I have read about Hotwire and the ability to select the quad occupancy, but I am tempted by the success I have had with priceline and the hotel deals I have had in the past. Its a personal goal to get a 4* in Chicago for under $150. I was just concerned about the fact that all my bids were rejected and wondered if it was way too low for the bid to be realistic. I was thinking of calling the hotel to request the 2 beds, after winning a bid. I am also wondering about the waiting time before re-bidding (24 hrs?). Should I wait and then re-bid the same price and try this every day until someone takes it?