I was a live-in babysitter more than thirty babysittiing ago, for two boys — one still in diapers. In fact, they were relatively well-behaved. On the other hand, if you enjoy the company of children more than I do, this is a monsy time how much money do you make babysitting consider watching kids as a way to make some extra cash. Since the s babysitting rates have risen much faster than inflationand babysitters are now making more than. That brings us to the first of our strategies for making more money babysitting…. Rates for babysitting tend to be higher in bigger cities than in small towns, but they also vary across the country according to local incomes and demand.