
careers
Join Our Team
join the team
Operating on Portland for over 12 years we’re proud to be supported by a well-established team who enjoy their work.

We’re always on the lookout for hardworking and conscientious individuals to join us.

Our staff benefits include:
- Staff nomination for Local Charity Donation each Month.
- Hayloft Staff and Family Discounts.
- Staff Bonus Scheme (announced annually).
- Recruit an Employee Reward Scheme.
- Staff Uniform.
- Flexible working hours.
- Cycle to Work Scheme and use of our Island Staff eBikes.
- 15% Discount on Estate Accommodation (for visiting families).
- Regular Staff Newsletters.
- A Morris Group Career Path and Newsletter with Group job opportunities.
- Annual Staff Function with partners.
- Sail and Work Programme for local sailors (see below)
- Working for a sustainable employer that supports the Island Community.
- Job Sharing
Current Opportunities
Main purposes of job
To deliver properties that are cleaned to the highest of standards across the Penn Estate. This includes Pennsylvania Castle, The Hayloft Café/Bar, The Front Rows and Clifftops.
This requires consistent delivery of 5 star standards through cleaning; as well as ensuring that properties are always guest-ready by check in time or event start time.
Many aspects of this role require the job holder to work alone, however there are also tasks that will require team work with a small group.
Key tasks
1. Consistently deliver clean and well-maintained accommodation as per the “cleaner worksheet” and within the given timeframe.
2. To re-clean as required by Head Housekeeper/Checkers and be a supportive team member.
3. Follow all Company cleaning processes and procedures as per your training.
4. Use only cleaning materials provided by Company and adhere to COSHH regulations (training is provided).
5. To carry out full checks on all smoke alarms/carbon monoxide alarms and record the result using the “cleaner worksheet”.
6. To ensure all lost/left behind guest property/items are handed in to Head Housekeeper/Deputy Head Housekeeper in office.
7. Go the extra mile to create a clean, bright, safe and secure environment for guests and colleagues.
8. To ensure the security and safety of all company and personal property.
9. Carry out visual checks and report anything that needs repairing to Head Housekeeper or Deputy Head Housekeeper on duty.
10. Exceed our guests’ expectations and support delivery of year-on-year quality improvement.
11. Communicate effectively to all team members.
12. Work by example within a high performing team.
13. To be flexible and work alongside the maintenance team as required.
14. Support the Housekeeping leadership team and your colleagues.
15. Perform other duties as assigned.
The Penn Estate includes Pennsylvania Castle, Clifftops Lodges, and The Front Rows – our neighboring holiday park accommodation. Our business is focused on providing all our guests a luxury experience, which includes ensuring all accommodation and the estate grounds are kept immaculately presented.
The successful applicant will be flexible with a can-do attitude, be well presented with an eye for detail, and have good time management. You will be expected to assist in the setup and breakdown of functions, weddings, and events, and carry out any routine maintenance within the grounds, accommodation, or properties within the estate.
A general maintenance skill set and a full clean driving license are essential. We need you to have previous grounds experience with a basic practical knowledge of plumbing, building, or carpentry. The type of work across our estate is varied so the ability to work confidently on your own or as part of a team is essential. We use an app-based task management and rota system, so applicants will also need to be very confident using various apps and technology, and communicating confidently via an online messaging system to the wider team.
You will join a small, hard-working team that understands the world of hospitality requires flexibility. Your working week will include weekends and bank holidays during the summer season, and you will also be required to be a regular out-of-hours emergency contact.
We offer a great working environment because we know work needs to be enjoyable. The main summer season is very intense, with more downtime available during the winter.
Working within the Operations Team and reporting to the Estate Manager, our Facilities Staff are responsible for all aspects of maintenance across Pennsylvania Castle Estate. This includes interiors and exteriors of The Castle, Clifftops and Front Rows, as well as offices, external and off-site storage properties along with all gardens and grounds on the Estate.
Duties may include but are not limited to:,
– Day-to-day maintenance across the Estate, including basic repair and replacement as required of all accommodation.
– Maintain Estate grounds, including grass cutting and hedge trimming.
– Work alongside the Estate’s Housekeeping Team to deliver urgent maintenance requests on same-day changeovers whilst prioritising non-urgent requests through the appropriate online management system.
– Assist Events Team with set up/break down of Events as and when required.
– Provide a response to the emergency phone cover as per the regular rota.
– Liaise with third-party contractors to deliver additional and/or specialist maintenance where appropriate.
– Any other duties as directed.
If you would like to apply please send CV & a covering letter to office@thepennestate.co.uk
The Penn Estate Sail-Work programme is designed for sailors training for competitions or a sailing career and are at a stage that they need flexible employment to pursue their goals.
The programme’s priority is to fit employment around training and competing. We aim to remove the need to regularly persuade your employer to give you time off to prepare and compete. The team at the Penn Estate understands that the participants priorities will be their sailing career. We will work with you to fit work around sailing.
As a starting point we will ask you to register with us and set up your availability, based upon your training and competition programme. Then we can create a rota for your work around your sailing commitments.
Our aim is to create a “pool” of competitors with whom we can work together to ensure Estate obligations can be fulfilled. The Estate Administrator will work with you, matching your availability with opportunities for work. You will be able to agree with other participants if you want to swap “shifts” (subject to the Administrators sign off). Monthly salaries are paid based on minimum work availability agreed with the participant.
Participants need to demonstrate that they are on a sailing career path or competition programme. Work training will be provided. You can expect to be asked to do a range of work across the Estate which includes cafe, bar, events, maintenance, office work.
The initial programme is for April to September with the possibility to continue on a full-time basis.
Key Features
1. Participants provide details of training programme and events over the next 6 months so an employment plan can be agreed which fits the participants goals.
2. Participants have weekly minimum working hours.
3. Scheme participants can work together to swap their hours
4. Committed working hours can be rolled over to the following week to accommodate training changes (subject to scheme administrators’ approval)
5. Dedicated Estate Admin contact to help with planning.
6. A variety of Estate wide roles including day and evening working which will be allocated in advance based on your sailing commitments.
7. £500 pa sponsorship for equipment or competition travel after 3 months (not available if committing less than 20 hours per week).
Make an enquiry
For more information about specific roles or if you are interested in joining the team and would like to discuss opportunities, please get in touch.