The enactment, monitoring, and enforcement of rules play a crucial role in determining the success of self-organisation in common properties within high-rise housing developments. However, maladaptation to these rules can arise from diverse factors such as the parcel holders’ backgrounds, history, norms, and culture, leading to disrepair or the emergence of urban slums. This study examines two key issues: the influence of rules on the self-organisation of common properties, particularly in high-rise apartments, and the occurrence of maladaptation due to the forced relocation of urban squatters to new environments. Employing a mixed-method approach involving a questionnaire survey, interviews, and field observations, the findings underscore the significant impact of rules on self-organisation in high-rise housing. Furthermore, the forced relocation of urban squatters to unfamiliar environments comes at a heavy cost. The paper advocates heightened attention to soft human infrastructure, placemaking, and the introduction of commoning as a social practice to enhance adaptation to new living environments.