Private Chef Vacation Rental Upsells: Earn $150+ Per Booking with Siddhi Mittal
When 55% of your bookings come from a market you never intentionally targeted, you’d be crazy not to pay attention. That’s exactly what happened to Siddhi Mittal, Co-Founder and CEO of Yhangry, when she discovered over half of her private chef bookings were happening at vacation rentals—not private homes. In this episode of the Booked Solid Show, Siddhi shares her unconventional journey from the Wall Street trading floor to building the UK’s largest private chef marketplace. She explains why guest experiences are now the deciding factor for travelers—especially Gen Z—and reveals how property managers are earning $150- $200 per booking through a simple affiliate link. Whether you’re managing 5 properties or 500, Siddhi’s insights on positioning upsells at the top of your funnel (not after the booking) could completely reshape how you think about guest experience and revenue. Summary and Highlights 🎙️ From Wall Street to Private Chefs: How Siddhi Mittal Built the #1 Chef Marketplace and What It Means for Your STR “The universe has your back. No matter what you’re doing, it’ll just work out for the better.” That’s the philosophy that guided Siddhi Mittal through the rollercoaster of building Yhangry from scratch—and it’s serving her well as she expands into the U.S. market with explosive growth numbers that make even Airbnb’s recent services launch look modest. 👩💼 Meet Siddhi Mittal Siddhi Mittal is the Co-Founder and Co-CEO of Yhangry, a marketplace connecting customers with local private chefs at surprisingly accessible price points. Her journey is anything but conventional. After studying Computer Science and Artificial Intelligence at Columbia University, Siddhi spent six years on Wall Street’s trading floor before taking the entrepreneurial leap. Her startup, Yhangry (pronounced “why hangry”), emerged from a simple observation: hospitality workers are among the lowest paid, yet people assume private chefs are only for the ultra-wealthy. Her credentials speak for themselves. Yhangry was accepted into Y Combinator—the prestigious accelerator behind Airbnb, DoorDash, and Instacart—where getting in is reportedly harder than getting into Harvard. The company has appeared on the UK’s Dragon’s Den (their version of Shark Tank) and has served a quarter of a million guests in under 4 years. The numbers are staggering. In just eight months, Yhangry partnered with 130,000+ property units across the UK, including industry giants like Sykes, Travel Chapter, and Awaze. They launched in the U.S. in September 2025 and already boast the most extensive inventory of chefs in their category—surpassing Airbnb’s offerings on its platform by over 200%. 🔍 The Discovery That Changed Everything Yhangry’s pivot to the vacation rental space wasn’t part of some grand strategy. It came from paying attention to data. Siddhi was analyzing booking patterns when something unexpected emerged: 55% of all bookings were happening at vacation rentals, not private residences. This was particularly surprising because their customer flow already included a checkbox alerting chefs when a booking was at a holiday home (chefs need to bring extra equipment for those locations). Rather than ignoring this insight, Siddhi did what any curious founder would do—she started Googling. Within days, she discovered the STR conference circuit and simply showed up at Short Term Rental Scale in London. There, she heard industry leaders talking about the exact problem she could solve: guest experiences as a major differentiator in 2025 and beyond. The timing couldn’t have been better. The vacation rental industry was actively searching for ways to stand out, and Yhangry had already proven the model with real customers. 💰 The Economics: Why This Works for Property Managers Here’s where it gets interesting for hosts. Yhangry’s affiliate model is refreshingly straightforward. What You Do: What You Earn: Real Case Study: Kate & Toms, a UK property manager with 200-300 properties, implemented Yhangry integration across four emails and their guidebooks. In just 10 months, they earned $14,000-$15,000 in profit—simply by sharing a link. But here’s what Siddhi emphasizes: the money is secondary to the conversion impact. Kate & Tom saw increased booking conversions because they were offering experiences upfront. Guests weren’t just choosing where to stay—they were choosing an entire experience package. This aligns perfectly with what successful operators are discovering about guest lifetime value: when you create memorable moments, guests don’t just come back —they become ambassadors. 🎯 Upsells at the Top of the Funnel (Not an Afterthought) Siddhi dropped a counterintuitive insight that deserves attention: upsells shouldn’t come after the booking journey. They belong at the marketing stage—top of the funnel. Here’s the data backing this up. A whopping 55% of vacation rental requests on Yhangry come from guests who haven’t yet booked their accommodation. They’re still shopping around, but they already know they want a chef experience. When your website prominently features this option, you become the property they trust because you introduced them to something memorable. This reframes how we think about conversion optimization on direct booking sites. You’re not just selling a place to sleep—you’re selling the whole trip experience. VRMA 2025 statistics support this shift. Around 50% of travelers now factor experiences into booking decisions. For Gen Z, that number jumps to 65-70%. They’re choosing destinations based on what they can do there, not just where they’ll sleep. 💡 What Airbnb’s Services Launch Means for You Siddhi had some fun with a LinkedIn post about Brian Chesky’s Halloween costume—he dressed as a chef right before Airbnb launched their private chef services. The timing was perfect for a friendly jab, since Yhangry already had 200% more chef inventory than Airbnb’s offering in the U.S. But beyond the competitive angle, there’s a strategic lesson here. When Airbnb enters a category, it validates demand. Yet their instant-book model doesn’t translate well to personalized culinary experiences. A private dinner party isn’t like ordering delivery—guests want to message chefs, customize menus for allergies, and adjust for group dynamics. Yhangry’s conversational booking flow addresses this. Rather than forcing instant decisions, guests submit requests and receive personalized menu proposals from multiple chefs. They can see chef profiles, past clients (sometimes celebrities), and negotiate directly. This builds










