A cleaning system may include a vacuum cleaner having a body and a cleaner dust cup coupled to the body and a docking station, the vacuum cleaner configured to dock with the docking station. The cleaner dust cup may include an open end that is configured to be selectively received within the body and a dust cup outlet that is configured to be selectively opened and closed, the dust cup outlet and the open end being on different sides of the cleaner dust cup. The docking station may include a base having a suction motor and a station dust cup, an up-duct extending from the base, and a receptacle having a station inlet, the receptacle being configured to receive at least a portion of the vacuum cleaner, the up-duct fluidly couples the station inlet to the suction motor and the station dust cup.