A key focus in research on changes in historical land cover has been to improve existing gridded cropland allocation methods based on land suitability for cultivation to generate credible historical cropland cover data. This study developed a settlement-density-based method for gridded cropland allocation using the locations of settlements to identify the cropland grid and the settlement density as the weight for allocating the cropland area to the grid. This method was applied to allocate the provincial cropland areas in Jilin Province, China, to a 5′ × 5′ cropland cover at six time points during the last 300 years. The credibility of the reconstruction was assessed using three methods. The following conclusions emerged. First, the settlement density method is funded on the fact of coexistence between rural settlements and cropland. Cropland is only distributed in the grid where the settlements exist, and the cropland area of a grid equals to the cropland area per settlement multiplying by the number of settlements within the grid, without considering differences of settlement size. Second, all three quantitative or qualitative assessments of Jilin Province confirmed the credibility and feasibility of the settlement density method. Therefore, the use of this method to reproduce the temporal and spatial changes in cropland cover in new reclamation regions, such as Jilin Province, is valid. This study provides valuable inputs for enhancing the credibility of historical global land cover data by incorporating human factors into the cropland allocation method.