As users and developers have started to put the Internet of Things to good use, the approach of documenting applications has not evolved to handle the created complexity. As items, devices and systems become more customizable and adapted to their users, their documentation still lags behind. In particular, documentation covering the contextual behaviour and specific configuration of artifacts is needed. We design a system that leverages semantic web technologies to create smart documentation on

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... the basis of model based system descriptions and heterogeneous data sources, which are needed to create valuable and up-to-date documentation. Based on two scenarios we show the benefits for both the development cycle and the user experience of Web of Things applications. The paper presents a mashup of Internet of Things, model driven development, semantic web and HTML5 MVC technologies for generating context-sensitive documentation.