S.,
I love the part about you crying too - isn't it hard? :) That being said, if you want your little Addison to learn to go to sleep on her own, there's no better time to start than now. Otherwise, you may end up with a 5 year old needing you to lay down with her every night (it's not uncommon). If that's fine with you, so be it. If not, then why not try a gradual exit from her bedtime/falling asleep routine? I know crying it out can be rough, and when they're 2, they're going to cry it out for much longer (and with much sadder and more dramatic cries) than when they're 6 months. But maybe if you follow a sort of "Ferber" method, you could work your way out of the room before she falls asleep, and she'll learn to soothe herself to sleep. For instance, go through your normal bedtime routine (sounds great by the way), rock with her in the rocking chair as normal, then put her down in her crib while she's awake. Kiss her and say "night night," then leave the room. Set your kitchen timer for 10 minutes. This is necessary, as you seem to have heartstrings attached to your wailing daughter. MAKE yourself wait the 10 minutes (it will seem like a lifetime). If she's still crying (which she probably will be) go back in, lay her back down (don't take her out of the crib - that's what she wants), give her a kiss, say "night night" and leave the room. Repeat procedure, this time putting a little more time on the timer (say 12 or 15 minutes). Keep repeating until either you have completely lost it or she has finally given in. The thing with this, S., is that you really have to give this whole method a go for about a week to start seeing results. It's all about consistency with kids, as I'm sure you know, and your Addison needs to know you mean business over the course of several days.
I know you said you don't want to "cry it out" and I totally understand that, but I'm telling you, her sleep issues WILL get worse before they get better on their own. However, know that you will most likely NOT have a 13 year old needing you to sleep on the floor with her! If you can keep that up for several more years now, then I'm sure she'll be happy! :)
Best of luck S.,
Amy K
p.s. How does she do with naptime? If she's in day care at the time, ask them how they're doing it!