Defects on rail surfaces, which have become critical problems, need to be detected and removed as quickly as possible to ensure the fast, safe, and stable operation of trains. At present, although many solutions have been proposed to address these problems, the comprehensiveness, rapidity, and accuracy of defect detection remain unsatisfactory. This study aims to resolve these existing problems and accordingly proposes a multi-model rail surface defect detection system based on convolutional neural networks (MRSDI-CNN) from the standpoint of studying the squat on the rail surface. The convolutional neural networks utilized include the improved Single Shot MultiBox Detector (SSD) and You Only Look Once version 3(YOLOv3)--two types of one-stage networks. We expounded and analyzed the performance of the convolutional neural networks as well as their applicability to rail surface defect detection. We used a diverse range of rail defect sizes to improve the detection performance of the two deep learning networks, following which they could identify three types of squats in parallel with improved accuracy and without reduction of the detection speed. The experimental results confirm the effectiveness and superiority of the proposed method over those of previous studies.