Housekeeping Supervisor
| Posting date: | 19 February 2026 |
|---|---|
| Salary: | £24,000.00 to £25,000.00 per year |
| Additional salary information: | Up to £24,750 per annum |
| Hours: | Full time |
| Closing date: | 19 March 2026 |
| Location: | Dorset, DT4 8TR |
| Company: | Sykes Holiday Cottages Ltd |
| Job type: | Permanent |
| Job reference: | ORG5842-AM1505044WeyHS |
Summary
⭐ 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
About the Role:
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.
What You’ll Do:
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!
What You’ll Bring
✅ 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.
Who Are Dream Cottages?
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.
Why You’ll Love Working With Us
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!
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
About the Role:
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.
What You’ll Do:
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!
What You’ll Bring
✅ 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.
Who Are Dream Cottages?
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.
Why You’ll Love Working With Us
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!
Proud member of the Disability Confident employer scheme
Disability Confident
About Disability Confident
A Disability Confident employer will generally offer an interview to any applicant that declares they have a disability and meets the minimum criteria for the job as defined by the employer. It is important to note that in certain recruitment situations such as high-volume, seasonal and high-peak times, the employer may wish to limit the overall numbers of interviews offered to both disabled people and non-disabled people. For more details please go to Disability Confident.