Citizen science has been proposed as one way of engaging local stakeholders in landscape stewardship. In this chapter we analyse the success and challenges of three citizen science schemes that stand out from the majority, because they involve natural resource users directly in monitoring attributes central to their livelihoods (Greenland and Finland) or because of the role of digital technology in facilitating the citizen science activities (Faroe Islands). We describe and explain the activities and outcomes for each of the three schemes, and we present a cross-cutting analysis of the benefits and challenges of such approaches for engaging local stakeholders in landscape stewardship. Our findings suggest that citizen science approaches that involve community members not only in data collection but also in the design of the monitoring and in the interpretation and use of the results for decision-making can be an effective way of facilitating landscape stewardship approaches in the ’real-world’. We suggest that landscape stewardship should include the involvement of citizens in actual monitoring of what is going on. The tools for citizen science, both digital and analogue, however need further development, refinement, and testing to incorporate integration of local and traditional knowledge into national monitoring systems.