| I really think it depends on the kid. Some kids can be super responsible and truly want to wake up, but ~biologically~ not be able to wake. If your kid can wake, good, have him do it. But as a parent, I think it is quite okay for you to make the sacrifice for him to get the uninterrupted sleep he needs as often as he needs it. You don't need to think of him as immature for his age or selfish or lazy if he cannot do his middle of the night checks just yet. Other kids, maybe they can. I really think this is a very individual thing.
Going to camp may be different. If he can't wake up and there are couselors who can and are willing to do his checks, fine. Even at 14 (two years from now), I think that would be okay. But I would keep letting him know that someday he should take the task on himself. I'm sure it would be really hard for him at first and you will probably also want to wake to make sure he really has woken. But eventually, I think that even the deep-sleeping pre-teen and teen body can learn to build into the sleep schedule a minute of wakefulness.
I think waking in the middle of the night is totally different than waking at the beginning of the school day and taking care of one's self. It could be very hard for him, so have compassion. And in those first weeks of waking middle-of-night, he make not be thinking clearly at all, he might make mistakes, so you might want to be up with him anyway.  | 
