If you do decide to sleep on the street, there are spots where the sidewalk is hot, they put most of the power lines underground, including the transformers which get hot enough to have you in a t shirt and shorts at -5F.
Do be careful with this. Those underground transformers are often operating between 2,400V and 34,000V on the input side. If a fault develops, there is an extremely rare chance of the power arcing through the area you are resting over. I once read a news article of a dog that became a crispy critter walking down the sidewalk. I did a quick search and was able to pull up a similar article.
More Questions Than Answers After Rescue Dog Electrocuted On Street In Greenpoint, Brooklyn - https://www.cbsnews.com/newyork/news/stray-voltage-kills-rescue-dog-commercial-street-greenpoint-brooklyn/
The dog did walk over a metal plate, and there were exposed wires near the plate, so if you do decide to do this, you are much better off resting over concrete or asphalt or earth than over metal.
I'd recommend vents used for heating/cooling office buildings instead, but do keep in mind that those are metallic as well.
During a fault, the current will take the path with the least overall resistive value. All you need to do is make sure that path isn't through you, and you will be alright.
If you get too close to the transformer, there is such a thing as voltage gradient, and stray electromagnetic fields could energize parts of your body. The longer the portion of your body that is exposed to the EM field, provided that your body is completing a circuit(say, both feet are touching the ground, that is a circuit), the greater the voltage gradient, and the greater the chance to go
zorch. However, the farther you are away from the transformer, the weaker this EM field will be and thus the lower the voltage. The voltage will vary as a square of the distance. Closer to the transformer by half, and the EM field per unit of length increases 4 times. This is also why if you are near a downed overhead power line, it is advisable to take very short steps, keeping your feet as close together as possible, just in case it happens to still be energized.
This is also why substations are fenced off and why the maintenance crews need to wear protective suits to enter them, as an OSHA requirement.
Not trying to scare you, but do be mindful of the risks, however small.
I remember when I was 14. I was with my best friend and this black kid with stunted growth(he looked 8, but was our age, and smoked a LOT of cigarettes) named Taiwan. My friend was an asshole. We were smoking weed, out of Taiwan's pipe, near some railroad tracks and a substation. My friend decided to throw Taiwan's pipe over the fence. Taiwan risked life and limb, climbing over a razor wire fence, and jumping it, entering into the substation floorplan area, to retrieve his pipe. He climbed back over the fence, and we continued to smoke more weed. That could have gone VERY badly.
High voltage electricity is not a plaything to those who are unaware of its dangers.