Cygwin is not available for Mac but there are some alternatives that runs on macOS with similar functionality. The best Mac alternative is BusyBox, which is both free and Open Source. If that doesn't suit you, our users have ranked more than 25 alternatives to Cygwin and five of them are available for Mac so hopefully you can find a suitable replacement. Other interesting Mac alternatives to Cygwin are WindTerm (Free, Open Source), Cash (Free, Open Source), csshX (Free, Open Source) and RustyBox (Free, Open Source).
BusyBox is a single binary that provides several stripped-down Unix tools in a single executable. It runs in a variety of POSIX environments such as Linux, Android, FreeBSD and others. It was specifically created for embedded operating systems with very limited resources.
Cash is a cross-platform implementation of Unix shell commands written in pure ES6. Think Cygwin, except: - No native compiling - No ugly DLLs - Works in any terminal - 1/15th of the size Runs using Node.js
csshX is a tool to allow simultaneous control of multiple SSH sessions. It will attempt to create an SSH session to each remote host in separate Terminal.app windows. A master window will also be created. All keyboard input in the master will be sent to all the slave windows.