I run a Cygwin Bash script as a Windows service. (Yes, startable and stoppable with the Services panel, running in the background, and starting automatically on boot.)
It contains a loop which contains an ssh tunnel open with some port forwards.
Just yesterday, I cleaned a Windows partition to free up some space, with the help of "du -a . | sort -n" to find the biggest files/directories, then selective "rm -rf".
Windows doesn't ship with anything to help with this task. There are only third-party add-ons like WinDirStat.