David Rose
David Rose is the owner of Lakefront Escape on Squam Lake, New Hampshire, one of Vrbo’s Vacation Rentals of the Year for 2026. A tech entrepreneur from Boston, David brings a thoughtful, guest-focused approach to hospitality, combining intentional design, intuitive functionality, and personalized recommendations to create memorable stays for multi-generational travelers.
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April 22, 2026
Vrbo Vacation Rentals of the Year: A TRUE Fireside Chat with Tim Rosolio
Send us a message! In this special episode, Alex and Annie sit down with Tim Rosolio, Vice President of Vacation Rental Partnerships at Vrbo, for a behind-the-scenes look at Vrbo’s Vacation Rentals of the Year program and what it takes to earn that recognition. Recorded on location at Lakefront Escape on Squam Lake, New Hampshire, one of this year’s winning properties, the episode offers both a platform perspective and a firsthand look at the kind of hospitality Vrbo is celebrating. Tim sh...
Guests: Tim Rosolio , David Rose