I'll be one of many following this inspirational Thread religiously. I'll be dogged if we weren't heading into our lil local Town today and, going the other direction, was a very nice RR-style Trailer built up on a CT Chassis! Unreal, how timely this was. It was a nice, dark brown, and had the details of a very old City Streetcar: a full-length section running the top of the Roof, and closed sides, of course.
On acreage out across us on another Mesa-top, someone moved in a bright red Caboose and tricked it as their Cabin. Unlimited views to die for.
For my A-R sensibilities, the trick would be to not just 'infer' a Caboose, but really create one - like the yellow Model above - right down to the 'nth' degree. Elevated Window Trim gives some 'relief' [vs. other, non-authentic Trim], and so on.
A really detailed, clear pic of a Model - or a real Caboose - could be put through a Video Projector and put up on a smooth Wall in order to measure out and copy detail in that much-larger image. 'Old School' types could use a Slide pic and a Slide Projector. A Model and Calipers/precise Ruler would achieve the same thing, but larger scaling is sometimes easier to work with...