It's quite the stretch comparing damaging/stealing a vehicle to some guy leaving ruts in some dirt to try and gain access to land.
I would say you're completely naive in regards to how police actually handle stuff like this and the possible repercussions the landowner might face for having someone charged for practically doing nothing. He'd never be able to leave anything on that property as the guy would likely try to get even despite the fact he is in the wrong. Only next time he'd know to cover his face and not go through the main gate....he knows there's cameras there.
What should happen (what you describe) and what actually happens (what I describe) are two completely different things.
How is it a stretch? I know full well that getting a car or truck unlocked in a parking lot, can actually be done without damage to that vehicle. Locksmiths, repo dudes, etc., do it a lot. Hell, I have done it, when I locked my own damn keys inside my truck!
So you think that a guy that only "tries" to break in, should be left alone, since he actually didn't manage?
Not so naive, either. Each of the incidents we have had, we make sure that a File Number has been provided to us, and we follow up with the officers involved. Small town, they don't seem to mind the change of pace.