I would much rather have someone come into my house than boarding, to be honest. Jackson would not do good in that environment. First and foremost, I'd bring him with me if I could (Disney is becoming more pet friendly. My dad brings his 2 dogs but they stay in the 'camping' resort), but I know each theme park has a dog boarding place, where they stay for the day and then you get them back whenever you want them back.
But I think MY separation anxiety is much worse than his
LOL. Though he is always SUPER excited when I get back. My dad said he sits in the window every day waiting for me.