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I've got a similar problem. Did you figure out what casued this and how to solve it?
No, they are not. It tured out this was the solution; http://world.episerver.com/Modules/Forum/Pages/thread.aspx?id=50577
I've got a page which links to a bunch of PDFs and images stored in the VPP. For a period of time after I publish the page, the files are accessible returning a 200 OK and the content of the file. Then, after an amount of time (which doesn't tie in with any cache settings I can find in IIS or the web.config) the files start returning a 404.
Simply re-publishing the page will reset the cycle, but then after an arbitrary amount of time the files will start 404ing again.
Any suggestions?