Reynolds Cottage was constructed in 1892 by the Reynolds family, early settlers in Woodend. The house passed from Charlie Reynolds to his daughter Bessie in 1935. Bessie raised three sons here and lived in the house until the early 1990s, when the house was sold out of the family. The cottage was renovated over a period of years and retains almost all of the building fabric that was in the house when it was purchased in 1993.