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

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Exterior
Exterior detail
Exterior
Exterior detail
Room

Reviews

10 out of 10
Exceptional
2 bedrooms1 bathroomSleeps 4

Popular amenities

  • Kitchen
  • Washer
  • Dryer
  • Free WiFi
  • Air conditioning
  • Outdoor Space

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.

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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

Important information

You need to know

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
Onsite parties or group events are strictly prohibited
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher
Property Registration Number C0200581520

About the neighborhood

Lenox

Lenox is home to this vacation 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 The Bookstore are also worth visiting.
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Map
Lenox, MA

What's nearby

  • Ventfort Hall Mansion and Gilded Age Museum - 3 min walk - 0.3 km
  • Shakespeare and Company - 8 min walk - 0.7 km
  • Lenox Library - 8 min walk - 0.7 km
  • Wyndhurst Golf & Club - 1 min drive - 1.5 km
  • The Mount - 2 min drive - 2.5 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
  • ‪1894 Fireside Bistro & Bar - ‬4 min drive
  • ‪Harvest Moon - ‬4 min drive
  • ‪Chocolate Springs Cafe - ‬4 min drive
  • ‪Haven Cafe & Bakery - ‬11 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 Mar 27, 2026, prices found for a 1-night stay for 2 adults at Wooded Berkshire Cottage - Minutes from Lenox Village - A Year-Round Retreat! on Apr 26, 2026 start from $328, 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?

Onsite 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!?

Check-out is at 10:00 AM.

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

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

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labeled.
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Rating 10 - Excellent. 2 out of 2 reviews
Rating 8 - Good. 0 out of 2 reviews
Rating 6 - Okay. 0 out of 2 reviews
Rating 4 - Poor. 0 out of 2 reviews
Rating 2 - Terrible. 0 out of 2 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Sandra G.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect in every way for older couple

The house is pleasant, clean, well- equipped in every way and in a perfect location for even senior citizens to walk to the shops and bakeries of Lenox easily. It is excellent for we who had several events to enjoy at Tanglewood and the house has a supply books, brochures and posters for those of us who want to learn more about the area. We done "self-catering" all over this country and Britain and this house is one of the very best! G&S Connecticut
Stayed 5 nights in Jul 2025
Verified

10/10 Excellent

MARGARET M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Exceptionally Clean, Superb location

Check in was straight forward and seamless. Owner communication was friendly and quick. I cannot rave enough about the cleanliness! It's rare to find a vacation rental this clean. Rooms and spaces are well equipped and comfortable. It's nestled into the woods just enough that you aren't bothered by traffic on the nearby road but it's proximity to Lenox is great, easily walkable but out of the busiest part of town. The QR code for the WiFi is cleverly on coasters in the living area, they just happened to be tucked away when we first arrived so it took a minute to figure that out. The TV has streaming services from the owner's accounts. We travel with a Roku stick and the TV mount made it impossible to plug in, but you can find or install most anything va the logged in accounts (we didn't watch much TV, there's plenty other entertainment!) We really enjoyed eating outdoors and in the sunroom. We had evening events most nights so didn't use the firepit or grill but noted they are in really good condition. Window A/C was plenty, the house is shaded most of the time. We come from a dry state and frankly used A/C more for the humidity than the heat (we had a few really warm days when it was truly necessary).
Stayed 7 nights in Jun 2025

About the host

Hosted by Gregg Timothy Carlo

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Languages:

English
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