Using classic Outlook for Windows in business environments
Hello nicholas menon
Please kindly recheck your account type in Outlook. If your email is configured as IMAP or POP, the Automatic Replies (Out of Office) feature is not supported. This feature is only available for Exchange / Microsoft 365 accounts, and not for POP/IMAP accounts such as Gmail or Yahoo.
You may refer to this official Microsoft article for more details: How to set up automatic replies in Outlook
For a workaround, you can consider using Outlook Rules to create an automatic reply message instead: https://support.microsoft.com/en-us/office/use-rules-to-create-an-out-of-office-message-in-outlook-9f124e4a-749e-4288-a266-2d009686b403
If you are using an Exchange / Microsoft 365 account but still do not see the Automatic Replies option, please share more details so I can help check further.
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