Beautiful Home in AMAZING Berkshire Location

Lee, Massachusetts
$642 avg/night
Minimum Stay 3 Nights
Bed 4

Bed

Bath 2

Bath

Home Private Vacation Home

Property Type

Sleep 10

Max Sleeps

Night 3 nights

Min Stay

Come nestle in the woods at this beautiful retreat in a PRIME location - 5 minutes to both downtown Lee and Stockbridge, and an easy 15 minute drive to Lenox or Great Barrington. This is the perfect home base to enjoy all of the culture that the area has to offer - music at Tanglewood, dance at Jacobs Pillow, art at one of the many museums - or come and Ski at Butternut or Catamount; hike the MANY trails or enjoy the eating, shopping and strolling that all the country towns have to offer!

A beautiful rocking chair front porch welcomes you to the woodland cottage. Once inside you appreciate the the privacy of this 3,440 square foot space, replete with cathedral ceilings in the living room which opens on to a screened in porch which, in turn, overlooks the outdoor deck with built in fire pit and a hot tub. The open kitchen/diving room is perfect for entertaining, and the separated library allows for quiet relaxing. There is a first floor Master Suite with a Four Seasons Mattress and en suite bathroom (with a large jetted tub!). Upstairs are 3 large bedrooms on the second floor which share a double sink bathroom with a shower and tub.

There is hi-speed cable WiFi provided by Spectrum, and two smart TVs.

Across the road is a park that has additional hiking trails. And all this is in the heart of the Berkshires, less than 5 minutes from downtown Stockbridge and Lee and less than 10 to Lenox, and just over 10 minutes from Great Barrington.

5 minutes to Stockbridge Main St
5 minutes to Lee Main St
10 minutes to Tanglewood
15 minutes to Jacob's Pillow
15 minutes to Ski Butternut
10 minutes to Norman Rockwell Museum
15 minutes to downtown Great Barrington

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  • Feature Features
  • Map Map
  • School District Availability
  • Review Review

Feature Features

  • PETS

    2 Total Pets Pet Friendly Service Animals Exempt From Fees Welcoming Dogs Only
  • DINING

    Dining Table
  • SAFETY

    Carbon Monoxide Detector Installed (host Has Indicated There Is A Carbon Monoxide Detector On The Property) Smoke Detector Installed (host Has Indicated There Is A Smoke Detector On The Property)
  • BEDROOM

    4 Bedrooms Bed Sheets Provided Day Bed
  • KITCHEN

    Coffee Grinder Coffee/tea Maker Cookware/dishes/utensils Dishwasher Microwave Oven Refrigerator Stovetop Toaster
  • LAUNDRY

    Laundry Facilities Washing Machine And Dryer
  • PARKING

    Onsite Parking
  • INTERNET

    WiFi Available
  • OUTDOORS

    Barbecue Grill Firepit Garden Patio
  • POOL/SPA

    Hot Tub
  • BATHROOMS

    2.5 Bathrooms Hair Dryer Jetted Bathtub Shower Soap Toilet Paper Towels Provided
  • WORKSPACES

    Desk
  • LANGS SPOKEN

    English
  • ENTERTAINMENT

    Books Games Smart TV
  • LIVING SPACES

    Fireplace
  • CLIMATE CONTROL

    Air Conditioning Heating
  • FAMILY FRIENDLY

    Children's Books Children's Dinnerware Children's Games Children's Toys Highchair Playground Travel Crib
  • SERVICES AND CONVENIENCES

    Iron/ironing Board Phone
  • SUITABILITY/ACCESSIBILITY

    Smoke-free Property

CheckIn Check-in : 05:00 PM CheckOut Check-out : 12:00 PM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 10

Map Map

School District Availability

Review Review

  • Christine G.

    Submitted Dec 7, 2025

    Stayed Dec 4, 2025

    Everything was perfect. The layout of the house works very well for families. We especially loved the gas fireplace!

  • Margy M.

    Submitted Oct 20, 2025

    Stayed Oct 16, 2025

    Great visit to the Berkshires. A comfortable and clean home with a very well equipped kitchen. The hosts left us an excellent Cabernet and coffee. The hot tub was a wonderful benefit!

  • Eun-young S.

    Submitted Sep 12, 2025

    Stayed Aug 28, 2025

    We stayed at the house for a little family reunion and truly this was one of the best places! Plenty of room for all of us, including 1 infant, 1 toddler and two elementary school aged kids plus all the adults. The kids room was a bonus and all the toys and decorations were so helpful to distract the kiddos! They had so much fun at the house that they didn’t want to explore the Berkshires! The rooms were large, thoughtfully designed. The house was super clean. Long table was great for big family meals. The front yard was hidden from the main road and safe for my toddlers to run around. I would go back and stay here again!

  • Gwen P.

    Submitted Jun 30, 2024

    Stayed Jun 24, 2024

    Enjoyed our first trip to the Berkshires and this house was the perfect place to call home. Clean, cozy and located close to so many activities.

  • Harvey M.

    Submitted Aug 25, 2022

    Stayed Aug 5, 2022

    We really enjoyed our stay @ Woodland Cottage. The house was spacious, well appointed, & the kitchen was well stocked. The hot tub was great after a long bike ride. The scenic country roads were great for cycling, albeit hilly. We appreciated the information on hiking in the area, local events, farmers markets, as well as restaurant recommendations- Alta was our favorite. The proximity to Tanglewood & Jacob’s Pillow was a plus. We highly recommend Woodland Cottage. Harvey & Maureen

  • Elyse K.

    Submitted Apr 3, 2022

    Stayed Mar 31, 2022

    Everything was great! Communication, welcome, cleanliness, comfort (all beds we so comfy), location, etc.

  • Crystal T.

    Submitted Dec 19, 2021

    Stayed Dec 15, 2021

    Since the pandemic our travel life is basically road trips and this I have to say was one of our favorite house rentals. Plus the berkshires was an amazing area. I'm really loving exploring close to home. Our boy had a blast playing in the kid room, seriously we'd have to drag him out for bed lol. Speaking of the beds, omg so comfortable. I might call this one of our best family vacations yet. The decor alone made it my favorite as everyone joked you could tell I picked the house (exactly my taste & style) we had an early check in so we could start our vacation early which was just awesome. My hubs, my mom's bf and my son all took a nice hike thru the park right across the street. My son also loved all the chocolate shops in the area which yes we hit up every single one of them. Along with toy stores. This house is just perfect for a family we all had our own space. I loved our boy was upstairs right next to my mom's room, so she could get up with him as we slept in for the rest time in years lol. I also loved the gas fireplace so easy to just turn on as my boy sat watching how the grinch stole Christmas. Actually we watched a ton of Christmas movies, made Christmas cookies, just a wonderful time in this big house. I can't brag about this house enough. Only bad thing and it has nothing to do with the house or host but the fact it didn't snow lol. I think it was going to snow the day we left, of course!

  • Betsy F.

    Submitted Sep 26, 2021

    Stayed Sep 23, 2021

    My four sisters and I spent 3 wonderful nights at this lovely, well appointed house. Using the small room with a daybed on the first floor, we all had our own rooms (plus there were 2.5 bathrooms). The house seems to be pretty new so everything was modern and worked well. The kitchen was large as was the connected dining area. The large couch and tv, and the gas fireplace in the living room were so comfortable. The proximity to Lee, Lenox, Stockbridge, and Great Barrington, and all that they offer, was excellent. Emily and Ken the caretaker, were very responsive and helpful. We did not have a single complaint and we all agreed that we would go back to this house in a heartbeat!

  • Beverly W.

    Submitted Sep 23, 2021

    Stayed Sep 19, 2021

    The house was lovely. It was very clean when we arrived and the photos are very accurate. It felt homey and relaxing. Plus it was in a fantastic location. We would 100% go back again.

  • John/Christine C.

    Submitted Sep 15, 2021

    Stayed Sep 9, 2021

    We rented the house for my daughters wedding weekend and we were just blown away with the property. Everything was top notch and beautiful.. Plenty of room for the day of the wedding happenings. The make up artists set up on the porch and the hairdressers set up at the huge dining room table. Plenty of room for everyone.. The master bedroom was so beautiful we were able to use it for my daughters getting ready photos. It truly was the perfect location and house for what we needed. I just wish we had more time to relax in the hot tub or sit and relax in the rocking chairs on the front porch. Emily and Selom really has thought of everything that you could potentially need in the house. We were there for a long weekend and wish we could have stayed longer.. The accommodations really made it so special for my family to be able to all stay together for such a monumental milestone in our family . We hope to start a new tradition and visit every year with my family to celebrate my daughters Anniversary. Thank you so much Emily and Selom for opening up your house to us . Christine C

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Total

Includes taxes and fees
$766+
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