A Comparent 100 Webinar

The CEO Roundtable

AI, OTAs, M&A, and the Future of Vacation Rentals

Featuring leaders from the largest companies on The Comparent 100, together on one stage for the first time.

Monday, November 2, 2026
1:00 PM ET
Live virtual webinar · Free to attend

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Monday, November 2, 2026 at 1:00 PM ET

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On the agenda

The biggest questions in vacation rentals

Answered by the people running the biggest companies in the industry.

AI

Where AI is actually moving the needle in operations, guest communication, pricing, and owner acquisition, and where it is still hype.

OTAs

How the largest managers balance Airbnb, Vrbo, and Booking.com against direct bookings, fees, and control of the guest relationship.

M&A

Consolidation, capital, and acquisitions: what buyers look for and what the next wave of deals means for independent managers.

The Future

Candid predictions on regulation, owner expectations, and what the vacation rental industry looks like five years from now.

The Comparent 100

An annual, data-driven list of the largest professional vacation rental management companies based in the United States, ranked from almost 6,500 managers on Comparent. This roundtable brings the CEOs behind those companies together for an unfiltered conversation about where the industry is headed.

Companies: 100
Properties: 171k

Guest Reviews: 1.4M
Avg. Review Score: 4.6

View the 2026 Comparent 100

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