We have an older rescue cat that belonged to my father. We don't think his early life was very pleasant and it took him along time to trust Dad, and then my husband and I. Anyway, we've had him 2 years now, he's about 12/13 and try to ensure he has everything he needs. He can be a little unpredictable though, so we're careful how we stroke him, not for too long otherwise the claws come out. So it's a case of watching the body language and just cuddling him until he's had enough.
To the point then... we're going away for a week in September and have our cat sitter coming in twice a day to feed him etc. so that he is able to stay in his home and we think, be more comfortable. However next year we need to be away for 2 weeks and I'm concerned that being alone for 2 weeks is not going to be good for him. I know the sitter will do all she can, but between visits, I think he'll be lonely. I know all he did last time we went away for 6 days was sleep and eat. But for 2 weeks, I'm seriously considering someone living in, or we put him in a cattery. With the cattery though, I'm concerned he'll be all claws if anyone tries to handle him - he's not a picky up cat, except by me when it's time to go to the vets, and I don't want them saying, oh he was a very difficult cat - it's not his fault.
If we just have a sitter coming in twice a day, he's going to be stuck in the same 4 walls for 2 weeks. I'd be climbing the walls if it was me, so same for him especially as he loves going out. And no, we don't have the set up to have cat flaps, unfortunately so that's a non-starter.
I don't want to spook or upset him, but we also need to be away and wondering, with his personality, what would suit him mostly. Any ideas?