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Vacation Rentals in Western Massachusetts

  1. August 2024 Berkshire Rental
    $12,000
    Lee, MA
  2. Short or long term single family
    $3,500
    Lanesborough
  3. Cozy Lake House
    $2,000
    Otis Ma
  4. FLOWER HILL FARM Retreat Private Quiet Gardens Views Forest
    $2,000
    WILLIAMSBURG
  5. Wyndham BENTLEY BROOK Mountain Club X'mas Jiminy Peak 12/22 7 nts
    $1,800
    Hancock
  6. Waterfront house, great lake views
    $1,450
    Great Barrington
  7. $1,300 / 2br - OCEANFRONT Timeshare Suite available at Newport's Club
    $1,300
    NEWPORT WATERFRONT
  8. Cozy "Get Away" Cottage at Seymour Lake VT
    $1,250
    Morgan, VT
  9. 2/18 - 2/25 Oak N Spruce Resort Berkshires
    $1,100
    South Lee
  10. Waterfront Vacation Home on Lake
    $1,050
    Lake Wyola, Shutesbury MA
  11. Berkshire Mountains Vacation Rental
    $1,000
    South Lee, MA
  12. Coastal NC Retierement getaway
    $1,000
    Holden beach
  13. Amazing Price Summer @ VACATION VILLAGE in BERKSHIRES August 17 to 24
    $950
    Hancock, Western MA
  14. Studio - Flower Hill Farm Retreat - 850/week Gardens - Views - Privacy
    $850
    WILLIAMSBURG
  15. Jiminy Peak March weeks 3/22-3/29/24 stay at BentleyBrook for 8 guests
    $699
    Hancock, MA
  16. Smith College 2024 Graduation
    $350
    Northampton
  17. Vacation in a Berkshire Farmhouse
    $325
    WEST STOCKBRIDGE
  18. Cool Country Farm House - 10 mins from Northampton
    $250
    Haydenville/West Whately Border
  19. Ski at Berkshire East and stay at this Vacation Rental in Plainfield Massachuset
    $249
    Plainfield, MA
  20. Waterview Cottage Available for URI GRADUATION
    $200
    JERUSALEM BEACH NARRAGANSET RHODEISLAND
  21. Home & Garden TV Special a Historic Red Schoolhouse featured
    $150
  22. $140 / 1br - Cozy Tug Hill Cabin Rental {4 WHL Tug Hill
    $140
    Barnes Corners NY
  23. Waterfront cottage SPRING 2024 weeks/weekends/nights
    $125
    Narragansett Rhode Island JerusalemBeach
  24. Waterfront cottage SPRING 2024 weeks/weekends/nights
    $125
    Narragansett Rhode Island JerusalemBeach
  25. Waterfront cottage SPRING 2024 weeks/weekends/nights
    $125
    Narragansett Rhode Island JerusalemBeach
  26. Waterfront cottage SPRING 2024 weeks/weekends/nights
    $125
    Narragansett Rhode Island JerusalemBeach
  27. Seabrook Beach NH/Hampton Seafood fest Sept 5-10/AC/WiFi
    $1
    136 & 147 Franklin St 2-duplexes Gas grills/Outside showers
  28. Summer Lenox House
    $1
    Lenox / Stockbridge
  29. Historic Lenox Village Summer Rental
    $1
    Lenox