I understand setting your DNS to cloudfare helps staying anonymous out there. So if someone sets a Pi Hole linked to Cloudfare does it cover one’s tracks? Together with a VPN.
DNS is not anonymous. its basically like a phone book, you lookup the name and it gives you a number. That’s it. Your ISP may refuse to give you the number (IP) for a name (address) but thats it. PiHole just gives a local IP for ad domains and gets its requests from other dns servers and caches them locally for a time.
I think the best you can do is use pihole with unbound so all dns requests go directly to root servers so no middle man involved. If you have a raspberry pi and use dietpi it is very easy to setup.
With that being said, as others have said, a DNS is like a phone book. By using PiHole with it going to a privacy respecting DNS service, you in theory eliminate being tracked by a DNS provider, but you do nothing to prevent your isp from tracking which ip addresses you access, and you do nothing to prevent search engines tracking which results you click on, you do nothing to prevent your web browser from tracking your browsing (especially on Chrome and Edge).
In summary:
DNS lookups: yes
ISP with IP addresses: no you would need a GOOD VPN or TOR and either one properly configured
Web browser: no, you need at least Firefox with data collection turned off, preferably with something like ublock installed.
Search engine: no, requires more research but supposedly duckduckgo and eccosia are privacy respecting *citation required
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