hi jen,
i started leaving my son with a childminder for that very reason. i was fortunate enough to have watched this childminder at work (so to speak) at the local mother and toddler group. and i had known her personally for years as my eldest was friends with her eldest. my son was also a little older. my worry was he is only going to be 3 and 3 months when he goes to nursery, and i didnt want him upset when leaving me. same situation as you in as much he was b/f, coslept (still comes into my bed at 6 am) and wouldnt stay with his dad.
going to the childminder has done wonders for him. on the first visit, she texted me 3 times to say yes he'd been crying, but she managed to distract him with toys etc, but hecried for me on and off throughout the session. (3 hours). the next week i received a text saying he cried for 5 mins, then only asked for me. by about the 5th session, i could say bye to him and he'd be fine. there was a stage when he cried and tantrummed when i returned cos he didnt want to leave stella! we worked out he didnt likw leaving before the other 2 children, so we extended his time by 15 mins so all the mums arrive together.
all i can suggest is you find someone whom you trust and like. if you wouldnt want to spend time with this woman, why would your kids.
originally, my child was to stay with her until he got over his clingy issues, but ive seen how his confidence has grown as a person and now he has been going for nearly a year. she has taught him his colours (he had issues with colours, wasnt interested) numbers, shape sorted, playdough, cutting skills (cutting playdough up) colouring, all sorts really.
and i love my 'me time' just paying bills without having to take a buggy, or unstrap him from carseat and have the ensuing tantrum when trying to get him back in the car. bliss!
i know youre worried, and it may take time, but she will settle. she will be absolutely fine
wishing you all the luck in the world
jade
xxxx