Hi, I am the same way, there is NO way I am leaving mine behind with anybody when I go on vacation, the only person I would consider would be his breeder but that would only be an emergency case, such as my husband and me had to be in the hospital at the same time...I would never relax with my pups several hours away.
My husband and I along with the two pups left right after Christmas and went away for the week and had a blast! We went to Asheville, NC, stayed in pet friendly hotel and ate at pet friendly restaurants. I have their stroller and that is an invaluable investment for us. Just about everywhere we went they strolled with us
I have their car seat and they are comfy in that traveling. We toured historical sites, went in antique stores, shopping, etc. I am not a hiker, stuff like that is just not my thing. We had wanted to rent a cabin however with it being the week of New Years there was none available. Do make sure you child proof the hotel room with light cords and the Heat/AC cords as they are always exposed in ANY room I have stayed in.
My experience is if they are in a stroller I can basically get them in about anywhere. I do not ask stores and malls if they are pet friendly, I have only been asked to take them out of one place. Everybody is typically very receptive to them in the stroller, I mean who can resist a cute Yorkie and poodle strolling
Below is a picture of them at the Biltmore House in Asheville...go and have a blast with BuddyBear!