Luxury Berkshires Retreat in Lenox - Main House

Lenox, Massachusetts
$1229 avg/night
Bed 6

Bed

Bath 3

Bath

Home Private Vacation Home

Property Type

Sleep 13

Max Sleeps

A private retreat in Berkshires set on 5 acres in prime location in Lenox - our all-season property offers secluded luxury whilst offering close proximity to Tanglewood, Ski slopes, hiking trails, Lakes, the historic town of Lenox and other Berkshire towns. This listing is for the Main House that accommodates a maximum of 11 (you can also rent this property in a larger format - Main House + the Studio - which accommodates 15. VRBO ID. 1266558).

Main House [4400sqft]: This charming 1920s log cabin has an expansive layout with a breezeway connecting a newer section. Inside you will find five well-appointed bedrooms, three full bathrooms and a powder room. The heart and soul of the house is an expansive living room with a brick fireplace, big comfortable sofas, a TV area, and a grand piano. Step out of the living room, onto a balcony to take in the pristine views of the valley below. Right behind the living room is a study and a king bedroom with a full bath. The second floor has two spacious bedrooms (one king and three twins respectively) which share a full bath with a claw foot tub and a separate shower. At the other end of the house, you will find an inviting country kitchen that opens up to a large dining area. The farm table seats 10 comfortably, and there is an adjoining dining area for children. Above the kitchen are two queen bedrooms, a hall bathroom with shower, and a TV den.

Gazebo: We have built a fantastic screened-in living space by the woods' edge, with a 16 seat dining table and sofas for lounging. In this substantial new space you will be able to enjoy long, leisurely meals al fresco, and then curl up for a nap while listening to birds and crickets sing. During the cold season, you can enjoy a fire in the large in-ground fire pit right outside the Gazebo.

Not just a conventional vacation rental, we’ve set up this property as our own retreat with a lot of thought and care. Choosing to rent a home instead of booking a hotel room allows you the space to get together with friends and family in comfort and privacy. But you shouldn't have to sacrifice the luxury you may enjoy during a hotel stay. At the end of your stay, all you need to do is pack your bags and walk out the door. We don't expect you to strip the beds, empty the fridge, or take out the garbage. We offer a worry-free experience right up to the last moment!

** BEFORE YOU INQUIRE**
Thank you for understanding that we have no flexibility on these points:
- We require a 3 night minimum during July and August.
- This house is pet free, there are absolutely NO exceptions to the pet policy. Even if your companion is small, well behaved or hypoallergenic.

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

Feature Features

  • SKI

    Cross-country Skiing And Snowboarding Nearby
  • PETS

    No Pets Allowed
  • DINING

    Dining Table
  • SAFETY

    Carbon Monoxide Detector Installed (host Has Indicated There Is A Carbon Monoxide Detector On The Property) Fire Extinguisher First Aid Kit Smoke Detector Installed (host Has Indicated There Is A Smoke Detector On The Property)
  • BEDROOM

    6 Bedrooms Bed Sheets Provided
  • GENERAL

    Unit Size: 4400 Sq Ft (409 Sq M)
  • KITCHEN

    Cookware/dishes/utensils Dishwasher Electric Kettle Ice Maker Microwave Oven Refrigerator Stovetop Toaster
  • LAUNDRY

    Laundry Facilities Washing Machine And Dryer
  • PARKING

    Car Required Onsite Parking
  • INTERNET

    Free WiFi
  • OUTDOORS

    Balcony Barbecue Grill Firepit Garden
  • BATHROOMS

    3.5 Bathrooms Bathtub Or Shower Hair Dryer Soap Toilet Paper Towels Provided
  • LANGS SPOKEN

    English
  • THINGS TO DO

    Birdwatching Nearby Cycling Nearby Golf Nearby Horse Riding Nearby Hunting Nearby Mountain Biking Nearby Sledding Nearby Snowmobiling Nearby Swimming Nearby
  • ENTERTAINMENT

    Books DVD Player Games Stereo Smart TV With Cable/satellite Service
  • LIVING SPACES

    Fireplace Living Room
  • CLIMATE CONTROL

    Air Conditioning Heating
  • FAMILY FRIENDLY

    Children's Books Children's Dinnerware Children's Games Children's Toys Highchair Travel Crib
  • LOCATION HIGHLIGHTS

    In The Mountains Near A Health Or Beauty Spa Near Outlet Shopping On The Lake
  • SERVICES AND CONVENIENCES

    Housekeeping (on Request) Iron/ironing Board
  • SUITABILITY/ACCESSIBILITY

    Smoke-free Property

CheckIn Check-in : 04:00 PM CheckOut Check-out : 11:00 AM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 13

Map Map

School District Rates & Availability

Review Review

  • Michelle G.

    Submitted Sep 2, 2025

    Stayed Aug 27, 2025

    Family friendly home in great location to downtown Lenox. Close to Stockbridge and Lee. House is perfectly equipped for children with plenty of books and toys. Our kids loved getting to see tons of wildlife right outside the house.

  • Andrea T.

    Submitted Jul 20, 2025

    Stayed Jul 17, 2025

    Very lovely and spacious, well appointed home in a fabulous location. We had a wonderful stay and hope to return.

  • Jenny D.

    Submitted Apr 17, 2025

    Stayed Apr 4, 2025

    What a delightful property on the most beautiful street and within a stoll to town or a five minute drive, your choice. Surrounded by other spacious properties, farms, and beautiful views, this was the ideal spot for five of us college friends celebrating our 60th birthday together. The hosts were gracious and extremely easy to communicate with. Everything was exactly as portrayed, but even better. An amazing year-round, kitchen, outside space both screened inside and outdoor fire pit that was ideal, and each bedroom had incredibly comfy beds and sheets. Plenty of bathrooms, a great office to hook up and work and peaceful, restful, and incredibly well appointed. I highly recommend and thank you for our beautiful day.

  • Joanne L.

    Submitted Jun 5, 2023

    Stayed Jun 1, 2023

    If you are looking for a private retreat with a fabulous large screen house that will accommodate your group of people, this is the place. The pictures of the screen house do not do it justice. The home is very large and kept very nicely. Kitchen is well appointed with everything you need.

  • Joann B.

    Submitted Jan 17, 2023

    Stayed Jan 13, 2023

    A group of 9 friends just ended our 7th return weekend to this property. We look forward to it every year and it never disappoints. The beautiful house provides plenty of space for each of us, the location is perfect, and the hosts are very responsive and always helpful ! We are already planning our long weekend again next year for year number 8! Can’t wait!

  • Ron B.

    Submitted Jan 8, 2023

    Stayed Dec 21, 2022

    We thoroughly enjoyed our week-long stay! It is a very charming place with comfortable beds for all 10 of us and we stayed warm without touching the thermostats. One huge attraction was the table for 10 on the “kitchen/dining” side which we used for eating, crafting and game playing. The pantry had a nice variety of cooking essentials. The other side had a functional wood-burning fireplace, gathering areas and a main floor bedroom suite for the grandparents. The owners were ideal—responsive and accommodating. We arrived just after a moderate snowfall and it snowed during our stay; snow tires or four wheel drive came in handy around the area. This place was ideal for all three generations ranging in age from 10 to 78. Snow sports, great restaurants, museums and shopping within 20 minutes, a lot within 10. We highly recommend this cabin to anyone visiting the Berkshires, especially first-timers like us.

  • Eileen K.

    Submitted Jun 6, 2022

    Stayed Jun 2, 2022

    We are a group of 10+ women who travel from NY, NH, ME and MA to get together for a girls weekend every year. This property is fantastic! Great location, plenty of room inside and out. The hosts are very accomodating. We hope to return next year!

  • Sheri P.

    Submitted May 30, 2022

    Stayed May 27, 2022

    We were three generations (grandparents, adult kids, and toddler grandchildren) on vacation for a long weekend. The house is very spacious so that we were not cramped and on top of one another. There were plenty of bedrooms and bathrooms for all of us. The kitchen was large and well stocked with cookware, dishes, utensils, and anything you would possibly need. The kids play/dining area was a big attraction and the toddlers loved all the toys. The kitchen had non glass dishes for the kids and little kids’ utensils - greatly appreciated. One night we sat around the fire pit after the kids went to bed. The house is in a great location - closed to the town of Lenox and also great for running/walking. One day we went to MASS MOCA. Another day we found a toddler playground and spent a few hours at Balderdash Cellars, which is nearby. Other times we just sat outside at the house while the kids rode their scooters or played ball. We’d love to rent this place again. Thank you, Caitlin.

  • Wesley C.

    Submitted Jan 31, 2022

    Stayed Jan 27, 2022

    We had an amazing time with our friends and children. The house was perfect for our group and had every thing you need for kids games, Cooking dinners, and a big open space to hang out. Even got enough snow to go sledding

  • Renata W.

    Submitted Oct 17, 2021

    Stayed Oct 14, 2021

    We were 10 women celebrating a birthday. The house was perfect, large enough that no one felt like they didn’t have privacy. Kitchen was well equipped and bathrooms were all clean. Would highly recommend. Proximity to Lenox was amazing while still feeling like you were in the country.

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Total

Includes taxes and fees
$1,229+
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