When I used to keep dogs, I never had one that seemed homesick for it's owner for more than one day. Most of them looked sad until the owner was out of sight. The dogs always had a human with them, and seemed to thrive in a new, exciting environment. I even used to let the owners have free practice stays so that their dog (and the humans) would be more comfortable when it was time for their longer vacation. The dogs were much more comfortable than they would have been if they had been left alone in a hotel room. Also, some states have laws against leaving your dog alone in a hotel room. When we were bringing our pups home (cross country), we also had our two service dogs. One horrible night there was a Yorkie in the next room that barked all night long. At about three in the morning, my daughter was ready to go get the Yorkie to have it spend the night with our four, very silent (and annoyed) dogs. There were a lot of disgusted doggy sighs coming from our dogs that night.