So, decided to check this out because I have a rule of "if I find it interesting, I'll finish it", and 100%-ed this. Sorry for the rambling, but I like establishing a timeline (or character ages if info is given, but here it wasn't)
Rabbit route it feels like every choice is canon and there were different rabbits. The lighter is the item Timber has if the rabbit runs into the cave (where the body was said to be found in the Black Rabbit route), but the notebook he gave to Plum is the item he has if the rabbit runs up a tree. I'd love it if the rabbit that fell of the cliff was actually still in the lake below, would make Senbei think Timber died if he went ahead with searching the lake for a body.
Witch/human route makes me think there were 2 witches in similar circumstances. Witch epilogue has Timber mention the shower, just for Plum to say it wasn't them and that they just shared smores. Witch route suggests the shower Timber gets is his second one, and Torture Route suggests that shower was his third. The fact Plum wasn't the witch that offered Timber a shower suggests there were at least 2 witches. There's nothing to suggest the Human route to be canon.
Wolf route happens after the Captor and Torture routes, with the Twig ending being the canon one. In the gallery, Twig even mentions other endings to be an alternate version of them, and Timber mentions he met Twig 1-2 months after being captured. Maybe it also happens a year after the Witch route? Plum is the first witch to start trading with them, and they got chicken from trading.
I can't be certain about the exact placement of the Captor and Torture routes other than Timber still being uninjured in the Witch epilogue and it happening a year after the Witch route.
And the Black Rabbit route must've happened a year after the Wolf route, as Twigs already moved into the Glaze, and Timber openly states it has been a year.