No reason to get 5 pin DIN MIDI at this point; almost all devices offer USB MIDI and its as good as DIN MIDI in almost all scenarios.
[ EDIT: VCV Rack ] 2.0 will be out "soonish" which will offer an "official" VST (and if we're lucky, LV2 also) plugin, though at a price.
People's mileage will vary when it comes to the DAW. As the author of another (libre & open source) DAW, I get emails that vary from "Oh my god, I've used X and Y and Z and yours is so much easier to use and incredibly fast and reliable" to "how can you look at yourself in a mirror when you make such shit software". Reaper works for a bunch of people, but not for another bunch, as is the case for most DAWs.