alright so there are a few of us in here that did it at least last year and probably a few who did it before that, but as far as i know im the only one who actually worked FOR vail and not a shop or something, so ill answer from that perspective...
first off, employee housing has it's ups and downs, and it totally depends which option you go with. if you want more details, send me a PM and ill get back to you sometime later on today. im not doing it next year though, but i would almost suggest doing it your first season cause it's cheap and easy and you dont have to do a bunch of work to find a place while youre sweating the other logistics of moving out there.
as far as finding a hosue, ive got other advice on that too, so again, send me a message. but the long and short of it is that if youre living in vail, your only 3 reasonable options are vail, eagle-vail, and avon for housing. anyplace else is just going to be too damn inconvenient. however, if you think you have what it takes to go up there and find a house, go for it. that's what im going to do.
the only thing though is that if you want to get a house on your own, you reaaaaally need to think about getting out there in like august. if you wait much longer, the rent prices are going to jump over your head for the season. i went out last year after i graduated college, but since i didnt graduate until december all of the houses had gotten waaaaaay too expensive, so i just went with employee housing cause i was desperate. you might just find that when you move there is so much craziness going on that you might just prefer the convenience of employee housing cause it takes some of the stress out of moving out there. plus you'll meet lots of cool people who also work for the mountain.
oh, and yeah, you're making a good choice, vail is super super super fun and i had the time of my life last year, that's why im doing it again.
but anyway, like i said, send me a message and ill tell you whatever you want to know, im working on a few of my friends at home right now who are trying to do the same thing so ive been giving a lot of advice lately.