Price per sqft
Low
High
  1. Vacation Rentals
  2. United States
  3. Massachusetts

  4. Most popular

      All

      Luxury Vacation Rentals in Great Barrington, Massachusetts, United States

      Sort:
      Premium

      Homes near Great Barrington

      We found homes matching your search near Great Barrington, MA, United States

      Search Tips

      Try adjusting your search area to see more homes

      Or create an alert and be notified when homes like this appear

      Nearby homes
      1 / 31
      View 31 photos
      $10,500
      6 Beds 4 Baths 3872 sqft
      House in Carmel Hamlet, New York, United States
      Contact
      1 / 40
      View 40 photos
      $8,000
      5 Beds 5 Baths 3337 sqft
      House in Ridgefield, Connecticut, United States
      Contact
      1 / 8
      View 8 photos
      $2,250
      1 Beds 1 Baths 8484 sqft
      Mahopac, New York, United States
      Contact
      1 / 38
      View 38 photos
      $2,900
      1 Beds 1 Baths 760 sqft
      Condo in Pleasantville, New York, United States
      Contact
      1 / 13
      View 13 photos
      $5,100
      2 Beds 2 Baths 948 sqft
      Pleasantville, New York, United States
      Contact
      New 3 days ago
      1 / 13
      View 13 photos
      $5,250
      2 Beds 2 Baths 948 sqft
      Pleasantville, New York, United States
      Contact
      1 / 19
      View 19 photos
      $5,000
      3 Beds 4 Baths 1850 sqft
      Condo in Stamford, Connecticut, United States
      Contact
      New 3 days ago
      1 / 18
      View 18 photos
      $3,250
      1 Baths 514 sqft
      Pleasantville, New York, United States
      Contact
      New 3 days ago
      1 / 18
      View 18 photos
      $6,750
      2 Beds 2 Baths 1389 sqft
      Pleasantville, New York, United States
      Contact
      1 / 38
      View 38 photos
      $50,000
      4 Beds 6 Baths
      Greenwich, Connecticut, United States
      Contact

      Start phone call with:

      Hello, I’m calling for the property with the reference , which I discovered on JamesEdition.

      After the call, we'll provide your contacts to the agent for easy communication.

      Homes for rent nearby Great Barrington, MA, United States

      Great Barrington, MA, United States property types

      Find real estate agencies in Great Barrington, Massachusetts

      Luxury Vacation Rentals in Great Barrington, Massachusetts, United States - FAQ

      • Homes for sale in Great Barrington, MA, United States have an average listing price of $1,295,000 and range in price between $494,999 and $7,264,866. The average price per square meter is $393/sqft.
      • The most expensive home for sale in Great Barrington, MA, United States is a 13,164 sqft house with a listing price of $6,274,498.
      • The largest home for sale in Great Barrington, MA, United States is a $6,274,498 house with a size of 13,164 sqft.
      brokerages we
      partnered with
      JAMESEDITION
      CATEGORIES
      CATALOG
      FOR BUSINESS
      MOBILE APP
      GET IT ON Google Play
      SETTINGS
      Copyright © 2026 JamesEdition B.V.®