I use Caddy V2 (running in Docker/Podman). Configuration can be even simpler than the below. It automatically sorts out the SSL certs from Let’s Encrypt for you. If you use Cloudflare DNS challenge like I do, you can get SSL without the server having to be exposed to the internet.

cloud.example.com {
  encode zstd gzip
  tls {
    dns cloudflare {$CLOUDFLARE_API_TOKEN}
    resolvers 1.1.1.1 1.0.0.1
  }
  reverse_proxy nextcloud.my.local.domain:80
}

If you want it exposed then you can just use the default HTTP challenge.

cloud.example.com {
  encode zstd gzip
  reverse_proxy nextcloud.my.local.domain:80
}

And yes you can add any number of sites on subdomains like this and it will reverse proxy them to the correct server based on the domain name.

You can simply use a DNS provider like Cloudflare DNS along with ddclient