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Wooded Berkshire Cottage - Minutes from Lenox Village - A Year-Round Retreat!

Photo gallery for Wooded Berkshire Cottage - Minutes from Lenox Village - A Year-Round Retreat!

An outdoor patio with Adirondack chairs, a fire pit, and string lights.
A brown leather sofa with a matching ottoman, two pillows, and a blanket.
A cabin surrounded by trees at dusk.
A dining area with a glass table and wooden chairs, a vase on the table, and a view of the outdoors through large windows.
A kitchen with stainless steel appliances, wooden cabinets, and a washing machine.

Reviews

10 out of 10
Exceptional

Highlights

  • The great outdoors
    Guests love the outdoor space here.
  • Fireplace
    A rare find - cozy up in front of a warm, inviting fireplace.
  • Discover nearby landmarks
    Near Lenox Library
2 bedrooms1 bathroomSleeps 4

Popular amenities

  • Onsite parking available
  • Kitchen
  • Washing machine
  • Air-conditioning
  • Barbecue grill
  • Deck or patio

Explore the area

View in a map
Lenox, MA
  • Place, Ventfort Hall Mansion and Gilded Age Museum
    ‪6 min walk‬
  • Place, Shakespeare and Company
    ‪8 min walk‬
  • Place, Lenox Library
    ‪8 min walk‬
  • Airport, Pittsfield, MA (PSF-Pittsfield Municipal)
    ‪15 min drive‬

Rooms & beds

2 bedrooms (sleeps 4)

Bedroom 1

1 King Bed

Bedroom 2

1 Queen Bed

1 bathroom

Bathroom 1

Toilet · Shower only

Spaces

Deck or patio
Kitchen
Garden

About this property

Wooded Berkshire Cottage - Minutes from Lenox Village - A Year-Round Retreat!

Come enjoy the Berkshires
Tucked beside the woods and minutes from the heart of Lenox, this lovingly renovated 1950s cottage blends classic Berkshire charm with fresh, modern comfort. The home is a 2-bedroom, 1-bath (shower only) retreat with a sunny front yard and a private backyard patio—perfect for grilling, morning coffee, and quiet evenings under the trees.

The space
Inside you’ll find bright, welcoming rooms and an inviting dining area surrounded by windows with easy access to the patio and backyard. It’s a place to settle in after a concert, a hike, or a day exploring the village—and to enjoy the Berkshires in every season.

Location highlights
You’re close to town (a quick walk or short drive) and near many of Lenox’s favorites—restaurants, shops, and cultural landmarks. Tanglewood is nearby for lawn picnics and summer concerts, Shakespeare & Company for performances and festivals, Ventfort Hall is just around the corner (in fact stright through the woods), Stockbridge and the Norman Rockwell Museum present easy day trips, plus Chesterwood, Jacob’s Pillow, and more.

You won't want to miss outdoor favorites like Bash Bish Falls and other Berkshire trails, Bousquet, Butternut, Catamount, and Jiminy Peak.

Other things to note
You’ll receive a welcome message before arrival with house details, check-in instructions, and a short list of our favorite Lenox recommendations. We look forward to hosting you.
Our prices include all fees. No hidden fees.

Add dates for prices

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House Rules

Check in after 3:00 PM
Minimum age to rent: 25
Check out before 10:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

No pets allowed, service animals permitted
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Smoking

Smoking is not permitted

Check-out instructions

The host requires you to complete the following before checking out:
Take out the rubbish
Turn off the lights and lock the doors
Check-out is 10:00 AM. Please lock windows/doors, turn off interior lights, secure trash/recycling outside, and ensure fireplace, firepit, and grill are fully cool.
Failure to complete these may result in a negative review from the host.

Important information

You need to know

Property Registration Number C0200581520
Property # 3030475vb
This property is managed by a private host (a party not acting within their trade, business or profession). EU consumer law, including the right of withdrawal, will not apply to your booking. The cancellation policy set by the private host will cover your booking.
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher

About the area

Lenox

Lenox is home to this holiday home. Wyndhurst Golf & Club and Kennedy Park are worth checking out if an activity is on the agenda, while those wishing to experience the area's natural beauty can explore Pleasant Valley Wilderness Sanctuary and Fairfield Brook WMA. Berkshire Performing Arts Center and Berkshire Scenic Railway Museum are also worth visiting.
View more Holiday homes in LenoxOpens in a new window
Map
Lenox, MA

What's nearby

  • Ventfort Hall Mansion and Gilded Age Museum - 6 min walk - 0.6 km
  • Shakespeare and Company - 8 min walk - 0.7 km
  • Lenox Library - 8 min walk - 0.7 km
  • Wyndhurst Golf & Club - 2 min drive - 2.2 km
  • The Mount - 3 min drive - 2.9 km

Getting around

  • Pittsfield Intermodal Transportation Center - 13 min drive
  • Pittsfield, MA (PSF-Pittsfield Municipal) - 12 min drive

Restaurants

  • ‪Antimony Brewing - Craft Brewery & Kitchen - ‬4 min drive
  • ‪Tanglewood Cafe - ‬4 min drive
  • ‪Lenox Coffee - ‬10 min walk
  • ‪Firefly - ‬9 min walk
  • ‪Bistro Zinc - ‬8 min walk

Frequently asked questions

Is Wooded Berkshire Cottage - Minutes from Lenox Village - A Year-Round Retreat! pet-friendly?

No, only service animals are welcome at the property.

How much does it cost to stay at Wooded Berkshire Cottage - Minutes from Lenox Village - A Year-Round Retreat!?

As of 5 Sept 2026, prices found for a 1-night stay for 2 adults at Wooded Berkshire Cottage - Minutes from Lenox Village - A Year-Round Retreat! on 25 Jan 2027 start from £1,027, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

How much is parking at Wooded Berkshire Cottage - Minutes from Lenox Village - A Year-Round Retreat!?

On-site parking is available at the property.

What time is check-in at Wooded Berkshire Cottage - Minutes from Lenox Village - A Year-Round Retreat!?

Check-in begins at 3:00 PM.

What time is check-out at Wooded Berkshire Cottage - Minutes from Lenox Village - A Year-Round Retreat!?

Checkout is at 10:00 AM.

Where is Wooded Berkshire Cottage - Minutes from Lenox Village - A Year-Round Retreat! located?

Situated in Lenox, this holiday home is steps away from Berkshire Performing Arts Center and Ventfort Hall Mansion and Gilded Age Museum. Lenox Library and Shakespeare and Company are also within 10 minutes.

About the host

Hosted by Gregg Timothy Carlo

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Languages:

English
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