This might be worthwhile to check out. SSHWindows is OpenSSH running on Windows. This still runs using cygwin, but it sounds like all the grunt work of managing cygwin is taken care of by SSHWindows.
Snagged this from Adnan.
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unfortunately the maintenance of this app has changed hands over the years (originally networksimplicty.com, which seems to be no longer even around) and was taken over and renamed to sshwindows. copssh i believe is the one of the few openssh derivatives (http://www.itefix.no) available.