> So, what's the simplest, least complex and most robust way to fix this? 

Run a local DNS server.  I recommend dnsmasq, which I run on all of my
machines.

> If someone could additionally explain why Polipo interferes with Privoxy's
> use of the /etc/host file in the first place, it'd be welcomed.

If privoxy is downstream of polipo, then it never uses the system
resolver, it just blindly forwards requests to polipo.

-- Juliusz

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