I am leaving Gizmo for three days later this month. I have a dog sitter who will watch him at her house who was recommended to me by my groomer. I took Gizmo over to meet her two weeks ago and he liked her and her yard. Yesterday I took him over to house and left him for six hours. She said he cried and walked around the house looking for me for about 10mins which is what he does when I leave him with my boyfriend at my place. He wouldn't play with her at first and then he was fine. She even sent me a video of him playing. Next Saturday I will take him to her house and he will spend his first night away from me. If all goes well then he will stay the following weekend. I figured this would be the easiest way to help him (and me) adjust to being away from me. I took and will take his blanket, crate, three of his toys and his bowls so he had familiar things with him. I am going to add one of my shirts that was suggested in this thread. Hopefully all goes well!