Flexible photovoltaic devices are promising candidates for triggering the Internet of Things (IoT). However, the power conversion efficiencies (PCEs) of flexible organic photovoltaic (OPV) devices with high conductivity poly(3,4‐ethylene dioxythiophene):polystyrene sulfonate (PEDOT:PSS) electrodes on plastic are lagging behind the rigid devices due to the low transmittance of polyethylene terephthalate (PET)/PEDOT:PSS. Moreover, the poor stretchability of the commonly used plastic substrates largely hinders the practical application of wearable devices. Herein, a novel stretchable indium tin oxide (ITO)‐free OPV device with a surface‐texturing polydimethylsiloxane (PDMS) substrate for outdoor strong‐ and indoor dim‐light energy harvesting is reported. The high diffuse transmittance and haze effect of the substrate enable stretchable ITO‐free devices, yielding a high PCE of 15.3% under 1 sun illumination. More excitingly, the stretchable device based on textured PDMS/PEDOT:PSS maintains a comparable PCE of 20.5% (20.8% for the rigid device) under indoor light illumination. Notably, the stretchable device is much more insensitive to the light direction, maintaining 38.5% of the initial PCE at an extremely small incident angle of 10° (16.3% for glass/ITO‐based counterpart). The texturing stretchable substrate provides a new direction for achieving high performance and enhanced light utilization for the stretchable light‐harvesting device, suitable for indoor and outdoor applications.