So here is my idea,
We need a way to just create images on JOSM or similar.
We would be able to select a webpage, extract all the images thumbnails) see archive.org post. then we would create points for them with thumbnails in JOSM and be able to drag and drop them.
Using a simple geometry to at least space them out, or a list window.

I would then able able to place them on the street and move the positions.
The photos could be places as POIs on the map. Website would point to the photo.

what do you think?
mike