I've never used OSHPark so this is more of a general answer. Anyway, back in the day when dinosaurs roamed the earth mfg's had standard cnc drill racks. Any deviations from the standard was an up charge. The racks were fairly broad and allowed for just about every standard part, so if you came up with an oddball size chances are you screwed something up.
These days it doesn't seem to be the case any longer. Every house I've dealt with over the past few years just asked me to provide the finished hole size and they'd make the adjustments as part of the setup. If you don't see any references to how they want to handle things, it would be prudent to shoot them an email and find out what they want. better to be safe than sorry.