I worked with someone that had some Great Aunt or whatever that did this. The lady just didn't like planes, so she would travel like this. Basically, you get all the amenities of an RV, water tank fill up, power hook up, plus you can walk up to the admittedly gross food car. She said it looked like an RV apartment combo, and that the Aunt was old money, so the Mr. Monopoly vibe is accurate.
But I've also heard of private groups pooling together to buy an old passenger car and keeping it maintained and up to whatever the current Amtrak requirements are so that they can do this regularly. Alternatively there's several private companies who you can rent and charter a car or several with if you don't want to commit long term to owning a railcar. I've specifically seen this one on private charter before for some model railroad events: https://261.com/cedar-rapids/
There were articles about people who make a lifestyle of this. Though the practice is apparently under pressure, as allowing random people to attach private carriages to your trains does complicate operating a railway.
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