Self-oscillating systems that enable autonomous, continuous motions driven by an unchanging, constant stimulus would have significant applications in intelligent machines, advanced robotics, and biomedical devices. Despite efforts to gain self-oscillations have been made through artificial systems using responsive soft materials of gels or liquid crystal polymers, these systems are plagued with problems that restrict their practical applicability: few available oscillation modes due to limited degrees of freedom, inability to control the evolution between different modes, and failure under loading. Here we create a phototunable self-oscillating system that possesses a broad range of oscillation modes, controllable evolution between diverse modes, and loading capability. This self-oscillating system is driven by a photoactive self-winding fiber actuator designed and prepared through a twistless strategy inspired by the helix formation of plant-tendrils, which endows the system with high degrees of freedom. It enables not only controllable generation of three basic self-oscillations but also production of diverse complex oscillatory motions. Moreover, it can work continuously over 1270000 cycles without obvious fatigue, exhibiting high robustness. We envision that this system with controllable self-oscillations, loading capability, and mechanical robustness will be useful in autonomous, self-sustained machines and devices with the core feature of photo-mechanical transduction.