Slightly concerned about remote desktopping though. What do I replace xrdp with?
Xrdp works on Wayland, you can keep using it if you like. There's also Gnome's built-in Gnome Remote Desktop as well as KDE's Krdp, both are also Wayland compatible (though I get the feeling Krdp is still in its early stages).
Do you mean old like DOS old, or you meant something like old Windows game?
If it's something like an old DOS game I'd maybe try DOSBox.. maybe there's something better but that'd be on the list of things to try.
EDIT: FreeDOS also exists, should be able to run that in an emulator / virtual machine and then load anything DOS compatible into it. There's a list of emulators / virtual machines they recommend in their download page https://freedos.org/