I didn't find buying a house too difficult......once I'd got a stable job in the UK public sector. The gov is about to change it, but while I was paying the mortgage I couldn't be fired as long as I stuck pretty well to the rules. I think I'd have felt constantly anxious if the job had been an insecure one like they're all becoming. A regular, guaranteed salary is a wonderful thing even if it's not a very big one.
It was scary finding a house to buy. I didn't like paying out for surveys when I wasn't sure if I would be able to buy. If a couple of deals fall through, it gets quite expensive. But I enjoyed making offers and seeing how it turned out. Some of the vendors can be slow in exchanging contracts - had to move into my current house over Xmas because of the delays. And I'd hate to be in a chain where I had to sell my house as well. I've never sold a house and wouldn't like people coming to take a look. And my idea of acceptable decoration probably wouldn't impress the buyers.
The mortgage wasn't huge, in fact it was about the same as a lot of people pay in rent, and in spite of paying the ripoff interest rates, I always felt that at least the money was getting me closer to real ownership (I don't feel I own a thing if the money that bought it belongs to somebody else). It's great when it's paid off and you can live rent free, but I live in fear of maintenance bills - roof jobs, chimney jobs, repointing, fixing rotting wondow frames, central heating repairs, rewiring etc. Problem is I don't trust the tradesmen to be honest about what really needs doing, so I tend to leave it and just hope nothing goes wrong.
Overall, home ownership suits me best. It feels like it's really my home, not somebody else's who could want to remove me or tell me what colour my door should be, or sue me for damaging their house if I should leave (landlords are a notorious pain in the butt with deposits). But I can see the advantage of renting if you want to feel free to move somewhere else. It's much simpler if you're renting.
The value of the house has gone up quite nicely, so in theory when I'm getting old I could sell it and use the capital to rent a nice place somewhere, confident in the knowledge that I'll die of old age before the capital runs out, but it doesn't seem like a good plan, and I guess as long as you only own one house, the capital appreciation can't be properly realised, apart from the rent free angle.