Cotswolds

Thinking of starting a holiday let in the Cotswolds? September is the perfect time to launch. With autumn demand, festive season premiums, and major events like the Cheltenham races ahead, getting set up now means you can secure strong reviews and capture the most lucrative bookings of the year.

Red Kite Hosts has grown from managing one property in Painswick to over 100 holiday homes across the Cotswolds. In this behind-the-scenes look, Founder Freddie and Project Manager Sam reflect on the early challenges, building the team, and scaling with tech like Breezeway and Notion. The post shares their journey, lessons learned, and what’s next as they aim to become the region’s best full-service Airbnb management company.

At Red Kite Hosts, we don’t just manage holiday homes in the Cotswolds, we live and work in the area, and we know it inside out. In this blog, our team shares their personal recommendations for places to eat, drink, walk, and explore across the Cotswolds and surrounding areas. From hidden coffee spots and local farm shops to sweeping walks and live music under the trees, these are the places we genuinely go to ourselves. Whether you're planning a visit or thinking of letting your property, this guide gives you a feel for the people behind Red Kite—and our deep local knowledge.