we rented a handful of blocks from our former home for 10 months while we decided where we were going to move to (had not settled on which state-just knew we wanted to get out of California). the cost for renting a house shocked us b/c we had'nt been renters since the 90's but it was less expensive to rent a house w/a 3 car garage to put most of our belongings in vs. renting an apartment AND multiple storage units (side benefit-if most of your non day to day stuff is packed away for 10 months you learn which stuff you really don't need to hang on to so purging is much easier

).
I don't personally know too many of my 'boomer' peers that own multiple homes with a couple of exceptions (and in those cases they've mostly sold off whatever they did not consider their primary)-
-they too decided to move out of state to a lower cost state (ideally absent a state income tax) and it was during a point in time when prices were VERY LOW so they gambled on holding on to their existing home and renting it till the market rebounded, most I know doing this sold when prices improved.
-they inherited in whole or part a parent's home and use it an income source (paid in full, not in good enough condition to make a huge profit but suffices as a rental in a strong rental market),
or (and this really came into being during the housing crash)
-their adult child bought into one of those predatory adjustable rate home loans that got them into homes way over their means during the 'big short' period and not wanting to see their kid's credit trashed purchased the homes to get the kids out from under them. i don't know how that's worked out for this group b/c I look at my former neighborhood and it's only gotten back to the '04- early '06 selling prices in the last 5 years so that's ALLOT of years that they've been losing out on the earning power of the monies they've spent over the years (the kids most often moved on and the rent the parents could charge never hit a point there where they covered the payments).
oh believe me I get it-it's terrifying. I became suddenly and totaly disabled in '03. you're sooooo right-disability payments are much less than regular pay and while i'm a huge proponant of short term and long term disability insurance it's mind boggling how long it can take to get all the paperwork done let alone for the insurance company to get their ducks in a row with medical verifications to get those even much lower replacement income checks (and then plan on a BEST case scenario-back then, it's longer now-of a minimum one year time consuming process for social security to make a decision all while disability insurance is pestering you for updates on it b/c it's a requirement to apply).
I consider us very fortunate though-about a year or so prior I had a co-worker who was 8 months pregnant, newly settled with her dh in their new home wake up to find that her dh had passed in his late 20's to a massive heart attack. no life insurance, not enough quarters in the social security system (chose not work even part time in college) to collect. she was soon to go on maternity leave and a leave of absence when her world exploded



. the only thing that saved her financialy was that her mom (who worked with our same employer) had hoarded sick leave in anticipation of retiring in a couple of years (we could sell back) ended up using the sick leave to care for her post partum during which she sold her own home to move in and help with the mortgage payments and fast tracked her retirement to become the grandbaby's full time daycare provider when co-worker returned to work a year before she had planned.