The embeddedness of digital technologies in everyday family life creates endless communication and entertainment opportunities and allows parents to keep track of the educational progress, media use, and whereabouts of their children. Whereas not all families are interconnected to the same degree, many parents and care-takers struggle with issues around screen time, online risks, and digital wellbeing. More specifically, parents who grew up without digital monitoring have a plethora of parental monitoring opportunities at their disposal. While they can engage in surveillance practices to safeguard their children, they also have to balance freedom against control. This study explores how families negotiate the tensions around power, control, and privacy that go hand in hand with interpersonal surveillance. The research focuses on nine families in the Netherlands with different set-ups and cultural backgrounds; interviews were conducted with eleven parents and eleven early adolescents. Parents discuss how they approach screen time restrictions, location tracking, social media monitoring, and student tracking systems. Their children reflect on how they experience such surveillance and describe responses ranging from acceptance to active resistance. Early adolescents use strategies to circumvent the monitoring of their digital and non-digital behavior and to keep an eye on their parents. Drawing on these findings, it becomes clear that interpersonal surveillance is embedded in broader constellations of media and communication practices and sometimes occurs in reciprocal ways. Surveillance in families can therefore best be understood as family surveillance, a lateral process of keeping track of the digital and non-digital activities and associations of family members. Open conversations about technology are advised to foster surveillance awareness, and privacy and cybersecurity resilience.