Thanks to your advice, I've decided that outland is the way to go. I haven't applied yet for an extension to the Visitor Record which expires January 10. We haven't sent the PR application yet, either, but I'd like to do that by Monday.
We did go to Pennsylvania last weekend and returned Tuesday morning just after midnight. The border checkpoint was completely deserted except for one officer in a booth. There were no other cars going through. Despite the fact that the CBSA officer didn't appear to have anything else to do, he didn't ask many questions. He asked where we lived and where we'd been and what we were bringing back (specifically if we had firearms). He unfolded and folded the Visitor Record in the passport twice and asked if we both live in Gatineau, then he sent us on our way.
It occurred to be that this ought to be considered a new visit to Canada, starting last Tuesday, and since there were no stamps put in the passport, shouldn't it be implied that he has 6 months for this visit or does the expiry of the VR take precedence over that? I'm wondering if I have to request an extension right away or if I can wait until closer to June. Does anyone have experience with that?