I always bring a basic medical kit, flashlights and headlamps (especially headlamps for night time mechanical issues/tyre changes). I also like to bring my camping gear so we have that for sleeping just in case, but it's not always feasible. Radios would be nice/fun, but usually overkill and the cheap ones don't work that well unless you have line of sight which makes them useless.

PS5 might be a bit much, but could be nice if you can hook it up to a hotel tv. Other wise it'll just be dead weight. Same with the oculus, especially if you bring both (doesn't the oculus needlessly require internet anyway?). Would also be risky to leave them in the car when you're away from it, would really dampen things to have it broken into. I don't see a reason to bring all that unless you're staying at the same accomodation the whole time (which you`re not); it won't be fun moving it in and out of the car for two weeks. Power inverter is ootq.

If someone needs isolation they can use headphones and/or go for a walk.

I personally like to make sure nothing of value is ever left in my vehicle when I leave it. I like to make sure all of my stuff is packed in one bag, two at most and I bring everything with me anywhere I go. I'm relatively fit tho, so I'm not sure how much would be too much for y'all.

Most important thing is the medical kit and headlamps imo.