I know this isn't a video or photo, but how about legitimately freaky movies? I love horror as a genre (although hate those surprise scares that only scare you by tricking you) and when of the freakiest movies I've ever seen is Jacob's Ladder - http://en.wikipedia.org/wiki/Jacob%27s_Ladder_(film) Any other suggestions for movies that have a high creep out factor?
Session 9 gets mentioned alongside Jacob's Ladder quite a bit. I've only seen part of it but what I saw was good. If you don't mind subtitles (or can speak Spanish), [REC] is a great movie. There are almost no jump-scares and the final scenes are very tense. The English remake that came out recently is awful, don't even look it up.
Relevant creepy-ness submission: Some of the most famous effects in Jacob's Ladder were inspired by the work of deformity-loving photographer Joel-Peter Witkin. You might remember this guy from the hospital o' hell scene.
http://www.correnticalde.com/joelpeterwitkin/1976-Indulgences_Man_with_no_legs.jpgI should mention that Witkin took advantage of some lax body disposal policies to get subjects for many of his pictures. The guy in the above photo was alive and well except for his handicap, but anyone who decides to look for more should consider themselves warned!