Landscape simplification is a worldwide phenomenon that impacts biodiversity in agricultural landscapes. Humans benefit greatly from nature’s contributions to people in both material and immaterial ways, yet landscape simplification can undermine these contributions. Landscape simplification can have negative consequences, for example, for human–nature connectedness and other relational values. Major and rapid land-use change, together with a declining appreciation of nature by individuals and societies, in turn, could cause a downward spiral of disconnections. Our empirical research combined a comprehensive assessment of five dimensions of human–nature connectedness with the lens of relational values to assess how these are influenced by landscape simplification. Focusing on two rural landscapes with differing agricultural development in Lower Saxony (Germany), we conducted 34 problem-centred interviews. We found that landscape simplification, especially if rapid, negatively influenced human–nature connectedness and particular relational values such as social relations, social cohesion or cultural identity. We postulate that human–nature connectedness might have a balancing influence on preserving relational values, buffering negative impacts of landscape simplification. Losing connections to nature could potentially foster conflicts among actors with different values. We conclude that combining the notions of human–nature connectedness and relational values can generate valuable insights and may help to uncover new ways to foster sustainability.