I finally managed to setup custom DNS routes at my home server (a repurposed laptop with a bust screen, a post for
another day).
I installed pihole on my local server and was struggling with setting up custom
routes for my local router, and some AWS and GCP boxes that I run. My first attempt was modifying
/etc/pihole/local.list with the following values:
0.0.0.1 test.lan
This configuration worked, until pihole updated gravity database and /etc/pihole/local.list was cleaned up.
After searching the rabbit hole of the internet, I was stuck with the epiphany of modifying dnsmasq to add the
entries. The following configuration did the trick:
address=/test.lan/0.0.0.1
My only pet-peeve is the default behaviour of browsers like firefox and chrome to interpret .lan entries as search
queries instead of domain names.