Parking lots are environments in which various types of vehicles such as passenger cars, trucks, and personal mobility (PM) devices coexist. Despite numerous studies analyzing parking lot crash characteristics, PM devices have received limited attention. Analyzing parking lot crash characteristics involving PMs is essential, given that the market penetration rate of PM is increasing. This study quantitatively analyzed the severity characteristics of vehicle-to-PM crashes in parking lots by aggregating the number of crashes and identified factors influencing crash severity through the development of an ordered probit model. According to the quantitative analysis results, PM users experienced a higher crash severity owing to insufficient personal protective equipment. Additionally, crashes involving parked or illegally parked PMs tended to have a lower severity than those involving PMs being ridden. The developed crash severity model identified several key factors, including crashes related to illegally parked vehicles, crashes in which a vehicle was at fault for a collision with a parked PM, cases in which the vehicle type of the at-fault driver was a passenger car, and cases in which the at-fault driver was a female. A higher probability of property damage crashes, rather than injury or fatal crashes, was observed in cases involving parked or illegally parked PMs owing to lower relative speeds. Passenger cars generally have shorter braking distances than trucks or buses, allowing quicker responses to sudden situations. A female at-fault driver may experience longer perception–reaction times, potentially increasing the probability of injury or fatal crashes. The findings of this study can provide foundational data for revising ordinances or laws to enhance parking lot safety or preliminary data for developing parking lot management systems. Furthermore, the identified crash severity factors can be prioritized to develop effective measures for crash prevention and severity reduction in parking lots.