i can not ping server.local (- for testing i have to stop the systemd-resolved.service to run the dnsmasq server, or else there are port collisions, but that should not be the problem i guess. I am happy to hear your solution :))
i can also not use ssh to log in to server.local, ip address works
Have you added “server.local” as a DNS record in your dnsmasq container, pointing to your servers LAN IP? Sounds like dnsmasq isn’t resolving that name, which would lead to both of these ‘failures’.