We keep going back and forth on buying a vacation rental condo that we can rent out on airbnb when we're overseas but can use during summers while in the US. We will likely make the jump after next school year. Just a question of where. We've thought about in a major city like Seattle or Portland but then you start running into issues with being allowed to airbnb properties along with being much more expensive. More likely options due to most condos we've looked at online already being short term rentals are in places like Kissimmee, FL, Gatlinburg, TN, Park City, UT, or Myrtle Beach, SC.
Obviously condos don't appreciate in value the same way a house does, but we wouldn't have to worry about yard work, roofing, and, if you used a rental agency, dealing with renting it out/cleaning. Just not quite ready to make the dive.