In reply to BeerBuddha: we got given a vamoose, although I have to say I've never used the sunshade, or the raincover, although do take her out in the drizzle: its a bit of a faff to put on, and hard to stow away. If its raining 'that' hard then its likely she'll get too cold.
It has got enough room for a weekends stuff for the nipper and me, and is dead comfy, with a massive hipbelt. I still use it a bit at 2 1/2, although she's getting a bit heavy and its hard to keep balance as easily with her flinging her weight about.
Also had a baby bjorn front carrier thing that she went in more or less from birth, and was loads better when she was little, up to maybe 8 or ten months, you can wear a proper pack as well, and she'll stay warmer, although it can make you hot. I'd definitely look at getting one of those for the earlier months, you can get them cheap secondhand, and move up to a rucksack when the baby's a bit bigger.
I used to take R out for an hour or two's walk, but any longer may be pushing it for her sake, they lose heat quickly and while you're sweating buckets, they can go blue. Ideas of 'long days in the hills' soon vanished and turned into shorter sessions. Get whatever one fits you both best and that you can afford, and hope your baby likes using it, because some don't! It ain't up to you any more