The goals of this article were to examine (1) the relative and absolute stability of maternal autonomy support between infancy and preschool age, and (2) the moderating role of child gender, maternal attachment state of mind, and stressful life events. Sixty-nine mother-child dyads participated in five visits when the child was 8, 15, and 18 months, as well as 2 and 3 years. The results suggested that maternal autonomy support is stable in relative terms, but that its mean level decreases over time. Moreover, there was significant relative stability only for mothers of girls, mothers who showed greater coherence of mind with respect to attachment, and mothers who experienced fewer stressful life events. These results speak to the relevance of investigating parent, child, and contextual factors when examining the conditions that promote or hinder stability in parenting behaviors. (Contains 4 tables and 1 figure.)