Pi-Hole + unbound + tailnet search domain (Void linux)

docker-compose.yml

#version: "3"

# More info at https://github.com/pi-hole/docker-pi-hole/ and https://docs.pi-hole.net/
services:
  pihole:
    container_name: pihole
    image: pihole/pihole:latest
    network_mode: "host"
    # For DHCP it is recommended to remove these ports and instead add: network_mode: "host"
    environment:
      TZ: 'America/Chicago'
      WEBPASSWORD: ''
    # Volumes store your data between container upgrades
    volumes:
      - './etc-pihole:/etc/pihole'
      - './etc-dnsmasq.d:/etc/dnsmasq.d'
    #   https://github.com/pi-hole/docker-pi-hole#note-on-capabilities
    cap_add:
      - NET_ADMIN # Required if you are using Pi-hole as your DHCP server, else not needed
    restart: unless-stopped

unbound.conf

server:
    # If no logfile is specified, syslog is used
    # logfile: "/var/log/unbound/unbound.log"
    verbosity: 0

    interface: 0.0.0.0
    port: 5335
    do-ip4: yes
    do-udp: yes
    do-tcp: yes

    # May be set to yes if you have IPv6 connectivity
    do-ip6: no

    # You want to leave this to no unless you have *native* IPv6. With 6to4 and
    # Terredo tunnels your web browser should favor IPv4 for the same reasons
    prefer-ip6: no

    # Use this only when you downloaded the list of primary root servers!
    # If you use the default dns-root-data package, unbound will find it automatically
    root-hints: 'root.hints'

    # Trust glue only if it is within the server's authority
    harden-glue: yes

    # Require DNSSEC data for trust-anchored zones, if such data is absent, the zone becomes BOGUS
    harden-dnssec-stripped: yes

    # Don't use Capitalization randomization as it known to cause DNSSEC issues sometimes
    # see https://discourse.pi-hole.net/t/unbound-stubby-or-dnscrypt-proxy/9378 for further details
    use-caps-for-id: no

    # Reduce EDNS reassembly buffer size.
    # IP fragmentation is unreliable on the Internet today, and can cause
    # transmission failures when large DNS messages are sent via UDP. Even
    # when fragmentation does work, it may not be secure; it is theoretically
    # possible to spoof parts of a fragmented DNS message, without easy
    # detection at the receiving end. Recently, there was an excellent study
    # >>> Defragmenting DNS - Determining the optimal maximum UDP response size for DNS <<<
    # by Axel Koolhaas, and Tjeerd Slokker (https://indico.dns-oarc.net/event/36/contributions/776/)
    # in collaboration with NLnet Labs explored DNS using real world data from the
    # the RIPE Atlas probes and the researchers suggested different values for
    # IPv4 and IPv6 and in different scenarios. They advise that servers should
    # be configured to limit DNS messages sent over UDP to a size that will not
    # trigger fragmentation on typical network links. DNS servers can switch
    # from UDP to TCP when a DNS response is too big to fit in this limited
    # buffer size. This value has also been suggested in DNS Flag Day 2020.
    edns-buffer-size: 1232

    # Perform prefetching of close to expired message cache entries
    # This only applies to domains that have been frequently queried
    prefetch: yes

    # One thread should be sufficient, can be increased on beefy machines. In reality for most users running on small networks or on a single machine, it should be unnecessary to seek performance enhancement by increasing num-threads above 1.
    num-threads: 1

    # Ensure kernel buffer is large enough to not lose messages in traffic spikes
    so-rcvbuf: 1m

    # Ensure privacy of local IP ranges
    private-address: 192.168.0.0/16
    private-address: 169.254.0.0/16
    private-address: 172.16.0.0/12
    private-address: 10.0.0.0/8
    private-address: fd00::/8
    private-address: fe80::/10
    private-domain: "gila-gamma.ts.net."

forward-zone:
    name: "gila-gamma.ts.net."
    forward-addr: 100.100.100.100

To enable search domain (ie. vm -> vm.gila-gamma.ts.net), there are two main things:

Configuring Search Domain in /etc/resolv.conf

Add search gila-gamma.ts.net to /etc/resolv.conf

Setting DNS and Search Domain via dhcpcd.conf

Append the following code:

static domain_name_servers=127.0.0.1
static domain_search=gila-gamma.ts.net

Other tips:

• Doesn't seem to matter, but in pi-hole DNS settings, everything is left as default
• MagicDNS is disabled in admin (tailscaled always server DNS at 100.100.100.100 regardless of the setting)
• Use nslookup and not dig to test whether search domain works.