Cycling-based mobility services or 'Cycling as a Service' (CaaS) have recently expanded in number and scale in the Netherlands. In contrast to the contexts of most other CaaS studies to date, cycling has a high modal share and strong institutions in the Dutch context. However, these supportive features have not translated into straightforward success for CaaS providers. Instead, responses to CaaS providers have varied widely, from tolerance to opposition. In this study we employ a combined business model and transition perspective to investigate this variation and its implications for CaaS in Dutch urban mobility systems. We present value propositions derived from business models, and integrate these into Hoogma's fit-and-stretch strategy framework for emerging niches. This enables a comparison between technology design and value propositions, and an analysis of the CaaS niche's transitions potential. Our findings clarify the strategies used by niche actors to enter and operate within established cycling regimes.