After putting it off for way too long, we finally broke down and took the side off of Colson's crib.
He absolutely loves being able to get into bed on his own and he has done really well at night. He will stay in bed and call for us when he has to go potty or wants to come out. It really could not have gone any smoother.
This summer we will most likely get him a twin bead but for now he is loving his 'big boy bed'. :o)