I have a 2nd generation XP Pen Artist 13. It’s a great tablet and I’ve managed to make it work with my Steam Deck too.
But…
It’s basically an external monitor with pressure sensitive surface, so still less portable than an actual stand alone table. So I’m wondering if there is a tablet with a pressure sensitive screen and battery free pen that either comes with Linux or can install Linux on.
The programs I use for making art are Krita, Gimp, and Blender 3D.
You got a Debian vm in all Chromebooks, so any of them with stylus support should do. However I didn’t try if the Debian VM supports the stylus. Try google it. You could stil replace ChromeOS with any Linux distro If necessary