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 +
    15 saves

    Martha's Vineyard Rentals

    Vineyard Haven

  • Atlantic Vacation Homes +
    6 saves

    Atlantic Vacation Homes

    Gloucester

  • Rose and Goat Retreat +
    6 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

  • 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

  • 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
  • Your Place on the Cape

    Boston

    Enjoy the comfort of this conveniently located and well-appointed newer home. The open floor plan includes a fully equipped kitchen... more

    + 0 saves