Unblocking a device that uses a different gateway not working

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1

Hi Guys.

I saw another thread here that shows instructions for making it so pi hole doesn't act as a DNS server for a specific device: Unblocking a single devices

I need this so that my NAS uses google DNS servers while all my other devices use pi hole. This will allow me to have my NAS be connected to a VPN on my secondary router at all times while allowing other devices to bypass VPN by using my primary router.

So I added the following to the DNS/DHCP section of my primary Tomato based router under the DNSMASQ area as that thread stated:

dhcp-option=6,192.168.1.4

dhcp-option=tag:googlesdns1,6,8.8.8.8
dhcp-option=tag:googlesdns2,6,8.8.4.4

dhcp-host=00:11:32:XX:XX:XX,set:googlesdns1

The pi hole is my DNS server for all my devices on my primary router as you can see from the first part of the DNSMASQ entry I listed.

But it is not working. The device in question cannot resolve DNS requests so apps on it such as Sonarr will not work. It’s a Synology NAS that uses my secondary VPN router as its gateway. The NAS is the only device using the VPN router as its gateway. I am thinking the NAS using a different gateway then the pi is the reason behind this but thought the instructions in that thread would fix it. Any ideas?

2

What is the output of this command on the NAS?

dig google.com
3

Actually I noticed my VPN router's VPN connection was down. So once reconnected, it seems the issue was resolved. But I did enter dnsmasq entries:

dhcp-option=6,192.168.1.4

# Google DNS
dhcp-option=tag:googlesdns1,6,8.8.8.8
dhcp-option=tag:googlesdns2,6,8.8.4.4

#VPN Router, NAS set to Google DNS
dhcp-host=E4:95:6E:XX:XX:XX,set:googledns1
dhcp-host=00:11:32:XX:XX:XX,set:googledns1

So I'm not sure if the dnsmasq entries is really even needed, but thought it couldnt hurt.

Just wondering, can I also set another set of:

dhcp-host=E4:95:6E:XX:XX:XX,set:googledns2
dhcp-host=00:11:32:XX:XX:XX,set:googledns2

For the second google dns server and it will use that one if the first one doesnt resolve? Or can I only do one for each MAC?

4

I think it would override the setting.