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Join The Team

We are currently looking for hardworking and conscientious individuals to join the team.

The Estate has been operating on Portland for over 12 years with a well established team who enjoy their work. As part of Morris Group, an Australian company, the Estate benefits from being part of a Group that has many hospitality venues and resorts, alongside a major brewery and helicopter operation.

Staff Benefits include:-

  1. Staff nomination for Local Charity Donation each Month.
  2. Hayloft Staff and Family Discounts.
  3. Staff Bonus Scheme (announced annually).
  4. Recruit an Employee Reward Scheme.
  5. Staff Uniform.
  6. Flexible working hours.
  7. Cycle to Work Scheme and use of our Island Staff eBikes.
  8. 15% Discount on Estate Accommodation (for visiting families). 
  9. Regular Staff Newsletters.
  10. A Morris Group Career Path and Newsletter with Group job opportunities.
  11. Annual Staff Function with partners.
  12. Sail and Work Programme for local sailors (see below)
  13. Working for a sustainable employer that supports the Island Community.
  14. Job Sharing

Some restriction may apply.

The Estate supports apprenticeships, work experience, and seasonal employment for students. In appropriate roles we can offer a flexible working environment.

For more information about specific roles or if you are interested in joining the team and would like to discuss opportunities contact Salaries are based on experience and a detailed job description will be provided.

Morris Group is an equal opportunity employer and welcomes people from diverse backgrounds and life experiences, including race, religion, gender identity or expression, sexual orientation, nationality, disability or age.

ESTATE OPERATIONS MANAGER (Full Time, salary based on experience)

Tanya, our Operations Manager, is leaving after 5 years with us so we are looking for a new Operations Manager who will be responsible for the smooth running of the Estate.
You will be responsible for service delivery to our rental guests and supporting our Events Team who deliver stunning high-end weddings and events.  
Reporting to the Estate Director you will manage the Estate Operations Team consisting of Housekeepers, Maintenance, Grounds and our service suppliers.
The Estate is focussed on delivering a luxury experience for all our guests.  You will need to organise staff, have a critical eye for detail, and be able to operate efficiently when under pressure.
You must be comfortable in using software from Microsoft Office including Excel and be keen to learn how to use the booking and project planning systems that we operate electronically across the Estate. 
You will have experience in this type of role or be able to demonstrate that you are ready to make the next step up to Operations Manager.
Hospitality work is hard with long hours, especially in the summer, but it can also be exciting and lots of fun. In the height of the season, we do ask a lot from our team as we continue to grow the Estate but we also offer longer winter breaks and a range of staff benefits.  
Key Attributes
A great organiser and planner
Managing and Leading a team
Excellent eye for detail and analysis
Experience with suppliers to ensure great delivery at a fair price.
Comfortable working within a management team 
Empathetic to a diverse group of people and skills
Efficiency with a high standard of service delivery
Good humour (things can sometimes be challenging!) and tenacity
An area of speciality eg. housekeeping, maintenance, management
An experienced user of technology to deliver efficiency and communicate 
Great interpersonal skills with staff and guests
Enthusiasm, openness to learn, willingness to push for success.
Due to the broad nature of the Estate, we are also open to the successful candidate requiring some training and support to complement their own relevant skill set. So irrespective of age and gender you should apply if you feel you can demonstrate the above to us.

If you would like to apply please send your CV and a covering letter to

RENTAL AND EVENTS ASSISTANT (Full Time, Salary based on experience)

We are looking for a Full Time Rental and Events Assistant to join the busy team at Pennsylvania Castle Estate.

You will be outgoing and very comfortable dealing with people on the phone and face to face.  The role needs someone with lots of energy who is happy to work both in the office or out on the Estate and can accommodate flexible hours as this role will include weekend work. 
The Estate is a significant user of software and social media so you should be prepared to build on your existing knowledge of Microsoft Office and social media platforms and be happy to learn new software eg. booking and project planning systems.
A good standard of literacy and numeracy is a must for this role.
We are looking for someone who will easily fit into a driven Rental and Events team. An enthusiasm for opportunities and a wish to develop further will be key in our consideration. Our staff are given the opportunity to train and develop as part of their career progression with us.
Keys Skills
Highly Organised
High degree of comfort with technology and software solutions
Great communication skills
Great literacy and numeracy
Good attention to detail 
Key Experience
Demonstrates experience in a customer focussed role
Key Personal Attributes
Good humour, enthusiasm & positivity
Keen to be challenged
Comfortable with working with tight deadlines in a fast-paced environment. 
Polite and Respectful
Enjoys working within a team

Please send you CV to


SEASONAL CLEANING STAFF (Salary £11.50 – £15 per hour)

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. 

HAYLOFT COFFEE SHOP AND BAR (Salary based on Role and Experience)

The Hayloft is an all year round Coffee Shop and Bar serving the Estate and local Community.
We are looking for permanent and seasonal staff. Some experience preferred but we would consider people wanting to learn.
If you would like to apply please send your CV and a covering letter to

MAINTENANCE & GROUNDS TEAM (Salary £20,000 – £25,000 per annum)

2 x Full Time Maintenance Positions
Pennsylvania Castle Estate on Portland includes the Castle, Hayloft Café & Bar and an assortment of neighbouring holiday accommodation including Clifftops Lodges and Cove Holiday Park.
Situated on the beautiful Dorset coastline, the business is focussed on providing guests a luxury experience which includes ensuring all accommodation and grounds are kept immaculately presented to maintain our 5 Star rating.
The Estate is looking for two maintenance people to join our Operations Team on a full-time permanent basis. 
A general maintenance skill set, and a full clean driving licence is essential. Some previous grounds experience would be advantage but more importantly a 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.
Successful applicants will be flexible with a can-do attitude, be well presented with an eye for detail and good time management. You will be expected to assist in the set up and breakdown of functions, weddings and events and carry out any routine or ad-hoc maintenance within the grounds, accommodation and properties within the estate.
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 with a longer working day during the summer season and shorter during the winter. You will be required to be a regular out of hours emergency contact on a rota basis. 
We offer a great working environment because we know work needs to be enjoyable. The main summer season is very intense, so we encourage staff to take longer holidays during the winter.
Starting salary £20K to £25K depending on experience plus additional enhancement for out of hours cover and call outs. Additional training and career progression available. 
If you would like to apply please send your CV and a covering letter to


Main purposes of job 
Support the smooth delivery of events on the Pennsylvania Castle Estate. 
This requires consistent delivery of a range of different events (weddings, festivals, filming) and includes helping with the setting up and breaking down of the events. 
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. Under the instruction of the Events Manager deliver the set up of the event.
2. To meet and greet guests at the Castle gate and instruct them where to park and how to enter the Castle.
3. Move and set up furniture for indoor or outdoor events.
4. To work on the evening bar, serving drinks and taking payments from guests.

PENN ESTATE SAIL-WORK PROGRAMME (Salary based on role and experience)

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). 

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