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Editedit: This guide explains it better than I can.

There was one I was linked to, but I lost the link. There's 8 items in the list, but it only says you can win 6.

Also, you get the prizes for when you beat the counselors, not the bosses. The bosses you beat to level up, the counselors you beat to get a prize. You can only obviously get 6 items out of the 8, and it depends on what camp you're pranking at the time you're fighting that counselor on what item you get.

If you defeat a rich camp counselor, you get a rich camp item, etc, etc. So basically, you get to pick which items you want, and what two you don't want.

Edit: Item List is Here