A very sweet new toy, from Apple:
http://www.apple.com/airportexpress/
This thing plugs into the wall, and lets you have your tunes anywhere in the house - a small wireless access point. But it even has a headphone jack, so you could just plug in a pair of speakers anywhere and have a stereo in your room. Still a little pricey for that, but definitely a great direction! Set up a playlist, send it off to whatever room. Plus I saw this applescript in one of the mac magazines where you can shut off iTunes after a specified amount of time.
Go macs!