Operations Assistant (Vacation Rental Company) in City of London

Job description

Operations Assistant – The Casalyst (Luxury Vacation Rental Company)

The Casalyst | London (In-Person) | Hospitality Operations

The Casalyst is an up-and-coming luxury hospitality brand redefining the guest experience in London. We combine high-end design and world-class service with cutting-edge technology to deliver a new standard in luxury short term stays. Our aim is to become revolutionary, a disruptor, changing the way homeowners use their homes and providing our guests with the highest 5-star hospitality service.

We’re searching for a meticulous, ambitious, and entrepreneurial Operations Assistant to join The Casalyst at a defining moment in our journey. This is more than an operations role — it’s an opportunity to help build one of London’s most exciting luxury vacation rental brands from the ground up. Working closely with the founder, you’ll be at the heart of our mission: delivering flawless 5-star guest experiences, keeping every property impeccably maintained, and helping craft a new standard of hospitality in London. You’ll have the freedom to take ownership, solve problems creatively, and see the direct impact of your work as we scale. If you thrive in fast-paced environments, are passionate about exceptional service, and want to grow your career while shaping something extraordinary, we’d love for you to join us on this journey.

What You’ll Do:

Property Onboarding & Distribution

• Finalise property agreements and kick off onboarding workflows
• Collect property details, photos, amenities, and documentation
• Coordinate professional photography and ensure brand standards are upheld
• Create listings on Airbnb and other OTAs using Hostaway
• Perform quality assurance checks and activate listings across platforms

Reservations Management

• Monitor and respond to guest inquiries across Airbnb, Booking.com, website, WhatsApp, and shared inbox (Front)
• Vet guests, collect relevant booking information, and process approvals
• Issue payment links for direct bookings via Stripe and confirm OTA payment statuses
• Ensure calendar syncing across platforms is accurate and up-to-date

Guest Communication & Experience

• Send welcome packs, access instructions, and pre-arrival details
• Coordinate check-ins (including self-check-ins and meet-and-greet services)
• Respond to guest messages promptly and route issues to the right channels
• Upsell additional services and ensure each stay ends with a smooth check-out and follow-up
• Monitor guest reviews and implement strategies to maintain a rolling rating above 4.8/5.

System Management & Reporting

• Keep data consistent and accurate across Hostaway, Airtable, Stripe, and Xero
• Flag system errors, data mismatches, and ensure automations are functioning properly
• Follow SOP checklists with high precision and attention to detail

Cleaning & Maintenance Management 

• Work with the cleaning and maintenance teams to resolve urgent issues.
• Monitor the cleaning team daily and assist with scheduling.

You’re a Great Fit If You Have:

• Excellent written and spoken English with a clear, warm, and helpful tone
• Strong attention to detail and an ability to follow SOPs precisely
• Familiarity with short-term rental platforms like Airbnb, Booking.com, Vrbo
• Experience with tools like Hostaway, Airtable, PriceLabs, Front, and spreadsheets
• A service-first mindset and calm approach under time pressure
• A willingness to learn new tech and contribute to process improvement
• 2+ years of experience in hospitality or operations is a strong plus
• Highly organised & detail-oriented – You can juggle multiple tasks without missing a beat.
• Problem solver & quick thinker – You handle unexpected issues calmly and efficiently.
• Creative mindset – You can effectively create and improve listings.
• Entrepreneurial Mindset - You want to be a part of something special.
• Bonus: knowledge of Stripe and Xero systems

Availability

• In-person position based in London
• Flexibility to support occasional weekend or evening check-ins on a rota basis

Reporting Line

• Reports directly to the CEO – Josh Kenton

Why Join The Casalyst?

At The Casalyst, we’re not just managing properties — we’re crafting a new type of luxury hospitality that aims to revolutionise the future of homeownership. Joining now means getting in at the ground floor of a brand with big ambitions and room to grow globally. If you want to be part of a high-performance team building something truly different in the London hospitality scene, we’d love to hear from you.

Apply now and help shape the future of luxury hospitality in London.

Send your CV and a short cover letter to [contact@thecasalyst.com] or apply directly via LinkedIn.

Extra information

Status

Closed

Education Level

Secondary School

Location

City of London

Type of Contract

Part-time jobs

Profession type

Logistics jobs

Full UK/EU driving license preferred

No

Car Preferred

No

Must be eligible to work in the EU

No

Cover Letter Required

No

Languages

English