Another vote for the 7pmish rule. DS has naturally fallen into pattern of wanting 7pm as bedtime. I tried pushing it to 8pm hoping he would wake later for feed but actually stuffed the whole night up and he was even worse.
I would also agree with not staying up more than 2hrs during the day - they do get overtired and then even harder to get to sleep. I made the mistake of thinking DS looked very "alert" a lot of the time and hence didn't push trying to get him to sleep.
NOw I realise that "alert" babies are often waaaaay overtired (buzzing in fact). Makes it 100x harder to get them to sleep.
We have a lullaby CD on repeat play all night. Not sure if it helps but at least nice for me to listen to!
Final suggestion - would you consider getting mattress to put on floor in his or your room. Then you could ly down with him to get him off to sleep and just get up once he is off. That way, no moving him to anothe bed. We were about to start doing this just to get my DS out of our bed but he has taken to the cot so no need.