I think that it depends on whether or not that OoO was going to people in the company, who new your personsality and would appreciate the humour/personal touches, or to everyone, always. If I got the from OoO from a quirky co-worker, fine. It I got it from an outside contact that I have had little contact with? Unprofessional and a bit off-putting.
Setting Up a Holiday Schedule Log in to 8x8 Admin Console. Click Auto Attendants. Create a new Auto Attendant profile or click Edit (pencil icon) to the right of the Auto Attendant you wish to edit. Go to Business hours and select Create new schedule. Enter the Date and the Name of the holiday. If your business will remain Open, click Add business hours. Enter the Date and the Name. Select Status. Enter the hours of operation. You can create a custom greeting for your Holiday Open Hours Menu or Holiday Closed Hours Menu. Also, you can skip the Auto Attendant greeting by clicking Skip Playing Prompt in the Holiday Open Hours or Holiday Closed Hours menus. This can be used to route callers directly to your voicemail or another number. Log in to 8x8 Admin Console. Click Auto Attendants. Click Edit (pencil icon) to the right of the Auto Attendant you wish to edit. Go to the Call Handling Menus section and select the Holiday Open Hours Menu or Holiday Closed Hours Menu. Note: You need to select a Site for your Auto Attendant before you can view the Call Handling Menus. Select Play Audio. Click Select File. Select Call a phone number to record. Enter the Name and the Phone Number or Extension you wish to record your initial greeting on. Click Call Now and follow the instructions. Click Save.

Q. If I am not impacted by this winter break schedule (because I work at UTMC, for instance), do I receive additional paid days off per year?
I also tend to check my email 2-3x per day while I’m out for my own sanity and will respond to important* ones if not doing so would hold something big* up. Not using OOO avoids some of the self-righteous nonsense from people with nothing better to do than try to micromanage my personal time.