In Ethiopia, land degradation through soil erosion is of major concern. Land degradation mainly results from heavy rainfall events and droughts and is associated with a loss of vegetation and a reduction in soil fertility. To counteract land degradation in Ethiopia, initiatives such as the Sustainable Land Management Programme (SLMP) have been implemented. As vegetation condition is a key indicator of land degradation, this study used satellite remote sensing spatiotemporal trend analysis to examine patterns of vegetation between 2002 and 2018 in degraded land areas and studied the associated climate-related and human-induced factors, potentially through interventions of the SLMP. Due to the heterogeneity of the landscapes of the highlands of the Ethiopian Plateau and the small spatial scale at which human-induced changes take place, this study explored the value of using 30 m resolution Landsat data as the basis for time series analysis. The analysis combined Landsat derived Normalised Difference Vegetation Index (NDVI) data with Climate Hazards Group Infrared Precipitation with Stations (CHIRPS) derived rainfall estimates and used Theil-Sen regression, Mann-Kendall trend test, and LandTrendr to detect changes in NDVI, rainfall, and rain-use efficiency. Ordinary Least Squares (OLS) regression analysis was used to relate changes in vegetation directly to SLMP infrastructure. The key findings of the study are a general trend shift from browning between 2002 and 2010 to greening between 2011 and 2018 along with an overall greening trend between 2002 and 2018. Significant improvements in vegetation condition due to human interventions were found only at a small scale, mainly on degraded hillside locations, along streams, or in areas affected by gully erosion. Visual inspections (based on Google Earth) and OLS regression results provide evidence that these can partly be attributed to SLMP interventions. Even from the use of detailed Landsat time series analysis, this study underlines the challenge and limitations to remotely sensed detection of changes in vegetation condition caused by land management interventions aiming at countering land degradation.