For us - after dinner we do baths, get in pyjamas, have a bit of quite time (like reading or having a cuddle while watching tv), then toilet/nappy (i do the same routine for both DS1 - 3yo and DS2 - 16mo), clean teeth. Then I put DS1 into his room and tell him to pick a book and start reading (well looking at the pictures) while I give DS2 a BF - where he'll usually fall asleep (or get very sleepy) and he goes off to sleep holding his teddy bear. I then go back to DS1 and lay with him and read the book and these days I can walk out and he'll usually go off to sleep - but I use to have to lay with him til he dozed off and then I'd sneak out.
I know your DS doesn't have his own room - but I've done this type of routine even when we've been away for about a week and all piled into the same room (DS2 was 11months at the time too) and occassionally we've (well most of the time it is just me putting them both to bed due to my DH's working hours) had them in our bed and it usually works that they'll all be in bed by 8-8.30pm at the latest.
Sorry if this doesn't help - but just thought I'd share what we do in case it could help you. I hope you can find something that works for you - I know how hard it is to function on limited sleep (and work too - argh!!! ).
NOt sure if this will help but my DD1 went from good sleeper (maybe 1or 2 at the most wakeups a night) to waking every 2 hours or so and taking forever to get back to sleep.
In the end we dropped her morning nap and spread the other 2 out further and made them shorter in length so now she has a half hour -40 min nap twice a day. If she woke for a bottle at night I would give her one in the cot and get her back to sleep in the cot. 2 weeks later she dropped the bottle feeds all together and is now on full solids. She also cut 2 teeth not long after this.
Maybe your son is at the beginning of some changes and is unsettling for this reason? I think staying firm and 'sticking to your guns' alittle is all you can do..persist and hopefully it will change soon
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