Physical and mental well-being are linked to exposure to ecosystems perceived as aesthetically pleasing. However, the perceived aesthetic value is shaped by both ecosystem features and observer characteristics. This study explores the relationships between these two influential factors, and perceptions across three Canadian urban greenspace types: natural vegetation remnants (forest stands, marshes and peatlands), city parks, and vacant lots. We administered an online photo-questionnaire, completed by 514 respondents, who assessed the beauty of 45 greenspaces on a five-point Likert scale. Respondents were university students and staff, members of the general public, and specialists in ecosystem services. They also answered questions on socio-demographic factors, pro-environmental attitudes, nature-related travel habits, and ecological knowledge. We calculated five variables from each greenspace photo: vegetation structural complexity, visual complexity, percentage of green pixels, percentage of canopy cover, and presence/absence of artificial structures. On average, natural vegetation remnants and city parks were preferred over vacant lots. Among natural remnants, forests were preferred over semi-open peatlands. Different ecosystem features were associated with perceived beauty across the three greenspace types. For natural remnants and city parks, visual complexity was positively related to appreciation scores, whereas for vacant lots, the presence of artificial structures was associated with lower appreciation scores. Respondents who self-identified as environmental defenders, had greater knowledge of flora, and travelled to observe fauna gave higher appreciation scores to vacant lots compared to other respondents. Younger respondents, and those who engaged in frequent nature-related travelling attributed higher scores to natural remnants. We conclude that aesthetic preferences for natural vegetation remnants, city parks, and vacant lots are influenced by a complex interplay of ecosystem features and observer characteristics. Understanding these intricate relationships can guide the management of vacant lots and promote more inclusive engagement with greenspaces, by considering the varying preferences of diverse segments of the population.