</strong></p><ul><li>Tanglewood.</li><li>performing arts.</li><li>Jiminy Peak.</li><li>Butternut skiing area.</li>.</li></ul>


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Rates & Availability

Taxes and fees are additional

Additional information about rental rates

Refundable damage deposit $1,000
Pet Fee $250
Property Damage Protection $99
Cleaning Fee $300

Owner's Cancellation Policy

  • 50% refund if canceled at least 30 days before arrival date.
  • 100% refund if canceled at least 60 days before arrival date.
  • Service Fee fully refunded on cancellations that qualify for 100% refund.