There must be thousands of MacGregor owners out there with furlers on their trailerable boats and they all do it with ease, including myself. Google MacGregor 26 and you should find a few blogs. Try this one.
MacGregorSailors.com • Index page
You can bungie the furler to the mast easy enough for trailering or use a length of PVC extrusion to cradle the section of furler that extends off the bow with mast down. It is not all that difficult really.