Preheat the Oven:

1. Preheat your oven to 350°F (175°C).

Prepare the Cherry Filling:

1. In a medium bowl, combine cherries, 3/4 cup sugar, cornstarch, lemon juice, and vanilla extract.
2. Toss to coat the cherries evenly and set aside.

Make the Cobbler Topping:

1. In a separate bowl, whisk together flour, 1/2 cup sugar, baking powder, salt, and cinnamon (if using).
2. Add cubed butter and use a pastry cutter or fork to mix until the mixture resembles coarse crumbs.
3. Pour in milk and stir until just combined. Be careful not to overmix.

Assemble the Cobbler:

1. Pour the cherry mixture into a greased 9-inch baking dish.
2. Drop spoonfuls of the cobbler batter on top of the cherries, covering as much of the surface as possible.

Bake:

1. Bake in the preheated oven for 40-45 minutes, or until the topping is golden brown and the cherries are bubbling.

Serve:

1. Let the cobbler cool for 10 minutes before serving. Serve warm with vanilla ice cream or whipped cream for extra indulgence.