Multiple soil and water conservation measures applied together perform better at reducing runoff and sedimentation than individual measures, which can be attributed to their synergistic effects on water erosion. However, whether these synergistic effects are always effective at reducing water erosion remains unclear. In this study, a series of physical models representing a slope‐gully system were tested to quantify the trend of synergistic effects of multi‐measure over time through simulated rainfall. The tested scenarios included four vegetation patterns on the slope—Pattern A: no grass, Pattern B: grass on the up‐slope, Pattern C: grass on the middle‐slope and Pattern D: grass on the down‐slope—and five levels of runoff path length decrease (RPLD) in the gully caused by sedimentation of a check dam (0, 1, 2, 3 and 4 m). Synergistic effects on runoff and sediment yields were influenced by vegetation patterns and RPLDs. Under the same vegetation patterns, synergistic effects increased with increase of RPLD. Under the same RPLD, the mean value of synergistic effects on runoff was in the following order: Pattern D (0.10%) > Pattern C (0.09%) > Pattern B (0.06%), and synergistic effects on sediment yields had a similar order: Pattern D (0.60%) > Pattern C (0.42%) > Pattern B (0.22%). Under Pattern B, based on the Mann–Kendall trend test, the synergistic effects on the runoff yields decreased over time. Contrastingly, under Patterns C and D, the synergistic effects on the runoff yields increased over time. The results show that the synergistic effect has time effect, and its change trend is related to vegetation patterns. Additionally, the results suggest that the middle‐ and lower‐slopes should be prioritized when restoring vegetation as the synergistic effects on runoff tend to increase when these have good vegetation cover.