Rick,
There is of course the next best thing and that is having a friend with a lakeside cottage in the north woods that works so hard to keep it that he never has time to go. He hates to see the place go to waist and likes to have someone check up on it for him...
And he as a 150/150 with tailwheel conversion, floats and skis that needs to be exercised regularly; and because he feels guilty about asking you to do that for him, he pays for the gas...
Well that might be stretching it a little too much

But heck worth a shot!
But if you had the aforementioned 150/150 you could almost start your own little business checking up on all those camps owned by folks who are working too hard to ever visit them...