Although silicones possess low dielectric constant, they are between the most used polymers in actuation due to their appropriate mechanical properties (low modulus and high elongation). These can be easily tuned by the preparation strategy: proper choice of the molecular mass and microstructure of the polymer matrix; adding or not of more or less active fillers; whether these are incorporated in the polymeric matrix (ex situ) or generated in situ; crosslinking mode (through the side or ending functional groups) or mechanism (condensation, radicalic or by hydrosilylation). A relatively low cost and easy scalable procedure was used in this article to prepare silicone composites based on high molecular weight polydiorganosiloxane copolymer and hydrophobized silica and titania nanoparticles. The matrix polymer was synthesized by bulk ring opening copolymerization of different substituted cyclosiloxanes and characterized by FTIR, 1H NMR and gel permeation chromatographic analysis. The composites prepared by the mechanical incorporation of the fillers were crosslinked by radicalic mechanism and investigated by dielectrical spectroscopy, mechanical tests, dynamo-mechanical analysis and dynamic vapor sorption. The actuation measurements revealed displacement values in the range 0.04–5.09 nm/V/mm, while energy harvesting measurements revealed impulse electrical voltage in the range 6–20 V for a dynamic force of 0.1–1 Kgf. The robustness of these composites supported by their thermal, mechanical and surface properties recommends them for use inclusively in harsh environmental conditions, when their behavior is not significantly affected.