Thanks for your responses! As it turns out I'm going to be away the same time as Maximus' mom so I guess that wouldn't work for having the same person watch Buffy (Also known as: Buffus Maximus!)
I think if a boarding place lets the dogs run around and play that would be a lot less guilt-inducing. I'll check out wagging tails. I especially like the idea of the web cams!
I've also looked at Ritzy Canine Carriage House in midtown. Gorgeous place, nice people but... pricey....