Our vision is to provide property owners with effortless management solutions while delivering unfor

To provide property owners with effortless management solutions while delivering unforgettable holiday experiences for guests.

To bridge the gap between premium property management and luxurious guest experiences.

We’re Frederike and Caldon—a newlywed duo with a passion for creating experiences that feel just right. Whether it’s the thrill of an adventure or the warmth of a cosy retreat, we believe every moment deserves to be special.

Having both grown up in family-run small businesses, we learned that it’s the thoughtful touches—the warm welcome, the extra effort, the attention to detail—that leave a lasting impression. These lessons are at the heart of everything we do today.

With a shared love for food, travel, and hosting, we’ve found a way to combine our passions and create something meaningful:

• For homeowners, we unlock the potential of their properties, helping them showcase the unique charm of their homes while maximizing income.

• For guests, we craft stays that feel authentic, personal, and unforgettable.

At the end of the day, it’s about more than just homes—it’s about the connections, stories, and memories made within them. That’s what drives us every single day.

We founded 27 The Square because we saw an opportunity to combine our love for property management and hospitality with a personal touch.

• For property owners, we alleviate the stress of managing short-term lets while ensuring properties generate maximum returns.

• For guests, we curate stays that highlight the best of what the Cotswolds, Cheltenham, and London have to offer—authentic, luxurious, and personalized.

We believe that well-managed properties not only create higher returns for owners but also craft lasting memories for guests.

• Property Listing & Marketing: Beautifully crafted listings on platforms like Airbnb and Vrbo, with professional photography and engaging descriptions.
• Refurbishment & Styling: Enhance your property’s appeal with our expert refurbishment and styling services.
• 360° Guest Management: From inquiries to check-out, we handle every aspect of the guest journey.
• Cleaning & Maintenance: Pristine, guest-ready properties maintained by trusted professionals.
• Dynamic Pricing: Advanced pricing tools to ensure your property earns top dollar.
• Bookkeeping & Reporting: Detailed financial insights to keep you informed.

CTA: Ready to maximize your property’s potential? [List Your Property Today]

• Beautiful Holiday Homes: Stay in stylish, well-maintained properties.
• Tailored Itineraries: Personalized plans to help you explore and relax.
• Exclusive Restaurant Bookings: Reservations at the best dining spots.
• Expert Local Knowledge: Discover hidden gems and must-visit attractions.
• Wellness & Leisure: Spa treatments, fitness classes, and more for a relaxing stay.
• Personal Touches: Thoughtful details like welcome hampers and surprises for special occasions.

CTA: Looking for your next unforgettable getaway? [Explore Holiday Homes]

At 27 The Square, we believe in creating something more than just a stay or a service—we create opportunities for connection, relaxation, and unforgettable experiences.

Whether you're a homeowner looking to elevate your property or a guest seeking your next perfect getaway, we’re here to make it happen.

CTA:

• [Contact Us]
• [List Your Property]
• [Explore Holiday Homes]