The schoolmaster in Washington Irving's "The Legend of Sleepy Hollow" is somewhat of a vagrant, and would have been treated as such if it weren't for the fact that he is a traveling educator and valued for his knowledge and career. Since it is Crane's job to travel around to do his job, Irving describes his situation as one where he "boarded and lodged at the houses of the farmers whose children he instructed. With these he lived successively a week at a time." This answers the question of where Crane lived--in the houses of his students! Not only did he live with his students, but he rotated each week, which would have made it a little more difficult to move if he had heavy luggage to worry about in the process. But that wasn't so much the case, either, though. Crane was pretty much poor. Irving says that "all his worldly effects (were) tied up in a cotton handkerchief," which implies that he didn't have much anyway.
He lives in Tarrytown in New York. He he needs to be able to carry all of his belongings in a small bundle because he often stays at his student's houses