Price Comparison Results

Map pinSheffield · Massachusetts
Berkshires Walk to Winery, Distillery & Brewery
Prices include fees and taxes in USD1 Night
Estimated Book Direct Price

Listing titles:


Berkshires Walk to Winery, Distillery & Brewery


Room type:
Entire home/apt
Property type:

Hi! Welcome to the Berkshires! Enjoy total privacy on a full acre property overlooking 200 acres of conservation land. Warm nights by the fire & scenic views all in our fully stocked home 8 min from Great Barrington. Within literal steps of Sunset Meadows Winery, walking distance of Big Elm Brewery & Berkshire Mountain Distillery. Peloton included. Pet-Friendly. Minutes to hiking, skiing, antiquing & more Seasonal Hot Tub available May 15 until Oct 15 *WINTER RENTALS (Oct 15 -May 15) SEE BELOW* Our home, Berkshire Getaway, is directly across the street from Sunset Meadows Winery and walking distance of Big Elm Brewery and Berkshire Mountain Distillery. Centrally located near Great Barrington, our fully fenced in pet-friendly property is private, quiet and surrounded by nature with plenty to do near by. Recently remodeled, you'll enjoy three bedrooms (1 King, 1 Queen), two full bathrooms, a fully equipped kitchen with All Clad stainless cookware, a working Wood Fire Place, Gas Grill, outdoor firepit and full washer/dryer. Now includes Peloton for your use! Our home is perfect for remote work with high-speed internet and an office. Within minutes of Bartholomew's Cobble, 10 minutes from Butternut & Catamount and 30 minutes from Tanglewood. Please note that this home generally has pets and our cat is NOT here between Oct 15 and May 15. We do our very best to hide all the evidence of them, there may be strands of love that we miss with the vacuum. If you have severe allergies to animals this might not be the right fit for you. Window Air Conditioners are installed on or after Memorial Day and taken out Labor Day each year. It is generally cool enough to open windows and use fans, it’s the Berkshires after all! ** WINTER RENTALS** (Oct 15-May 15th) Hot Tub will be CLOSED from October 15th-May 15th, we're so sorry for any inconvenience. Three pairs of Snow Shoes will be available for your use to enjoy! The cat, will also NOT be here during this time! **PETS WILL ONLY BE ALLOWED (Nov 1st-May 15th) ** We’re happy to host you and your adult pup at our house. There are some rules (like no pups on the furniture) but we know it’s so nice to be able to bring them along! We charging a pet fee of $60/stay for you to have your furbaby stay here since there’s a little extra cleaning involved. Our yard is fully fenced in on an acre of land to let your best friend run around and enjoy. Message me with any questions! Simple and safe, an electronic keypad to enter. We'll always be available by phone, text or email during your stay! Directly across the street from Sunset Meadow Winery. 8 Minutes south of Great Barrington, MA our home is a sweet little oasis in the Berkshires without being too far removed. Within minutes of dozens of Antique stores. There are 4 grocery stores, dozens of restaurants all within a 10 minute drive. You can relax in our private fully fenced in pet-friendly backyard, or drive to town and stroll down main street and explore the different shops. There's a lake 8 minutes down the road with a public kayak launch, and we sit right on the Appalachian train too (5 minute drive from one trail head!) 20 seconds - Sunset Meadow Winery - literally across the street. 8 minute drive - Great Barrington, MA 10 minute drive - Catamount 15 minutes - Butternut mountain 45 minutes - Hudson, NY 1 hour - Albany 1 hour - Springfield/MGM 2.5 hours - NYC/Boston Newly furnished living room. New Peloton available for your use. All Clad stainless cookware. Some additional info: This is our primary residence, so there will be things in closets and drawers, though we do our best to keep everything out of your way during your stay here. We live here with our 2 dogs and cat so we recommend that if you check with your entire party about pet allergies before booking, since our cat does share common spaces like the couch and furniture.


5.0 · 48 reviews
Aggregated HiChee Rating
5.0 (48)
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AirConditioningAir conditioning
LaundryLaundry - washer
LaundryLaundry - dryer
ParkingParking space
Essentials (towels, bed sheets, soap, and toilet paper)


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