Less stressful than a traditional move?
Mad as a box of frogs!
If you've got time, then yes, it probably is less stressful that trying to get everything in one van in one go. I've moved a couple of times using a bike and trailer, although both times I also had car assistance for a couple of larger items of furniture. Last time, I had a whole month of overlap between one rental starting and the other ending, so I was able to do it over several days, a few boxes at a time. Breaking it down means you don't spend a whole day carting boxes up and down stairs, and you have a chance to put stuff in the right place before the next lot arrives.
For moving over to NT's I'll try and do the small stuff over the space of months, bringing odds and ends when ever I come over, sending larger stuff in his car when he does the trips to mine. I probably live day to day on a very small proportion of my possessions, so it should be possible to end up with one trailer load for the Final Move. Hopefully, it'll also be a good chance to have a clearout.