Home Server 2011 Media Streaming Known Issue and Workaround
Looks like Microsoft has published an article and acknowledges the streaming issues that people are seeing with Windows Home Server 2011. Microsoft has published a Technet Wiki with the problem and solutions to fix the three issues. Two of them have to do with the repeat button repeat button. The other is issues with Music Album art and tag get overwritten. Head over to the link below and check out the fixes you need to do if you are seeing these issues. No comments on Microsoft if they will be releasing these as a SP or hotfixes.
To ensure imported music files can be refreshed automatically with online album art, a scheduled task syncs media metadata regularly for files on WSH music shares. However, this task will also overwrite some customized properties of the tags.