Increasing habitats diversity in agricultural landscapes has been proposed as a key measure for reversing the decline of farmland biodiversity in Europe. However, indicators used for assessing such a potential compensation effect usually only rely on species diversity and abundance while ignoring variations in species-specific vulnerability. The extent to which habitat diversity may reverse the decline of specialist species in Europe to farming systems is thus still unclear. In this study, we investigate whether the effect of non-cropped habitat diversity on farmland birds’ occurrences was dependent on species’ specialization for habitats. In particular, we focused on the relative effects of non-cropped habitat diversity on species’ abilities to persist or to colonize new vacant areas. We used a capture–recapture statistical framework to study the spatial dynamics of 20 farmland bird species in France monitored from 2001 to 2007. We found that non-cropped landscape diversity reduces both the probabilities that a species becomes extinct locally and that a species colonizes new vacant areas, and the occupancy rate. Although this suggests a possible stabilizing effect of the surrounding habitat diversity on species occurrence in farming systems, the occupancy was only weakly affected. Moreover, we found that the most specialist species were the more negatively affected by this landscape diversity in terms of colonization abilities. We argue that accounting for the differences in habitat specialization among farmland species can improve conservation policies dedicated to the management of landscape diversity.