A charging control device is a charging control device for independently controlling charging of power storage devices in a plurality of vehicles, respectively, each having the power storage device mounted thereon, from an external power supply, in which a control ECU detects a state of charge of the power storage device when each vehicle and the external power supply are coupled to each other, detects an expected amount of power consumption for each of the plurality of vehicles, calculates a required amount of power to be charged for each vehicle based on the detected state of charge and the expected amount of power consumption, detects a time to start use of each vehicle, determines a charging schedule of a charging time period and an amount of power to be charged for each vehicle based on the required amount to be charged and the time to start use, and controls charging of the power storage devices mounted on the vehicles according to the charging schedule. A charging control device and a charging control method achieving increased possibility that a vehicle desired to be used can be used at a desired time of use, while performing charging within contract power can be provided.