I once entertained the idea of having a 2nd home up in the Puget Sound, as I loved the area and wanted to be near a large and calm body of water (no open ocean for me). It would serve as a summer place for me to get away from the searing heat of the southwest, which is awfully nice in the winter right like now. I even went up to Port Ludlow to look at some properties, but then realized how tough it would be to go back and forth between the two homes, and the hassle of maintaining the two with them being far apart. I was not even fully retired then.
I eventually settled for something a bit more amenable: a 2nd home in the high country of my state, a mere 2-1/2 hour drive away but at 7,000 ft elevation where it is cool in the summer, surrounded by evergreens and a national forest. I enjoyed it quite a bit, and used to go up nearly every weekend when I still worked. Even in the winter, it was a blast to go up to watch snowfall while staying warm, a glass of Cognac in hand, my favorite music playing, something smelling good cooking on the stove top.
Then, I got into RV'ing 7 years ago, and spent a bit of time traveling in the summer. I am now getting back into foreign travel, and want to spend up to 2 months abroad each summer.
The cost to rent on Airbnb is a fraction of what I have been spending on maintaining the 2nd home, let alone the opportunity cost of the principal (homes are really lousy investments, if they can be called that). I do not regret it though, as I bought it when my son was growing up and the numerous weekends we spent riding our dirtbikes exploring the forest trails could not be had now at any price (I could do the same a lot cheaper with a motorhome, but I did not know about this then).
I have not been able to go up to the 2nd home for the last few months. My wife has been stuck taking care of MIL who is very weak from pneumonia. She is in fact living with us now.
Well, I do not even think of selling the 2nd home now. I do not need the money, and in a few years when I get tired of traveling the 2nd home will be appreciated again as a summer sanctuary. It is great to be able to hop in the car and drive up, not even packing a toothbrush. We usually do stop at a market in a town along the way to get fresh produce. Got lots of foodstuff in the pantry and the freezer. Hope not too much stuff gets freezer-burn.