DD has had sleepovers at my mum and dad's since she was 6 months old.
I think it's important to only leave your LO with someone you trust explicitly and someone that will follow your instructions.
Both of mine were about 11 mths old when they started to take a milk bottle sometimes, although both were breastfed past that, and the sleepover was at my mums where they were very familiar with from being there for day sleeps etc. when i was working. DD had her first sleepover at MILs a few months ago but they are an hour and a half away. As for sleep-overs - I don't even want to think about it yet! Especially if it is a friend at school and you aren't that familiar with the family/friends who go there. Going to be tricky I think!
2years, 6 months, 1 week - and that was a "mum, we'll give it a try, but if she doesn't settle for you, we're picking her up on the way home" gig.
i think the fact we still BF did influence the decisions we made in regard to sleep overs (ANY time apart really) - we have a bedtime/night time routine that works for us, and i wasn't keen on messing that up. she didn't settle well for Granma, but she was asleep before we could have gotten back anyway. and then only stirred once for cuddles, which she accepted from Granma, so we were ok.
i think you need to be comfortable with the people you are leaving your LO with, comfy with how your LO will cope, and comfy with how YOU will cope. our sleep over was only earlier this month - had been planned since May as a friend bought us concert tickets. Initially we were going to do a "trial" sleep over or two before we went, but every time i thought about it, i realised that if DD didn't settle well, i would end up NOT going to the concert. so i went with my gut and held out until that night and left her. very much about my own anxiety issues, but it was what we had to do so that it worked for all of us
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