I have the same objective as you bows, so I’m taking notes on this thread too.
Right now, I have two varieties I swear by. The first is the Ida Red, which drops a steady supply of apples from mid-October to mid-November, after which the drop rate slows, but will still hold a good supply going through much of December. As a bonus, this Ida Red started producing much sooner than some other varieties I planted the same year - 3 to 4 yrs. (standard rootstock). The other proven winner in my book is the Arkansas Black. It drops steady through October and most of November. For whatever reason, the deer seem to check this tree first for drops. All the blacks have dropped by the third week of November. Both these trees get zero coddling and both do fine, although the Ida Red is by far the better eater for human consumption.
I have high hopes for two other varieties I added last year, a Florina and a Wikson crab. My understanding is the Florina is a vigorous tree that bears early and heavy, ripens in October, but hangs late. Similarly, the Wikson is vigorous, bears heavy crops annually and also bears early. These were planted last year, so only time will tell if they live up to their billings.