On the new place with the pole, I would call the landowner first and get permission to have the electricity.
call the electric provider - they will tell you how to proceed
Once you have called and opened an account in your name, the electric company will provide you electricity to the meter, you're responsible for anything past that.
I went through this process it was easy. I was also fortunate that there was an extra pole and additional wire so I was able to place a pole and outlet where I wanted my trailer and have a great neighbor who did all of the skilled work for me.
Good luck on your new place, sounds like a nice setup