We did the late night DME thing just last Wednesday. We had everything we needed to go to bed and get up in the morning in our carryon. We got to the room, checked in and went to bed. We were out the door the next morning by 7:30 or so no problem.
Since there were two of us, we had two ziplocs. We got shampoo, conditioner, shaving cream, foundation, sunscreen, mascara, eyedrops, hairspray, and toothpaste in our 3-1-1 bags no problem. Everything else we needed was dry stuff. Jammers, slippers, and a change of clothes fit in a small bag. Really easy.
Our bags were in the room when we returned at 3:30 or so Thursday afternoon.