1. If you dream that you have a babysitter, it's a sign that you're not independent enough in your dealings. You're constantly seeking the approval of loved ones, friends or your boss..
2. If you dream that you're the babysitter, it's a sign that you're trying to retain the childish within yourself. You're trying to retain a little naivety and cheerfulness, which are intrinsic of the carefree years of childhood..