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Lenox Walk to Town - Berkshires!

11 Reviews
Bedrooms 2
Property type house
Minimum Stay 2 nights

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Minimum Stay
2 nights


Photos and Description of this 2 bedroom holiday home in Lenox - Lenox Walk to Town

Recently renovated, amazing cottage in a walk-to-town location will allow you to explore the best of Lenox and the Berkshires. Walk to Tanglewood, Shakespeare and Company, Canyon Ranch or one of the amazing, Lenox restaurants!

The Space

This summer cottage built in the 1950's has recently been completely renovated from stem to stern to bring it up to date with the most current design standards. It is a 2-bedroom, 1-bathroom space with a beautiful backyard for grilling.

There is also an amazing dining room surrounded by windows and the lush forest of Lenox, providing amazing greenery in the spring and summer and stunning fall colors as the leaves change.

The home is centrally located close-to-town, near Ventfort Hall, which actually borders our backyard!

You can walk to Shakespeare and Company for a day of festivals and shows, or head to Tanglewood (right down the street), for a picnic on the great lawns accompanied by Symphony Number 9.

Or, you can walk to Alta, one of the best restaurants in the Berkshires, for amazing bottles of wine and perfectly formed dishes. The home is also 10 minutes away from Butternut, Catamount or Bosquet, and a half hour from Jiminy Peak!

We are close if you need us!


In 1844, Samuel Gray Ward of Boston, the American representative for Barings Bank of London, assembled tracts of land to create the first estate in Lenox. Called Highwood, the Italianate dwelling was designed in 1845 by Richard Upjohn. In 1876, Ward hired Charles F. McKim to design in the Shingle Style another property, Oakwood. The period from 1880 until 1920 would be dubbed the Berkshire Cottage era, when the small New England town was transformed into a Gilded Age resort similar to Newport, Rhode Island, and Bar Harbor, Maine. The wealthy and their entourage opened immense houses for recreation and entertaining during the Berkshire Season, which lasted from late summer until early fall. One event was the annual Tub Parade, when Main Street was lined with ornately decorated carriages. Property values jumped as millionaires competed for land on which to build showplaces. In 1903, an acre in Lenox cost $20,000, when an acre in nearby towns cost a few dollars.

After the great depression many of the mega estates evolved into exclusive resorts like in the case of the famed Shadowbrook property which is now the Kripalu yoga center; another, The Mount, is the former home of Shakespeare & Company. Some have been converted into vacation condominiums. Tanglewood, the former estate of the Tappan family which lies partially in Stockbridge, would in 1937 become summer home to the Boston Symphony Orchestra.

Lenox remains a popular tourist destination. It was a filming location for Before and After (1996) and The Cider House Rules (1999), which was shot at Ventfort Hall (again in our backyard just through the woods, which were also in the movie)!

More Details
  • children welcome
  • limited accessibility
  • non smoking only
  • pets considered

Stephen Costigan
Member since: 2014
Speaks English
Response time:
Within a few days
Response rate:
Calendar last updated:
9 October, 2016


based on 11 holidaymaker reviews

Lenox Walk to Town - Berkshires!
average rating of 4.5454545 based on 11 reviews

Nice Property, but owner is a challenge

  • 1 of 5

erall, the property is exactly as described. The house is bright and spacious and includes everything you need for your stay. If not, the "onsite property manager" is very accommodating. The owner on the other hand is a challenge to deal with, hence the low rating. I paid for 100% of my rental 5 months in advance. In April, over a month prior to my stay, I advised the number of days needed to be reduced resulting in credit of approximately five hundred Canadian dollars which isn't insignificant. At the beginning of May, I was told my funds would be returned within a couple of weeks. At the beginning of June, I was told they were waiting for a deposit to arrive before they could repay me. We are now going into July, I have still not received the funds owing to me, and to add insult to injury, the owner has gone radio silent. So you see….proceed with caution. I am an avid user of Homeaway.com and I have never experienced an owner who lacks integrity in this way. It's very disappointing, and truly is a shame.

  • Review Submitted: Jun 30, 2016
  • Date of Stay: May 2016
  • Source: HomeAway
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1 0

Perfect location

  • 5 of 5

My brother and I stayed at Stephen's Lenox home for two nights. It was a great location for everything the area has to offer and the perfect size for the two of us. It has a nice modern kitchen and cute little patio out back. Stephen even allowed me to bring my small dog who just loved the property. I highly recommend staying at this home.

  • Review Submitted: Mar 31, 2016
  • Date of Stay: Mar 2016
  • Source: VRBO, from HomeAway
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0 0

Relaxing and perfect getaway!!!

  • 5 of 5

My husband and I had an amazing time on our stay. It was very comfortable and the house was well updated. The house was located in a great location close to trails and town. Would love to return and stay again!

  • Review Submitted: Dec 12, 2015
  • Date of Stay: Nov 2015
  • Source: VRBO, from HomeAway
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0 0

Lenox Visit

  • 5 of 5

I can't say enough nice things about our stay at this location. The home is lovely, and it provided all of our needs. We have family in the area, and we enjoyed being able to entertain them at "our place" during our visit. I loved the deck, and we enjoyed cooking out on the grill. I look forward to staying here again during future visits.

  • Review Submitted: Oct 30, 2015
  • Date of Stay: Oct 2015
  • Source: VRBO, from HomeAway
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0 0
East Haddam, CT

Wonderful Berkshire stay!

  • 5 of 5

My husband and I stayed at this wonderful home for 4 days in the height of the foliage season. This house is just perfect for a Berkshire stay and a great location for walking into Lenox. It is blatantly obvious that Stephen has taken great pride in renovating and decorating this home for guests to enjoy. It is not only beautiful, but extremely comfortable as well. We have stayed in several vacation homes through VRBO and this property is by far one of the best we've rented. It is also extremely difficult to find a suitable rental that accepts pets, which is important to us, as our dog often comes along. Stephen responded immediately and the entire booking process was extremely efficient which simplified our plans. We definitely will stay here again upon our next trip to the Berkshires. Highly recommended!

  • Review Submitted: Oct 24, 2015
  • Date of Stay: Oct 2015
  • Source: VRBO, from HomeAway
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Amazing fall getaway weekend!

  • 5 of 5

My best friend and our adult daughters spent a long weekend in Lenox at this gorgeous home. I can't say enough wonderful things about the accommodations. Perfect location, immaculate, beautifully decorated etc... I would love to stay again on my next trip to the Berkshires. Also, Stephen was responsive from the minute I inquired about the booking and also very helpful in providing suggestions for restaurants and thing stop do in the area.

  • Review Submitted: Oct 18, 2015
  • Date of Stay: Oct 2015
  • Source: HomeAway
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Prices & Availability

Prices for this holiday house in Lenox, Berkshires

Rental Basis:
per property
Owner accepts payment in:
Convert Currency
Rental Period Minimum Price Additional Nights Weekend Night Weekly Monthly Event Price
My Standard Rate
2 night minimum stay
for 2 nights

Additional pricing information

Refundable Damage Deposit £409
Cleaning £102
Tax Rate 6.0%

Owner's Cancellation Policy

  • 50% refund for cancellations more than 14 days before check-in date.
  • 100% refund for cancellations more than 30 days before check-in date.
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Available arrival


Accommodation and facilities for this holiday house in Lenox in Berkshires

Property Type:
  • house
  • Self-catering
Floor Area:
  • 1000 sq. ft.
  • Adventure
  • Away From It All
  • Family
  • Historic
  • Romantic
  • Spa
  • Sports & Activities
  • Tourist Attractions
  • Air Conditioning
  • Clothes Dryer
  • Fireplace
  • Hair Dryer
  • Heating
  • Internet
  • Iron & Board
  • Linens Provided
  • Living Room
  • Parking
  • Telephone
  • Towels Provided
  • Washing Machine
  • Coffee Maker
  • Dishes & Utensils
  • Dishwasher
  • Kitchen
  • Microwave
  • Oven
  • Pantry Items
  • Refrigerator
  • Hob
  • Toaster
  • Dining
  • Dining Area
  • seating for 6 people
  • 1 Bathroom
  • Bathroom 1 -
  • 2 Bedrooms, Sleeps 5
  • Queen beds in both
  • DVD Player
  • Satellite / Cable
  • Stereo
  • Television
  • Video Library
  • Balcony
  • Boat
  • Terrace
  • Golf
  • Kayak / Canoe
  • Garden
  • Barbecue
  • Ski & Snowboard
  • Tennis
  • Water Sports Gear
  • children welcome
  • limited accessibility
  • non smoking only
  • pets considered

Partner Offers

Portable wifi hotspot

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