Health assessment of pipeline systems is of deep significance for improving pipeline reliability and integrity. Traditional health assessment methods may be difficult or costly to perform on pipeline systems due to the long distances and environmental constraints of pipelines. This paper incorporates the distributed optical fiber sensor (DOFS) technique and the semi-supervised learning algorithm into the pipeline health assessment framework. Three critical problems that limit the application of DOFS in pipeline health assessments are addressed. First, an applicable damage monitoring experiment of a pipeline system is designed, which is effective in obtaining the necessary base data for data-driven modeling. Second, the correspondence between the pipeline health status and the monitored strain features is established. The experimental data are shared for public research, which is expected to solve the problem of the lack of benchmark research data in related fields. Third, considering the scarcity of labeled degradation data in pipelines, a semi-supervised denoising autoencoder model is proposed specifically for pipeline health assessment. The proposed method is demonstrated and validated using a comparative experimental case study.