It is recognized that the stress-induced damage impacts the progressive failure behavior of rocks. A phenomenological model for the compressive failure of rocks is thus presented in this study. The model addresses the progressive growth of damage that leads to the strength weakening on a macroscopic scale. Considering dramatic difference between uniaxial compression and tension strengths for rocks, the admitted Mises–Schleiche Drucker–Prager strength criterion is adopted to characterize the damage initiation. On this basis, a two-parameter Weibull-type probability function is used to define the strength distribution of representative volume elements, followed by the use of damage variable for addressing the accumulated probability of failure. The proposed damage variable essentially characterizes both the critical stress level of damage initiation and progressive damage evolution law. Detailed comparisons have been carried out between the predictions and experimental observations, and issues related to the damage evolution are particularly addressed. In addition, the results further validate the proposed model considering damage initiation.