The Dairy industry requires accurate detection of oestrus(heat) in dairy cows to maximise output of the animals. Traditionally this is a process dependant on human observation and interpretation of the various signs of heat. Many areas of the dairy industry can be automated, however the detection of oestrus is an area that still requires human experts. This thesis investigates the application of Machine Learning classification techniques, on dairy cow milking data provided by the Livestock Improvement Corporation, to predict oestrus. The usefulness of various ensemble learning algorithms such as Bagging and Boosting are explored as well as specific skewed data techniques. An empirical study into the effectiveness of classifiers designed to target skewed data is included as a significant part of the investigation. Roughly Balanced Bagging and the novel Under Bagging classifiers are explored in considerable detail and found to perform quite favourably over the SMOTE technique for the datasets selected. This study uses non-dairy, commonplace, Machine Learning datasets; many of which are found in the UCI Machine Learning Repository.