For bears in the forest area just outside the entrance to the homestead. Around the river with a small waterfall you can find bears that respawn. I've gotten about 30 in 20 minutes of running around that general area.
Alternately, there are nine metric craploads of bears over in the far West, at the same area where the Man-Eater is found for the Hunting Society quest. It's on the West edge of the zone, between 1/3 and halfway up from the bottom as I recall. Fastest way to find it is to head West from Monmouth, then North up the edge. They congregate around a large waterfall there.