Hey Jeff, Welcome to the Heartland Forum & Family. It sounds as if you have one of those cords that pull out of an opening on the side or back of your trailer, right? On my last trailer, I decided to build a bigger box. The one under the cabinet that hides the cords compartment. I also found that if you kind of twist the cord as you stuff it through the opening, it will form a coil and sometimes fit better. I'd bet it's even more fun when it's cold out the morning you're heading home.
Another option is to buy a 30amp extension cord. Use the extension and only take out a few inches of the trailer's cord.