The aim of this research is to determine the views of the administrators of the secondary boarding schools in Bilecik in relation to the problems experienced with regards to pensions, and the impact of such problems on students. The research utilizes the qualitative research approach in order to analyze and discuss this issue effectively. The study group of the research constitutes of 16 schools with a pension affiliated to the Ministry of National Education in the province of Bilecik in the academic year 2017-2018. Within the scope of the research, a sample selection was not made for the study group, 8 administrators from 16 pensions voluntarily participated in the research. Semistructured interviews were used as data collection techniques in the collection of research data. Data were analyzed by using the content analysis technique. It has been determined that there are problems such as security, unwanted behavior of students, keep-watching problems, physical and equipment insufficiency of the boarding house, and payment difficulties. In addition, it can be observed that harmful habits in student behaviors, opposing study-hours escaping from responsibility, unauthorized going out from pension etc. and other undesirable behavior. The newcomers to the pension are experiencing difficulties in adjustment problems, self-care skills, and family longing. In addition, the problems experienced in the pension can cause the students to be unable to adapt to the pension, academic failure and school change with ease.