I have never enjoyed leaving my dogs over the years....for vacation or whatever.
The first few times we tried the "Hound hotel" gigs....they all sucked...when we returned it was easy to see our pooch was stressed out. Then we became lucky and found this lady who lived close and took care of the dog pretty much one on one...When we would come back after leaving her with this lady, it was like our dog never missed a beat...happy of course to see us and all but none of this other behavior like previous.
This lady also would send texts and pics to my wife at least 2-4 times a day showing our girl enjoying herself. It's a nice touch.
You mentioned leaving him overnight twice before and he did fine, so I'm betting he will do the same.
I believe you will know how all went regardless of any human reports....your dog will let you know.