I've not done an overnight, but for all money I use a handbag that has a small hole cut in the lining. I shove the cash through the hole, so if you get someone having a quick rummage behind your back, they won't find it. The lining is black so the hole is not very obvious.
It's always good for a laugh afterwards too, when your car keys have followed the money down, and you're stood in the carpark lining up lube and vibrators on the roof of your car whilst swearing
I think if I were doing an overnight, I'd have rested up so that I was able to stay awake. Mostly because I wouldn't feel safe being asleep in the room, and also I snore like a pig.
However, I would certainly be happy to feign sleep and suggest rests etc, because I wouldn't fancy 10 hours of non-stop shagging.