In this paper, we present a multi-variant analysis of the determination of the accuracy of the seasonal heat demand in buildings. The research was based on the linear regression method for data obtained during short periods of measurement. The analyses were carried out using computer simulation, and the numerical models of the multifamily building and school building were used for the simulation. The simulations were performed using the TRNSYS, ESP-r, and CONTAM programs. The multi-zone models of the buildings were validated based on the measurement data. The impact of the building’s parameters (airtightness, insulation, and occupancy schedule) on the determination of the accuracy of the seasonal heat demand was analyzed. The analyses allowed guidelines to be developed for determining the seasonal energy consumption for heating and ventilation based on short periods of heat demand measurements and to determine the optimal duration of the measurement period.