Replying to Planning ski club trip HELP

I’m trying to plan a trip for my colleges ski club and I have no idea what I’m doing. We’re probably gonna go to Mt Snow or Stowe. There may be 20-30 people going on the trip and I have no idea where we’re gonna stay. I found some large airbnbs but I’m worried everyone’s gonna trash the place and I don’t wanna be on the hook for that. And i’m worried I’m not even considering some things regarding the trip

Anyone have experience with this?