Join the Cupitt's Estate team and work in a stunning setting with wonderful team members

We are a leading hospitality venue in the Shoalhaven region and are proud to offer our employees a unique and rewarding work experience.

Our perks include:

  • Educational opportunitiesthat are role-specific
  • Opportunities for all team members totasteand enjoy our wine, beer, and food made here on-site
  • Staff social events- bonfires, trivia nights, fun parties
  • Flexible work conditions- we can make a role with us work for you
  • A welcoming, family-friendly culture- this one is paramount to us and something we’re proud of
  • Generous discountsacross all areas of the business
  • Employment Assistance Program- your mental health is important to us
  • Employee Recognition ProgramMVP each month wins a special dining experience and Employee of The Year enjoys an all-inclusive Stay and Dine Package.
  • Working in a beautiful place makes coming to work every day a beautiful thing

Our core values are:

  • TEAM: We believe in working together to achieve common goals. As an energetic team, we lead, respect and motivate each other to create a trusted family atmosphere where we all enjoy coming to work.
  • EXPERIENCE: We value the knowledge and skills of our employees. Together we work to create unique experiences for our customers through our passion, quality of products, genuine customer service and beautiful surroundings
  • HAPPINESS: We want our employees to enjoy their work and feel supported. We create an environment where we are challenged to grow and encouraged to build our knowledge, where happiness is created through balance, flexibility and appreciation
  • IMPROVEMENT: We are always looking for ways to improve our business and our employees' skills and are always open to new ideas and consciously making a positive impact on our environment. 

If the above core values align with what you feel is important in a business you work for, you're passionate about hospitality and are looking for a rewarding career, we want to hear from you!

We have a number of teams across the business, including:

  • Wine and Beer production and sales
  • Grounds and Garden maintenance
  • Dining and Beverages - Kitchen, Front of House, Bar and Cellar Door
  • Accommodation services
  • Business administration - Administration, Marketing, Events, Finance and People.

Check out the list of roles we're currently hiring for and send us your cover letter and CV to If there's a role you think you'd be perfect for, that isn't currently being recruited for, please also reach out as we're a constantly evolving and growing business. We can't wait to learn more about you!

Are you a Problem Solver with Technical computer skills and someone that loves customers?

Administration Assistant

We are looking for a team member to join our admin team in a permanent part-time role. You’ll have a positive can-do attitude and a friendly personality and a willingness to learn new skills and think on your feet.

Cupitt’s Estate is a multi-faceted hospitality, food, accommodation and tourism business. You must have the ability to make people feel great about wanting to visit us and give first-rate customer service every time, even when you’re busy.

An ability to work 3 out of 4 weekends is essential for this role. Penalty rates apply. Mon-Fri $26.18 / Sat $32.73, Sun $39.27/hour.

Apply today by submitting your cover letter and resume to Mel Louth Please remember to add information about yourself as we're keen to learn about YOU!

Passionate, motivated and ready to join an energetic and friendly team?

Chef - permanent role available

Are you a passionate and motivated cook or chef with a genuine love for cooking and service? We are currently seeking a Chef to join our energetic and friendly team. 

This is an amazing opportunity to be part of a team that enjoys coming to work each day and creating beautiful dishes for our guests in the restaurant.Part-time or full-time role available.

We can make something work for you. Day shifts and evening shifts are available. To learn more about this role, please reach out to our People and Culture Manager Mel Louth via 

Attention all aspiring chefs! Are you ready to take your passion for cooking to the next level?

Apprentice Chef - 3rd year

We offer a supportive, fun, and dynamic kitchen environment where you'll have the opportunity to learn and grow as a culinary professional for a large number of qualified chefs. Finish your apprenticeship with us to round out your experience and work with a wonderful team.

To learn more about this role, please reach out to our People and Culture Manager Mel Louth via 

Wide variety of day and evening shifts available


Do you love leading others to bring out their best? 

If you have great bar skills, high energy levels, a friendly personality and are passionate about making the guest experience memorable, we're after you! As we make our own beer and wine here on-site, you’ll have access to wonderful learning opportunities with the head Brewer and Winemaker.

Apply today by submitting your cover letter and resume to Mel Louth Please remember to add information about yourself as we're keen to learn about YOU!

Join our team and have a summer to remember!

Summer Roles - various - high school leaver

Are you looking for a fun and rewarding summer job? We're hiring for a variety of roles, including:

> Housekeeping

> Front of House

> Kitchen

> Administration

We offer competitive pay, flexible hours, and a supportive and inclusive work culture. Plus, you'll get to enjoy all that Cupitt’s Estate has to offer, including staff drinks, great coffee and discounted staff meals.These roles will be available from mid-Nov to early Dec all the way through to the end of January. Here is more information about each role:


Predominately 10am to 3pm

Clean and service our beautiful accommodation villas

Add extra touches that make our customers happy

Must be fit and healthy

Front of House:

Predominately day shift 11.30am to 5pm, however we do have evening shifts available too

Sell and serve alcohol (RSA required)

Earn great tips

Must be able to interact with people in a friendly and professional manner


Predominately day shift 9am to 4pm

Prepare pizzas, wash dishes, or prep ingredients for our chefs

No customer interaction required

Earn great tips


Predominately day shift 10am to 4pm

Must be an absolute whizz on a computer

Must be able to multitask with ease

Must be able to interact with customers over the phone in a friendly and professional manner

To learn more about any of these roles, please reach out to our People and Culture Manager Mel Louth via