Considering their run of luck, it’s a definite possibility. Dean takes every precaution around the room when they’re alone, including salt lines around the room and sleeping with his colt under his pillow. Sam doesn’t go far from Dean at night, sleeping on the pillow next to where his brother is.
And most nights, Dean hugs the pillow he’s on.
If anything happens, they’ll have to deal with it as best they can.