On Linux boxes I commonly install a combination of applications on different ports bound to localhost. I then put Apache mod_proxy (with SSL) on the network adapter. I'm now looking at doing the same in Windows (one application on ROOT, another on a named context). A local instance of ISA/TMG is not the solution I've considered, but maybe it's the only way (it's got a lot of features I don't need)?
By installing ARR v3 and URL Rewrite v2 separately I was able to get the reverse proxy rule template. This would have worked but there were previous configurations stuck in the underlying web.config which did not display in the GUI. I cleaned out the file, created new rules based on the reverse proxy template and with some tweaking, I got this working with the following configuration:
Important aspects for the first (non ROOT) rule were using /context/{R:1} not /{R:0}, and setting stopProcessing
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