One issue we had with our oldest at that age was dealing with a little human who is eager to move around but you're camped in the dirt. We were on a trip through the Southwest when our oldest decided that she was sick of crawling and she was ready to stand up and see the world. The problem was that we didn't have any shoes for her and we ended up having to stop at a cheesy tourist trap trading post and buy her some moccasins as her first shoes. They did the trick for the rest of the trip until we got home and were able to get her some real shoes.
We never had any trouble with the sleeping arrangements though. All three of our kids would just go-go-go until they ran out of gas and crashed in place. And then we could pick them up and bed them wherever we wanted to.