Fabulous Tanglewood Getaway!

Stockbridge, Massachusetts
$284 avg/night Minimum Stay 2 Nights
Bed 1

Bed

Bath 1

Bath

Home Cottage

Property Type

Sleep 4

Max Sleeps

Night 2 nights

Min Stay

Our darling cottage is a lovely, quiet retreat just minutes from some of the most iconic spots in the Berkshires!

The Norman Rockwell Museum and Berkshire Botanical Gardens are within walking distance. Chesterwood Museum and Boston Symphony's summer home at Tanglewood are just down the road, along with Herman Melville's Arrowhead, Edith Wharton's The Mount, Ski Butternut and many other local attractions. Fewer than five minutes from Stockbridge's historic main street made famous by Rockwell, this cottage provides the perfect home base for a relaxing and memorable stay exploring all that Western Massachusetts has to offer.

The upstairs king bedroom suite boasts a pastoral view of the spacious grounds and forest beyond. Enjoy a generous living/dining space and relax on the adjoining patio overlooking the groomed lawn and gardens. Kitchenette is equipped with countertop convection oven, coffee pot, four-burner cooktop, and mini-fridge. Upstairs also accommodates a double trundle (two twin beds) for couples with small children. Garage bay available with remote for convenient parking, loading/unloading during inclement weather.

***Ask about our off-season rental option!! ***
***Special monthly rates Nov 2025 through April 2026 ***

Perfect for the remote worker who would love to escape the city for beautiful Berkshire living in the wintertime. Bring your laptop, books, winter clothes, and skis and prepare to snuggle in for a beautiful season in one of the most idyllic spots in western Massachusetts.

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

Feature Features

  • PETS

    No Pets Allowed
  • SAFETY

    Fire Extinguisher No Carbon Monoxide Detector (host Has Indicated There Is No Carbon Monoxide Detector Or Gas Appliances On The Property) Smoke Detector Installed (host Has Indicated There Is A Smoke Detector On The Property)
  • BEDROOM

    1 Bedroom Bed Sheets Provided
  • GENERAL

    Unit Size: 1000 Sq Ft (93 Sq M)
  • KITCHEN

    Blender Coffee/tea Maker Cookware/dishes/utensils Electric Kettle Microwave Oven Paper Towels Refrigerator Stovetop
  • LAUNDRY

    Laundry Facilities Washing Machine And Dryer
  • PARKING

    Onsite Parking Onsite Parking Options Include A Garage
  • INTERNET

    WiFi Available
  • OUTDOORS

    Barbecue Grill Patio
  • BATHROOMS

    1.5 Bathrooms Bathtub Or Shower Hair Dryer Shampoo Soap Toilet Paper Towels Provided
  • ENTERTAINMENT

    Games Smart TV
  • LIVING SPACES

    Fireplace
  • CLIMATE CONTROL

    Air Conditioning Heating
  • FAMILY FRIENDLY

    Playground
  • SERVICES AND CONVENIENCES

    Iron/ironing Board
  • SUITABILITY/ACCESSIBILITY

    If You Have Requests For Specific Accessibility Needs, Please Contact The Property Using The Information On The Reservation Confirmation Received After Booking. No Elevators Smoke-free Property Upper Floors Accessible By Stairs Only

CheckIn Check-in : 04:00 PM CheckOut Check-out : 11:00 AM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 4

Map Map

School District Rates & Availability

Review Review

  • Dan M.

    Submitted Oct 8, 2025

    Stayed Sep 30, 2025

    A short Drive from many attractions including the Norman Rockwell Museum. We enjoyed sitting in the large yard watching the chipmunk run between our feet and watching the deer come our of the woods. Downtown shops were fun and there were some good placed to eat. The bedroom was large and the bath was well appointed. We very much enjoyed our stay there.

  • Lorna M.

    Submitted Aug 26, 2025

    Stayed Jun 29, 2025

    Sweet place, very comfortable. Beautiful garden environment with mature trees all around. Very handy for Tanglewood. Wonderful, responsive and thoughtful hosts. We would love to stay again!

  • Christy W.

    Submitted Jan 11, 2025

    Stayed Dec 30, 2024

    We stayed in the charming cottage in the Berkshires this winter and it was a delightful experience. The cottage was clean and well-maintained, just as described in the listing. The photos were accurate and the cottage was safe and secure. We appreciated the garage and the recommendations for local attractions. The cottage was also close to the Norman Rockwell museum, the town of Stockbridge, and the botanical gardens.The cottage property looked magical with a dusting of snow, and it was the perfect place to relax and enjoy the winter scenery. I would highly recommend this cottage to anyone looking for a cozy and comfortable getaway in the Berkshires.

  • William H.

    Submitted Dec 31, 2024

    Stayed Dec 26, 2024

    The cottage was very clean and accessible. The host is friendly and helpful. We would definitely stay here again if we are in the Stockbridge area.

  • Emily P.

    Submitted Sep 29, 2024

    Stayed Sep 27, 2024

    The cottage was charming, luxurious clean and comfortable. The host was personable and communicative. The grounds were picturesque and meticulously well kept up. The place is spacious and very private. I highly recommend!

  • Erin V.

    Submitted Aug 29, 2024

    Stayed Aug 25, 2024

    I was in town for a work retreat and though the days were busy the cottage was the perfect spot for my family and I to relax together. The property was beautiful and the host was excellent at communicating and very thoughtful.

  • Submitted Aug 5, 2024

    Stayed Aug 2, 2024

    Perfect in every way!

  • Elizabeth P.

    Submitted Jul 30, 2024

    Stayed Jul 26, 2024

    Great location.!

  • Scott M.

    Submitted Jul 23, 2024

    Stayed Jul 17, 2024

    We loved our stay!

  • Deb C.

    Submitted Jul 15, 2024

    Stayed Jul 12, 2024

    Convenient location to explore the Stockbridge/Lenox area. Lovely spotless cottage perfect for our weekend getaway.

  • Edward G.

    Submitted Jul 14, 2024

    Stayed Jun 29, 2024

    The cottage was beautiful, very clean, bright and relaxing. The location was private yet close to all the sights. The grounds were well manicured beautiful to look at and enjoy the patio outside. The hosts Mike and Mary Evelyn were very gracious and welcoming which added to the experience. We would definitely go back!

  • Chryl H.

    Submitted Jul 11, 2024

    Stayed Jul 2, 2024

    Being a stone's throw from the apartment to the Norman Rockwell Museum and The Botanical Gardens, we were definitely close to sites we wanted to visit. The apartment was as advertised and suited our needs well. We even sat out on the patio (bring bug spray!) and enjoyed watching lightening bugs as we sipped a favorite beverage!

Your dates are Available!

Total

Includes taxes and fees
$284+
View details