A vehicle monitoring system includes an electronic controller and a wireless communicator. The electronic controller is configured to receive data representing points of interest on a vehicle and on a trailer towed by the vehicle, determine geometric relationships between the points of interest based on the data, and calculate an area surrounding the vehicle and the trailer based on the geometric relationships. The wireless communicator is operatively connected to the electronic controller and is configured to receive or transmit one of the data representing the points of interest, and the area based on the geometric relationships.