History of Short-Term Rentals Filled With Arrogance and Missed Opportunities


Skift Take

The phrase "listen to the customer" is a cliche. But in the early days of the vacation rental business, the smart move was to listen to what the marketplace was saying rather than force feed it the opposite.

Looking back at the history of short-term rentals coming online starting in the mid-1990s, it's easy to see how arrogant thinking and missed opportunities left their mark, and swayed the sector's trajectory.

That's an easy takeaway from Skift's recently published three-part Definitive Oral History of Short-Term Rentals because this theme of opportunities seized and lost permeates the piece.

Expedia Looked at Vacation Rentals Through a Hotel Lens

In Part 1 of the series, Expedia founder Rich Barton and HomeAway co-founder Brian Sharples talked separately about Expedia's flawed early approach to vacation rentals, and how HomeAway nearly embarked on a similar path.

Barton recalled how Expedia acquired vacation rental startup VacationSpot in 2000. Expedia purchased the vacation rental aggregator, co-founded by a couple of Microsoft/Expedia alums, for $82 million in stock.

But Expedia's vision for Vacationspot, as Barton recalled, was t