Should I feed the coax to the ground then feed it back up the house into my room or just feed it to my rAdio so the coax is horizontal to the ground.
If the horizontal option places the feedline in parallel with one of the dipole elements, then let it droop down a bit so the feedline leaves the feedpoint perpendicular to the elements, and away from the near element. It wouldn't have to go all the way to the ground. Using a choke balun or two wouldn't hurt.
Which will give me best performance WITHOUT a tuner
The one that gets the coax away from the dipole, and the dipole away from the house. By far the house proximity is going to be most detrimental to performance.