Suggestion for Google :P
they’ve recently changed its name to Out of Office Reply even though the holiday name made more sense to me using that name. But that's off topic
My Suggestion is that they should have a timer on the application of the auto reply for example,
Google Mail Auto Reply:
Google Auto Reply Will Start on [DATE] And End on [DATE]
I suggest this scheduler format so if someone is away on recurring instances they wouldn’t need to keep enabling and disabling it.