The general form of mathematical model of cable winding/unwinding system is defined for several different constructions. The novelty of this mathematical model is detection and mathematical formulation of influence of new dynamic variables: winding/unwinding radius and cable length on dynamic response of cable winding/unwinding system. The validity of the obtained theoretical contribution has been illustrated through one case study by using a newly developed software package CWUSOFT which was generated in MATLAB. Theoretical and simulation results are confirmed through the experimental analysis of one novel construction of the cable winding/unwinding system.