A dehumidifier will need a place to dump the water is pulls from the air. That said, there are dehumidifiers with built-in pumps which can push that water up to a discharge point higher-up. In any event, kind in mind that most likely the dehumidifier will need to be accessible because you need to do maintenance on it (e.g., for cleaning air the filter, fans, and purge any algae in the water tank and/or lines) at least a couple of times a year. Will that be practical in your case? I mention the issue of maintenance because this is what I have to do with the dehumidifier in my basement. Perhaps those are non-issues in your case, but I'd double-check.
Personally, I don't like the idea of deep window wells and adding vents as that creates an entry point for humidity. One could turn that idea around, much like what @dsteinhorn mentioned, and have the duct to pull air from the crawlspace through the living area above it. If you do it along a corner or by thickening a short wall and then frame and drywall around it, then it will look just like a feature of the house. That's how the AC air is pushed to the upper story in my house. Ideally, you still need an air intake.
It seems that the crawlspace have foundation walls around it; on some or all sides? Is there a basement? And, if so, a basement wall adjacent to it? If so, that would be a great place for another vent with a fan pushing air to the crawlspace by pulling from the basement.
Without lots of additional pictures and details about what exists and doesn't and general space constraints, it is hard to be more specific.
Personally, I don't like the idea of deep window wells and adding vents as that creates an entry point for humidity. One could turn that idea around, much like what @dsteinhorn mentioned, and have the duct to pull air from the crawlspace through the living area above it. If you do it along a corner or by thickening a short wall and then frame and drywall around it, then it will look just like a feature of the house. That's how the AC air is pushed to the upper story in my house. Ideally, you still need an air intake.
It seems that the crawlspace have foundation walls around it; on some or all sides? Is there a basement? And, if so, a basement wall adjacent to it? If so, that would be a great place for another vent with a fan pushing air to the crawlspace by pulling from the basement.
Without lots of additional pictures and details about what exists and doesn't and general space constraints, it is hard to be more specific.