A remote starting system and method are provided for self-propelled work vehicles having work attachments supported from a main frame thereof. Cameras are arranged with respective fields of vision proximate to the work vehicle, and a communications unit is configured to exchange messages with a user device via a communications network. A local or remote controller is configured to receive first user input comprising a remote startup request for the work vehicle from the user device, and to automatically detect parameters respectively associated with predetermined remote startup conditions, at least one of the parameters comprising images obtained from the cameras. The images are transmitted to the user device, responsive to which second user input is received comprising remote startup confirmation from the user device via the communications network. Responsive to at least the second user input, engine startup is automatically controlled for the work vehicle.