A unique accommodation experience.

Winston Stays is where you'll always find a place to rest your head.

Welcome to Winston Stays, where every stay is more than a night—it’s an experience curated for comfort, style and ease. From designer touches to seamless service, our properties are chosen and crafted so you simply arrive, relax, and feel at home.

Our Story

Founded by Brad, Winston Stays began with a simple belief: great hospitality starts from the heart. After years of travel and hosting guests, Brad envisioned a brand that combines operational excellence with the warmth of home. We focus on premium finishes and thoughtful details, ensuring that every stay is memorable. Our dedicated team is committed to providing meticulous property management, guaranteeing satisfaction for both owners and guests. It’s a win-win for everyone involved.

Our Philosophy

At Winston Stays, we believe that luxury isn’t about excess—it’s about presence. It’s found in the quiet moments, the thoughtfully designed spaces, and the seamless experiences we create for our guests. We design with purpose, host with care, and deliver with precision. Whether you’re traveling for business, recharging with family, or simply escaping, our homes are crafted to welcome you, support you, and stay with you long after your visit.

What Sets Us Apart

At Winston Stays, we pride ourselves on delivering an exceptional experience for both property owners and guests.

Expert Design & Styling

Each property is thoughtfully styled with premium materials, curated furnishings and lasting quality.

Professional Property Management

Our team understands property from the ground up—compliance, maintenance, guest-service—so you don’t have to worry.

Trusted Experience

With years of experience in investment, hospitality and guest services, we bring reliability and finesse to every stay and every partnership.

Partner with us

For Property Owners

Let us transform your asset into a high-performing guest experience. We sign long-term leases (with your permission to sublet), guarantee income on time, manage styling, upkeep and guest standards.

For Investors/Developers

Offer your buyers or partners instant income and professional guest management from day one. We deliver turnkey solutions that reduce vacancy, increase value and provide peace of mind.

Frequently Asked Questions

Got questions? We’ve got answers! Here’s everything you need to know about our services at Winston Stays.

Is this sub-leasing?

Yes. We sign a standard residential lease (typically 2-5 years) and manage the guest stay. You receive guaranteed rent whether or not bookings fill every night.

How is the property protected?

We partner with comprehensive insurance, perform rigorous guest screening, and undertake frequent maintenance and quality checks to ensure your property is well-protected.

Who stays at your homes?

We host corporate travellers, professionals and family holidays, for comfort, reliability, and premium standards.

What makes Winston Stays different?

At Winston Stays, we prioritize both owner and guest satisfaction by providing meticulous property management and guaranteed income, creating a win-win situation for everyone involved.

Still have questions?

If you need more information or have specific inquiries, feel free to reach out to us. We're here to help!