RE: how often?
Absolutely! Even as a child, if you express honest desire to do some work, even for $20-$25 a weekened, someone will pay you to do something. If you are willing to push a lawn mower, I will not be surprised if someone will pay you $35 to do the lawn.
I strongly suggest you take you parents with you to do the wheeling and dealing, that way you do not get screwed over, and more importantly, they are there to keep you safe.