Pioneertown is split up by many different private parties.
Say you wanted to film by the Motel and Pappy & Harriet's. You would then want to contact both the Motel and Pappy & Harriet's to confirm a proper date, time, etc.
The entire north half of Mane Street proper, which includes everything on Mane Street from the Film Museum to the Empty Cement Slab across from the Red Dog Saloon, is owned and operated by one party.
If you are interested in filming on Mane Street, in the heart of Pioneertown, you'll want to contact Christy or Cody at (760)365-7580 to discuss permitting.