Can anyone prove or disprove whether a system(especially containing POE oil) can collect moisture due to a positive pressure leak??

Ex. Medium temp refrigeration system using R-22 w/ POE oil(pressures obviously never even get close to a vaccum) tests positive for high moisture in oil. System has many small leaks, but has never been opened up for a repair.. Im referring to the possibility of the oil in the system collecting moisture as it runs, not the possibility of some idiot throwing a gauge full of air on the system.