Won’t give up his bottle

Luckily our girl sleeps in her own bed (we’ve got a 5 month old now too), but she takes bottles for bed time and naps and honestly I haven’t even tried to wean that off because she begs for it at bedtime. We only do bottles at bed though and make sure to change to a different type of cup (like a sippy or open or with a straw) at meals or during the day to differentiate. Getting her a toddler bed honestly really helped her with staying in her room though! If it’s low enough they can get up and play at night and then get back to sleep when they’re ready which helps minimize the crying

Does he need it to fall asleep or just as a habit before bed time? The main concern is cavities so what I do is give him the bottle and then brush his teeth. Mine doesn't need it as comfort to fall asleep but if yours does you could try swapping it for an empty one he can suck on till he is ready to transition off it. That's what we did till he stopped needing for sleeping but he still needs it before bed time. The other concern is oral shape development but I think your sanity is more important right now. As far as sleeping, ours also sleeps in my bed (regression) sometimes I sleep in my son's room to get some time away from him

Is there a specific reason why you want him to stop the bottle? Yes, the doctor in the US suggest it after 1yrs old but he is still small and in a transition with new baby coming. If it is about the “potential cavities” you may want to ask yourself if it worth the fights right now or can you wait a few more months and try again later. In my country we don’t take the bottle away this little and nothing happens 😋.

I have no tips for the bottle my lo took to solids and didn't look back. But I'm going through the same thing with the bed and my second one is already here and will be 2 months on the 16th. What we did at first was we had his crib turned to a toddler bed and kept it in our room and we allow him to co sleep for naps but at bedtime he was in his bed. He would cry but I think still being able to see me help and if he woke in the middle of the night he would just climb in our bed. We just recently moved his bed to his own room and I sit with him until he falls asleep and then again in the middle of the night if he awakes he'll cry until one of us come sit with him or he'll get up and come to our room and climb in the bed.

I think it'll help if you have the space for your lo bed to be in your bedroom so they can see you and not feel alone once they get use to being in there bed more then move there bed to their room.

Your not alone our little ones are in a state of transitioning.

Ps for the bottle have you tried the dr.brown transition bottle I did have my son use that before moving him to his sippy cups and then the "cup rim" no spill cups.