I would opt for AutoMapper, an open source and free mapping library which allows to map one type into another, based on conventions (i.e. map public properties with the same names and same/derived/convertible types, along with many other smart ones). Very easy to use, will let you achieve something like this:
Model model = Mapper.Map<Model>(dto);
Not sure about your specific requirements, but AutoMapper also supports custom value resolvers, which should help you writing a single, generic implementation of your particular mapper.