Monitoring systems for rolling contacts in machinery are widespread. There are multiple solutions in various applications like Health Usage Monitoring Systems (HUMS) for Helicopters and smart bearings from different manufacturers. The number of solutions and possibilities is rising. This paper outlines how the vibrational behavior depends on the measuring position outside and inside the gearbox. The effect of the sensor location is evaluated by examining different locations close to the main excitation of gearboxes—the loaded tooth contact—as well as positions on the gearbox housing. Based on the results, recommendations for an optimal sensor position for gear vibration monitoring are given by considering the efforts of sensor integration. The results can be used to select sensors with the lowest cost to support the widespread gear vibration monitoring.Important locations for health monitoring are the gear meshes inside the gearbox. Due to the requirement of high power density, a compact design is mandatory. This does not allow for sensor application close to the gear meshes but only on the outside of the gearbox. An impediment of signal quality and less chance of early damage detection is the consequence. Hence, efforts have been made to directly integrate multiple sensors inside the gear body without negatively impacting the package.For the investigation of the vibration transmission behavior, an FZG gear test rig is selected. These standardized test rigs are approved and established all around the world for the creation and evaluation of various gear failure data. The presented test rig has been modified to be able to sense vibration in the gear wheel, at the gear wheel, and on the gearbox housing to evaluate different sensor positions and vibration sensors for their suitability on vibration measurement.