Whether it’s a shingled cottage on Nantucket or a condo in the Berkshires there’s a vacation rental waiting for you.

  • Berkshires

  • Cape Ann

  • Provincetown

  • Nantucket

  • Onset

  • Martha's Vineyard Rentals +
    14 saves

    Martha's Vineyard Rentals

    Vineyard Haven

  • The Seaward +
    9 saves

    The Seaward

    Rockport

  • West Yarmouth Timeshare Rentals +
    8 saves

    West Yarmouth Timeshare Rentals

    West Yarmouth

  • Atlantic Vacation Homes +
    6 saves

    Atlantic Vacation Homes

    Gloucester

  • Rose and Goat Retreat +
    5 saves

    Rose and Goat Retreat

    Florida

  • Katama Delight of Martha's Vineyard +
    4 saves

    Katama Delight of Martha's Vineyard

    Edgartown

  • Philadelphia Style House Near Harvard Square +
    3 saves

    Philadelphia Style House Near Harvard Square

    Boston

  • SellaTimeshare.com +
    3 saves

    SellaTimeshare.com

    West Yarmouth

  • Sonny by the Sea +
    3 saves

    Sonny by the Sea

    Barnstable

  • Martha's Vineyard Vacation Rentals & Real Estate +
    2 saves

    Martha's Vineyard Vacation Rentals & Real Estate

    Vineyard Haven

  • Back Beach Cottages +
    0 saves

    Back Beach Cottages

    Rockport

  • Beach Road Properties +
    0 saves

    Beach Road Properties

    Orleans

  • ecoNewBedford Townhouse Rental +
    0 saves

    ecoNewBedford Townhouse Rental

    New Bedford

  • Holiday Inn Club Vacations Oak N' Spruce Resort Timeshare +
    0 saves

    Holiday Inn Club Vacations Oak N' Spruce Resort Timeshare

    South Lee

  • I Love Cape Ann +
    0 saves

    I Love Cape Ann

    Rockport

  • Noble Home +
    0 saves

    Noble Home

    Colrain

  • Pretty Picky Properties +
    0 saves

    Pretty Picky Properties

    Brewster

  • The Harpoon

    Newburyport

    Simple, comfortable, year round family beach house.Directly in front of the Lighthouse; offers great views of the Merrimack River,... more

    + 1 saves
  • Beach & King Beach House Vacation Rental

    Rockport

    Located across from Rockport's Front Beach, Beach & King is a beautiful Beach House on Cape Ann in the North... more

    + 0 saves
  • Flight's End

    Hawley

    3 Bedroom house, know as Flight's End, is for rent by day(two day minimum), weekend, week or month. Great for... more

    + 0 saves