Background/Objectives: Over the past decade, there has been a significant increase in distress among children, as well as in the long-term effects of childhood stress. Parents, particularly mothers, are the most important social partners for preschool-aged children and may help protect them from stress. The current study aims to investigate how parental practices impact children’s perceived stress in relation to their mothers’ stress. Methods: The sample comprised 346 mothers of preschoolers aged 20 to 48 years (M = 34.39, SD = 6.16). Participants completed an online survey that included the Perceived Stress Scale for Parents of Preschoolers, the Perceived Stress Scale, the Alabama Parenting Questionnaire—Preschool Revision, and questions regarding their socio-demographic characteristics. Results: Punitive parenting contributed positively, while positive parenting contributed negatively to children’s distress. When mothers’ perceived stress was taken into account, positive parenting lost its significance. Punitive parenting and maternal perceived stress were the only positive predictors of child distress. Conclusions: Stress in mothers may lead to a decrease in their involvement in the upbringing and parenting of preschoolers, potentially contributing to increased stress levels in children. Intervention programs aimed at reducing preschoolers’ stress should incorporate classes for parents that also could be focused on stress regulation for parents and training in positive parenting practices.