This Achievement seems really hard but should be fairly simple. I got it on my second try. What you want to do is start up Chapter 5, The Dollhouse from the chapter select, and pick Off With Her Head Part 2. Start and run forward to wind the Jack In The Box to start the level. The timer should start as soon as you spawn in as the doll head. Just keep moving forward throughout the run, and you should be fine. I messed up in multiple spots and was able to get a time of around 3:55. This video guide should help as well. It's not mine, and all credit goes to the video uploader but should give you a walkthrough before you make your attempt.