OIT Home > OIT Knowledge Base Search Knowledge Base: How do I set up a vacation message/autoreply using the Office365/Volmail Outlook on the Web? Sign into Outlook on the Web. In the App Launcher , choose Outlook. At the top of the page, select Settings. Select Mail under Your app settings. Select Mail > Automatic Processing > Automatic replies on the left. Customize your automatic reply. Choose Save. Need more help?