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Search for Winthrop Harbor luxury rentals with Sotheby’s International Realty, your premier resource for Winthrop Harbor home rentals. We have luxury homes for rent in Winthrop Harbor, and 10,029 rentals in all of Illinois. Rental listings include vacation homes, apartments, penthouses, luxury retreats, lake homes, ski chalets and many more lifestyle options. Each rental listing includes detailed descriptions, photos, amenities and neighborhood information for Winthrop Harbor.