Dielectric elastomer materials for actuators need to be soft and stretchable while possessing high dielectric permittivity. Soft silicone elastomers can be obtained through the use of silicone oils, while enhanced permittivity can be obtained through the use of dipolar groups on the polymer backbone. Such elastomers are prepared by adding soft fillers to a strong and relatively stiff elastomer, Elastosil LR3043/50. The long-term stability of the materials is tested by straining the elastomers 60% statically for up to 3 months. The results show that soft fillers significantly influence the long-term stability of silicone elastomers, with electrical breakdown strength being the most influenced. Especially high concentrations of silicone oils should be avoided for long-term mechanical stability.