A month ago we moved Clara from the hammock to the cot; we started with putting her in there for day sleeps and then night sleeps. We had a few nights where it was hard to get her off to sleep, but like you we needed to wean her off the rocking to sleep anyway... when we did it was such a relief! And actually the transition was easier than I thought - she never woke in the night as a result of being in the cot, and after a few days she grew to really love stretching out in the cot... we had to put her back in the hammock, cos we had guests staying in her room, and she was not happy!
Re: rocking the cot, we found that patting her bottom, or front, was just as soothing (except once when we had a few horror nights after her jabs and resorted to the hammock to get her off to sleep). Oh, and she has reflux too; raising the end of the cot wasn't as effective as the hammock at keeping the milk down but it helped a lot.
On the subject of wrapping, we went cold turkey (well, into a sleeping bag) at about 3 months and had no problems.
Clara is a real kicker too and loves playing with her hands but it's part of her self-settling - she plays with her cuddly, a rabbit soft toy (folds the ribbon ears around, under her nose) and, combined with the kicking and talking, sends herself off to sleep... so I wouldn't worry too much about leaving his hands free.
And, for the record, the transition was a piece of cake, and Jackson's sleeping only improved after being put in the cot. Improved further once he was allowed to be unswaddled, and improved again once he was out of his safety sleep. Guess my boy just wanted to be freeee!
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