My son will sleep from about 10:30 to 9:30/10:30. WDW may be a bit of a shock to his system, but he's gotten up early before if we had to be somewhere, and was ok with it. He's pretty easy going, as long as he can catch a nap here and there.
Drive to cottage is 1 1/2 hours. We're going to the horse races tonight. My son says neigh whenever he sees a pic of a horse, but he's never seen a real one. He says the same thing when he sees a sheep, but we're working on that.