Bespoke Stays

Our Bespoke Journey

At Bespoke Stays, our story began as long-term landlords navigating the challenges of traditional rental models—tenants missing payments, delays in vacating properties, and high turnover costs. These experiences pushed us to rethink property ownership and explore new possibilities.

Our journey into short-term rentals started serendipitously when one of our properties became vacant. We needed to quarantine in Toronto before heading back to the U.S. With a recently renovated space and a desire to make the most of the opportunity, we transformed it into an Airbnb. The result? A beautifully curated home that guests loved—and a new chapter for us in hospitality.

What sets Bespoke Stays apart is our commitment to creating exceptional experiences. My co-host partner, an architect and interior designer, ensures that each property is thoughtfully designed with a curated and inviting aesthetic. With my background in hospitality management, I bring a deep understanding of what makes a stay truly memorable—from seamless guest interactions to minor details that make a house feel like home.

As a licensed realtor in Ontario, I also work with residential investors to identify the perfect properties for short-term rentals. Whether it’s guiding property owners toward lucrative opportunities or transforming spaces into unforgettable retreats, we aim to provide value at every step of the journey.

Bespoke Stays means more than a place to stay for our guests—it’s an experience of comfort, style, and care. For our partners, it’s the confidence that their property is in expert hands, designed to delight guests and maximize returns.

Welcome to Bespoke Stays, where every property tells a story and every stay leaves a lasting impression.

Sanjoy Gupta
Ravneet Gupta

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