4
I would try to change the domain to .lan.
This is possibly an issue with mDNS (Avahi, Bonjour, etc) that use the .local domain. It could be that Windows tries to resolve the .local domain using mDNS.
The other possibility is that the responses are rejected due to lack of DNSSec.
Try to use nslookup router.local and nslookup router.local 192.168.2.10 on ...
3
Relative to where you started, here are some issues that I think were part of your problem (and have been written into your updated question now):
The router was providing multiple DNS servers. Although your internal server was listed first, this is not a binding order of search on the router. See, e.g., https://superuser.com/questions/1177175/change-dns-...
2
I'm not familiar with PiHole and DD-WRT router so I cannot say much about your specific setup. But as I see the last problem is only that the local DNS name resolver does not append the default domain to a generic host name. So lets have a step by step look at this issue.
To configure the local name resolver there is /etc/resolv.conf used. With only local ...
1
Install and Configure a VNC and use a mobile or a laptop to control your Raspberry Pi.
1
There are many solutions for this, but the normal way is to define a service for systemd.
Create a file /etc/systemd/system/my-service.service with this content:
[Unit]
Description=My Service
[Service]
ExecStart=/path/to/my-service
[Install]
WantedBy=multi-user.target
Then execute
systemctl enable my-service
You program should be executed the next ...
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