Unfortunately for me, I have never met a hotel maid that I found attractive. So its' never happened for me.
However, being in the oil business you hear stories occassionally. Rumor was, down in deep south texas during the boom a few years a go, a few maids figured out that they could ask the guys if they needed anything else? Then follow that up with, "I could come by for a little bit after I get off". It didn't take long for those girls to make more on their "after hours customer appreciation roles" then they did working all week at the hotel/motel.
I never did make it down south during the boom.