RE: overhunting?
Another thing I thought of is whether you expect deer to come from mostly 1 direction or if they can come from any direction. I think stands where the deer typically come from one direction can be burned out quicker if the wind is wrong or there is no good way in and out. If it's a stand where they can show up from anywhere then your chances go up despite hunting multiple times.
If you can get in and out without spooking deer, you should be fine. The tricky part will be whether it's a small woodlot that they visit occasionally, compared to a small place where they always are. Leave as little scent as possible going in and out and hope you can do so without bumping them and you should be alright. BUT it wouldn't hurt to have some other spots picked out as well to rotate.