What I was getting at with the above tweet is that I think there’s way more demand, for places like this and this, than there is supply. Click on the first link and you’ll see that it’s booked up all summer long. And as for the second link, I just booked one of their rentals for this summer, but I have been trying — for years — to book it in the winter.
I think the unmet use case is as simple as this: I live in a big city, and I want to get out of the city and go somewhere cool and design-forward. There are, of course, some options. But there’s a need for a lot more. Generally speaking, it feels to me like the majority of the supply is either (1) an expensive/large cottage or (2) an old “classic luxury” kind of hotel.
I’m specifically referring to Toronto and southern Ontario with these options, but judging by some of the responses I got to my tweet, this appears to be an opportunity in many other markets as well. But I would be curious to hear from all you in comments or on Twitter. What “local” hospitality offerings are missing in your market? Where would you like to travel to and stay, but can’t?