I mean, I'm sure its happened but it's super rare, even more so than with a "regular" reservation (non-
DVC).
For DVC you really should book the category you want/are okay with. We've rented points four times and have never been upgraded (studios all the time).
- Saratoga Springs we were actually "downgraded," although not really. We checked in and were given an AMAZING room that overlooked DTD and was such a quick walk. We got to the room, and it was FILTHY and GROSS. And not just like, oh housekeeping did a horrible job. They did NO job. It had yet to be made up from the previous guest. And that guest TRASHED IT. They still said we could have the room, but honestly, it grossed us out so much we declined. I thought MAYBE because of their error (okay, it's TRAUMATIC seeing someone else's uncleaned room) they would do something, but they didn't. I didn't ask, because I didn't expect it, but of course it would've been a nice touch for their accident. I AM SCARRED!
- At BWV, we booked the Boardwalk View, because it's what we wanted (and it was WORTH IT). Whatever extra it costs, do it. No, you're not in your room a lot, but seeing that GORGEOUS vista every morning, watching the street performers and hustle and bustle at night, the fireworks, etc, from our PJS on the balcony - SO WORTH IT, and I mean WORTH IT.
- At GFV we booked what they had, which ended up being a lake view, and honestly to this day I don't even know what they offer, it's all that was available because at the time it was so new. We viewed the lake, so I'm assuming there was no upgrade. Although, we did have a great view of Space Mountain and the water pageant, so that was AWESOME!
- At AKL-Jambo I THOUGHT we got upgraded for the first time EVER! We booked standard because I didn't care about view and we had a savannah view (looking back now, I would never book standard there again unless you luck out like we did). I mean, it was a full out savannah view. Zebra's and giraffes RIGHT THERE. Then I remembered reading on Dis about the re-classified rooms, which this must have been. It was PERFECT! Still, for a second I was like, oooooh upgrade!!!
So yeah, overall, book what you'd be happy with and know that there's a 99.999999999% chance you won't be upgraded. Kind of a bummer, I know, it's always so fun to get the unexpected!