Replying to Looking for a place to stay in Summit County for 5 people, suggestions?

So me and 4 of my friends are looking for a place to stay in Summit County from december 16th to january 10th, or something along those lines. We've been looking for places online.

Besides craigslist, do you guys have any suggestions for good websites?

There's been one good offer but the guy was asking we pay the deposit and the rental online because he had a lot of offers, so we refused since we didn't want to be fraud, and he wasn't very open to negotiate.

So what would you suggest? Is it hard to find a place to stay during those dates? Thanks