We demonstrate that covalently functionalized multiwalled carbon nanotubes (MWCNT) with a silicone copolymer via nitrene chemistry can be used as efficient conductive fillers for silicone dielectric elastomer actuators. The MWCNTs were covalently functionalized with poly(azidopropylmethyl)-co-(dimethylsiloxane) (silicone-N3) bearing an azide group through a nitrene addition reaction. The incorporation of a small amount of the uniformly silicone grafted MWCNTs (silicone-g-MWCNTs) in silicone dielectric elastomer strongly enhanced the mechanical, dielectric, and electromechanical properties of the resulting nanocomposites. This reinforcing effect is attributed to the homogeneous dispersion of silicone-g-MWCNTs in the silicone elastomer matrix due to the large degree of compatibility between the matrix and the passivation layers of the functionalized MWCNT.