Unless the Winchesters plan on doing something drastic again (close the gates of Hell, cleanse every demon of evil), there is going to need to be a leader of Hell. And Crowley is the lesser of two evils.
Crowley is really the only one they could work with. The higher up angels (Gabriel, Raphael, Naomi, Zachariah) are dead. Eve is dead. Cain is dead. Metatron is the most untrustworthy character in the history of the series. Lucifer & Michael are in the cage. The pagan gods, leviathan, alphas, reapers, and regular angels are mostly enemies or just cause too much trouble.
As long as evil exists they have a good reason to keep Crowley around and stay on his good side. He's powerful and as long as you don't betray him, he's loyal. He isn't trying to help humanity but he's not trying to wipe it out either.
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"It's only symbolism puts magic and meaning into anything."
--- Jack Faust (Promethea)
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