How the vacation rental industry changed

Written by Tyler Pyburn
5/5 - (4 votes)

The vacation rental industry is dramatically different from what it was a few decades ago.  What was once a little cottage industry (no pun intended) is now a billion dollar business!  In fact, research and markets predict that the global vacation rental industry will reach $169.7 billion by 2019. Although buzz words like “hotelification” and “vacationer automation” are bantered about a lot lately, here on the Cape and Islands, we still love the interaction with our guests.

I recently sat down with one of our homeowners, Roselle Levy, to talk about how the industry has changed over time. Given that she’s been renting out her vacation home on Martha’s Vineyard for 20 years, she is the perfect person to chat with about the subject.


Some of the topics that Roselle and I touch upon are:

  • How she advertised 20 years ago
  • Communication with vacationers
  • Is more technology needed?
  • How big box sites have shaped the industry
  • Where is the industry headed?

About the author

Tyler Pyburn

Tyler Pyburn - I am a newcomer to WeNeedaVacation.com, but am absolutely ecstatic to be part of such a seasoned team as a Marketing Manager. I've spent the past few years as a digital marketing maven helping brands build their online presence and will assume a similar role here. I also had a short stint as a sports reporter for CBS, but now I’d much rather find my way to a bleacher seat at a Cape League game than in the press box. My wife and I live on the south shore with our three dogs; Dale,Trot, and Vinny.Email Tyler