Housekeeping Supervisor

⭐ Join the dream team at Dream Cottages ⭐

• Salary: Up to £24,750 per annum
• Hours: 37.5 per week, 9am–5.30pm, (5 days per week, including Fri & Sat, day off mid week and Sunday)
  -some on-call duties may apply
• Location: Weymouth Office, Dorset

We’re looking for a Local Supplier Lead to join our Weymouth team. You’ll manage properties, support housekeepers, liaise with owners, and make sure every guest has a flawless stay. During busy times, you’ll also jump in with the Managed Service Team to keep everything running smoothly.

• Build and maintain strong relationships with cleaners, suppliers, and property owners
• Recruit, train, and manage self-employed housekeepers and maintenance contractors
• Ensure properties are cleaned and maintained to standard, conducting visits as needed
• Support the Property Services HUB and assist with cleaning or maintenance when required
• Monitor performance, provide feedback, and act on NPS results for continuous improvement
• Participate in the out-of-hours emergency callout rota as needed

If you’re organised, proactive, and love giving great service, this role is for you!

• ✅ Full UK driving licence
• ✅ Strong customer service skills
• ✅ Basic property maintenance/DIY knowledge
• ✅ Excellent negotiation, problem-solving, and organisational skills
• ✅ Contractor management experience and ability to build strong relationships
• ✅ IT literate – confident with MS Office and internal databases

🌟 Bonus points if you’ve got holiday let or hospitality experience, know the local area well, and have experience seeing work orders through from start to finish.

We’re Dorset’s leading holiday cottage provider, managing over 500 stunning coastal and countryside properties. As part of Sykes Holiday Cottages, we help guests make unforgettable memories while supporting owners with expert local and national marketing. We love creating amazing holidays, supporting our team, and making a positive impact on people and the planet.

At Dream Cottages & Sykes, we believe in doing right by our people:

• 🎉 Performance bonus – up to 5% of salary
• 🌴 33 days holiday (including bank hols) + extra days with long service
• 🎂 Your birthday off just because!
• 💙 Two paid volunteering days each year
• 🏆 Proud to be a BCorp – we care about people & planet
• 👶 Enhanced Maternity & Paternity leave (24 weeks maternity, 3 weeks paternity at 100% pay)
• 🏡 Generous discounts on stays for you, family & friends
• 💷 Employee savings scheme
• 🧠 24/7 mental health support and health cash plan
• 📈 Loads of training & development opportunities

We’re all about diversity, inclusion, and bringing your authentic self to work. Need adjustments for the recruitment process? Just ask, our team is happy to help.

Ready to lead our local housekeeping team and make every guest stay perfect? Apply now!