What files can I delete from the hidden "Library" folder which is in my account folder?

I'm running out of space on Macintosh HD so I started moving things to my other computer (desktop so more storage). There should only be about 165 GB used out of 750 GB capacity however there is 459 GB used. So, I thought, where's all the space gone? Through using Finder's "Get Info" feature I tracked the 459 GB to Macintosh HD/Users/jacobhouse but in jacobhouse (my account's folder) I've stripped everything to a bare minimum. Amounts of storage used is as follows:
jacobhouse: 409.6 GB (other 50ish thats being used is applications)
  Desktop: 142 KB
  Documents: 500.1 MB
  Downloads: 1.55 GB
  Movies: 14.96 GB
  Music: 19.02 GB
  Pictures: 75.67 GB
  Public: 44.4 MB
This adds up to approximately 111 GB if I'm correct in converting KB/MB to GB. Still I haven't managed to find the culprit until I tried showing hidden folders. When I told Finder to show all hidden folders and I sorted them by size, I found one named Library which was 409.6 GB.
As you can see by the Where in the screenshot above, this Library folder is not the one directly in Macintosh HD but rather it is in a User folder. My question now is which of the files in this Library folder am I able to delete to free up space? (contents of Library are below)
Thank you in advance for any help you may be able to provide.

jhswimmerfromst. john's wrote:
What sort of things are "other"?
https://discussions.apple.com/docs/DOC-5142
What is "Other" and What Can I Do About It? http://pondini.org/OSX/LionStorage.html

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