Vacation Rental Predictions 2026 with Hostaway LIVE!

Abode Worldwide’s Founder and CEO, Jessica Gillingham, joined Hostaway LIVE! to moderate Vacation Rental Predictions 2026 — a conversation bringing together some of the most respected voices in the short-term rental industry.

Alongside Hostaway Co-Founder and CEO Marcus Rader, Jessica led an engaging discussion with Andrew Kitchell (Wheelhouse), Simon Lehmann (AJL Atelier), Jason Sprenkle (Key Data), Roemer Visser (Booking.com), Steve Schwab (Casago/Vacasa), and Koryn Okey (Breezeway).

Together, they explored how innovation, regulation, and consolidation will define the next phase of growth in short-term rentals and what leaders should expect from 2026.

Key takeaways

Market maturity brings new complexity.

The short-term rental industry has entered a new phase of evolution. What was once fast-moving and fragmented is now more professionalized, data-driven and competitive. With scale comes structure and the challenge of differentiation.

AI will shape operations and strategy.

Artificial intelligence is already driving automation across pricing, communication and operations. But the biggest opportunity lies in how STR companies use data and AI to predict trends, improve efficiency and enhance guest experience.

Regulation is defining growth boundaries.

Regulation continues to reshape the market across regions. Industry leaders emphasized that collaboration, transparency, and proactive engagement with policymakers will be critical for sustainable growth in 2026.

Guest expectations are rising.

Today’s travelers expect more than a clean property — they expect seamless, personalized experiences. Operators that integrate tech to support human hospitality will be best placed to retain loyalty and grow direct relationships.

Consolidation and professionalism will accelerate.

As the industry matures, mergers, acquisitions, and stronger brand partnerships are becoming key growth drivers. Companies investing in brand reputation, trust, and data clarity will stand out in the next wave of market consolidation.

Why this matters

The short-term rental industry is no longer a niche. It’s a core part of the global hospitality ecosystem — but one that must evolve quickly to stay competitive.

The conversation with industry leaders highlights the intersection of technology, professionalism and reputation and how the brands that combine all three will define the next decade of hospitality innovation.

Watch the full Vacation Rental Predictions 2026 panel via Hostaway LIVE! below.

Learn more about how Abode Worldwide helps STR and hospitality tech brands build visibility, credibility and category authority in a rapidly changing market.

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