Buildings can deliver short-term thermal energy storage to energy systems. In district heating (DH) systems, it is mainly desk studies and simulations that reveal a large thermal flexibility potential. Knowledge from real-life case studies on how residents participate in demand management campaigns is crucial for the successful utilisation of buildings’ flexibility potential for minimizing bottlenecks in the daily operation of DH systems. In the field study including 72 single-family houses connected to the 3GDH network in southern Denmark, the demand response (DR) strategy “night setback” was applied for two heating periods. The houses were equipped with control and monitoring equipment, which allowed the deactivation of the heating system while monitoring the indoor temperature, so it does not drop below the defined value. The occupants controlled the DR events settings and could at any time stop utilisation of the night setback strategy (implicit participation in the DR). All 72 houses applied the night setback during both heating periods. Yet, the participation time decreased from 89% to 81%. The lowest participation rate was noted for the farm house, 60% and 9% of heating periods 1 and 2, respectively. In around 60% of the DR events, the night setback strategy was activated at 20:00.