Well guess what, I am a surveyor.
There is two ways a surveyor will do this job, one with a total station and the other with GPS, or maybe a combination of the two.
First off, survey grade GPS does not need a line of sight but a clear overhead instead. This time of the year helps since the leaves are off the trees but if there is a lot of trees, or pine trees, or very large trees, GPS is out. From what you describe it sounds like there is a lot of trees.
Second, a total station. This is the device we use that measures angles and distances and looks a little bit like a movie camera on a tripod. I rarely ever set up on the actual property corners any more. I run what is called a random traverse. This means I set random points that are near the boundary line and from these points I measure to the actual pins. I need to be able to see in between these random traverse points, but I can run this random traverse through areas that might be more open.
To be honest you would be wasting your time trying to clear line ahead of the surveyor. You don't know how he is going to do it or where he would want line cleared. The best thing to do is flag up all the corners you can find and then show them to the surveyor. You can ask if he wants help carrying stuff in and clearing line as he goes. He may accept help or may just as soon you weren't there. A three man survey crew used to be the norm, but then two man became more common and when I use the GPS I often work alone. When I work alone I will often accept help from the landowner, it can save time and money. I've also accepted the use of a 4 wheeler of UTV to drive me around and help me get into difficult places.
I will never forget one time the land owner showed up to help clear line one day. My boss set this up but the truth is we didn't really need his help. He shows up all dressed up to be in the woods and carrying a machete. The first day we needed his help for a total of about 3 minutes and we ended up telling him we didn't need his help the second day, it was just wasting his time. Just get a feel for what the surveyor wants you to do, if anything.