You are not too early in the search process at all. Make sure you have an ongoing search in place for both locations. This puts you close to first in line before others who don't plan as early as you do. The biggest problem you face is that most summer owners either use their week or rent it out on sites like TUG or RedWeek. I own three summer weeks at Cape Cod Holiday Estates and use one and rent the other two out. Despite that fact, you are in line early enough, that you should get something once a deposit is made. It just might not take place until November or December. Best of Luck.