D.D.
I'm also a single mom...i could tell you were one too when i first started reading your post..ok..1st to get him off the bottle..you have to get very busy with him....spend a whole week always out and about..do not bring a bottle..just bring sippy cups..my son only liked the take and toss ones ..u can get them at Target..only have those available..soon he will forget about the bottle..u can jam up the nipple on the bottle if he still wants it or put a super slow flow nipple so its hard to get milk out..and also u can put some bad tasting stuff on the nipple..but i just one day took all the bottles and threw them out..
i also did CIO ..i remember just before my son turned 3..sleeping became horrible...he was going to bed later and waking at like 5am..so i put a lock on his door for a week..and did CIO in the mornings..not supposed to do that but i didn't know what else to do..
BUT...i was also having a problem..i would lie awake all night worried about him every night..wondering if he was ok in there..or if he was safe enough...we live in a house and his room was on the other side of the house..SO...now he is 4 and for the past like 8 months or so he sleeps with me..
i moved my bedroom into his..b/c it used to be mine anyway...and he sleeps with me..now he sleeps better than ever and so do i..i put a big long body pillow between us so he can't kick me ....he sleeps WAY more..today believe it or not he slept in til noon..i have black out curtains on the windows..i let him stay up til 10:30 or 11pm...and he sleeps in late..usually he goes to bed closer to 11 and wakes around 9:30 but we've both been under the weather...a bit flu-ish...so he has been sleeping in later..
he goes to his dad's a couple times a week..i'm not dating right now..and i know it might be tough if i do meet someone but then i have a 3.5 bedroom house...my son is 4..why don't u just let him sleep with you? i don't think its a big deal..he wants to be near u..i was like that as a child..
i would make my parents lay on the floor of my room til i fell asleep...i remember going in their room and sleeping on the floor b/c they had twin beds..(1960's) sometimes i let my son fall asleep on the couch at night and then i carry him off to bed..he went from being a light sleeper to now a deep sleeper..i think b/c he feels more secure now.
good luck
xo