The home is a rich context for design research to study things and the Everyday. However, home is also a place of utmost privacy for most people. To better understand this context through an observational artifact without impacting privacy, we designed the Peekaboo cam that enables inhabitants to control their data release actively or passively. The Peekaboo cam is an observational research camera with a coverable lens. We validate in a field study in two homes for 14 days. The resulting photo streams provide qualitative insights on Everyday things in transition. We suggest four design guidelines for observational artifacts for home ecologies.