We have done this style of vacation quite a few times now since retiring, and we are not RV'ers.
Usually it has been part of a much longer vacation lasting several months where we have reservations for 2 weeks or more with big gaps between and we explore on-spec as we move from place to place. We have only had smart phones for the last 3 years or so but always done this with a cell phone, GPS, maps and travel brochures. We will often turn up at a town after we feel we have driven enough hours and then start looking for motels or hotels.
Sometimes we will stop for a night and like the place so much that we will stay longer, other times we expect to stay longer but because of weather move on to another town. In Australia in 2014 we spent 5 months doing this and after checking out of our apartment in St Kilda (Melbourne) we had a week before flying to Hobart, Tasmania so we thought we'd spend it driving the Great Ocean Road going as far maybe as South Australia but we found so much to see and do en route we never left the State of Victoria.
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Retired in Jan, 2010 at 55, moved to England in May 2016
Enough private pension and SS income to cover all needs
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