When I configure the Outlook profile manually then receive warning "Your Automatic Reply Settings Cannot Be Displayed Because The Server Is Unavailable" when clicking "Automatic Replies (Out of Office)".
However if I use Autodiscover to configure the Outlook profile the above does not occur and "Automatic Replies (Out of Office)" works fine.
Client: Outlook 2013 Click-to-Run version 15.0.4551.1011 on Windows 7 Pro SP1.
Server: Exchange 2007 SP3 on Windows SBS 2008 SP2.