Urban planning is a practical multifarious discipline and thus teamwork competence is important for urban planners. Cooperative learning is a possible method of obtaining this competence in the education process. Our aim is to investigate the cooperative learning method on the Urban Planning undergraduate course at the Faculty of Environmental Sciences, Czech University of Life Sciences in Prague. Our paper focuses on the influence of student-directed assessment on free-riding problem, and students' dealing with teachers' dissensus. We present student perspectives based on a questionnaire and face-to-face interviews with all students in the final year of the course. The results are discussed considering cultural differences based on aspects of power distance and uncertainty avoidance. Our main findings support the importance of a student-driven approach in collaborative learning as prevention against the free-riding problem, and multiple teacher lessons as prevention against the conformist approach, and to promote critical thinking.