For finding Boston student housing, you should start from January. If you see a suitable house during this period, you should apply as soon as possible; if you don't find a suitable house, you can wait. But if it's already May or June, do it as soon as possible. The longer you delay, the fewer cost-effective Boston housing options available. From April to September are the peak season for finding Boston apartments, while from November to March are the slower rental season with lower prices and less competition. After August, there are few rooms for rent in Boston.