I have a Henry 30-30 and a 44 Mag. I don't use either one very often, but they are both a hell of a lot of fun.
As to which one to get: Depends on what you want to use it for. The 30-30 has more reach but the 44 Mag comes with the thunder when it eventually gets there. I've shot deer with the 30-30 and I'd say with the open sights it's good out to 200 yds, give or take. That's with me on the trigger; your mileage may vary.
I was surprised at how small the 44 mag is (my dad bought both guns for me while I was on deployment). It's a short little gun that would make a terrific home defense weapon. I'm so terrible with a pistol that something like this is right up my alley.
I'm right handed but, shoot left. So, lever actions have always appealed to me since cycling a bolt action can get awkward on a lefty gun when you aren't left handed. There are several downsides to lever actions, though. Safety is the biggest downside, in my opinion. I've cooked off a round in my Browning BLR because my glove slipped on the hammer. The other downside is the fact that if you are sighting them in on a bench, you have to take it off your rest everytime you need to cycle a round.