Currently there is no way to directly set a recurring out-of-office in Outlook, but we can get this working via Calendar Appointments:
- In Outlook, click the Calendar icon to switch to the Calendar view.
From your Calendar folder, select New Appointment or click Ctrl+N. From any other folder, click Ctrl+Shift+A.
Enter a subject, location, start and end date and choose the desired recurrence.
In the Show As field change the default to Out-of-office.
- Click Save & Close to save the appointment.