Anthropogenic climate and land use change is causing rapid shifts in the distribution and composition of habitats with profound impacts on ecosystem biodiversity. The sustainable management of ecosystems requires monitoring programmes capable of detecting shifts in habitat distribution and composition at large spatial scales. Remote sensing observations facilitate such efforts as they enable cost-efficient modelling approaches that utilize publicly available datasets and can assess the status of habitats over extended periods of time. In this study, we introduce a modelling framework for habitat monitoring in Germany using readily available MODIS surface reflectance data. We developed supervised classification models that allocate (semi-)natural areas to one of 18 classes based on their similarity to Natura 2000 habitat types. Three machine learning classifiers, i.e., Support Vector Machines (SVM), Random Forests (RF), and C5.0, and an ensemble approach were employed to predict habitat type using spectral signatures from MODIS in the visible-to-near-infrared and short-wave infrared. The models were trained on homogenous Special Areas of Conservation that are predominantly covered by a single habitat type with reference data from 2013, 2014, and 2016 and tested against ground truth data from 2010 and 2019 for independent model validation. Individually, the SVM and RF methods achieved better overall classification accuracies (SVM: 0.72–0.93%, RF: 0.72–0.94%) than the C5.0 algorithm (0.66–0.93%), while the ensemble classifier developed from the individual models gave the best performance with overall accuracies of 94.23% for 2010 and 80.34% for 2019 and also allowed a robust detection of non-classifiable pixels. We detected strong variability in the cover of individual habitat types, which were reduced when aggregated based on their similarity. Our methodology is capable to provide quantitative information on the spatial distribution of habitats, differentiate between disturbance events and gradual shifts in ecosystem composition, and could successfully allocate natural areas to Natura 2000 habitat types.