The Vacation Rental Show
Start Small, Grow Smart with Shervin Jamshidpour
January 27, 2026
Most property managers chase growth by signing every property they can find and treating bookings as transactional revenue opportunities. Shervin Jamshidpour built RestNest differently - starting with one friend's house in Kelowna, British Columbia, leveraging guest inquiries he couldn't accommodate to onboard new properties, and growing to 26 ultra-high-end vacation rentals by prioritizing relationships over rapid expansion. His first booking was $40,000 direct. Four years later, 99% of bookings still come direct with average nightly rates around $4,000. He doesn't chase mid-range properties or rely on OTAs. He actively caps growth between 30-50 homes because anything beyond would compromise the personalized service defining RestNest's competitive advantage. Shervin maintains year-round relationships with guests who text him for real estate advice - not just vacation bookings. He showed up at foreclosure court to pitch property management to auction winners. And he discovered luxury guests are actually easier to serve than budget travelers because they own high-end homes themselves and understand that expensive systems sometimes break. This episode is sponsored by Streamline.
In this episode of The Vacation Rental Show, host Lynell Gordon speaks with Shervin Jamshidpour, founder of RestNest, about building a luxury vacation rental business through creative property acquisition, authentic guest relationships, and intentionally capping growth to protect service quality that corporate competitors cannot replicate at scale.

What You'll Learn:

Shervin Jamshidpour quit his compliance officer job during COVID after impulsively telling a friend he could manage vacation rentals better than the current company. With zero professional experience beyond managing two nightmare low-end Vancouver apartments that attracted homeless guests, he moved to Kelowna, set up proper systems from day one, and landed a $40,000 direct booking as his first reservation. He used guest inquiries he couldn't accommodate as leverage to onboard properties one at a time, growing RestNest to 26 luxury homes across Kelowna, Whistler, and Vancouver by being selective about which properties fit his ultra-high-end positioning rather than chasing volume growth.

This episode is sponsored by Streamline.

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Previous guests include: Jim DeVos of Best Beach Getaways, Stacy Wesson of Cascara Vacation Rentals, Michael Friedman of The Simple Life Hospitality, Steve Caron of Inhabit, John An of TechTape, Jessica Gillingham of Abode Worldwide, Justin Ford of Breezeway, Mahwussh Alam of One Perfect Stay, Lisa Stinnett of Inhabit, and many more.

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