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Short-Term Rental Operations Assistant at WHISTERFIELD LTD

Join WHISTERFIELD LTD, a design-led, wellbeing-first hospitality brand, as a Short-Term Rental Operations Assistant. You'll move beyond basic admin to become the operational backbone of a premium UK property portfolio, taking full ownership of Hospitable and Price Labs. Working directly with founders who possess 25+ years of industry experience, you will optimize guest journeys, manage cleaning logistics, and drive platform efficiencies. This remote, 20-hour-per-week role offers significant autonomy and the unique opportunity to scale into a senior leadership position as the business grows. If you are a proactive hospitality professional with PMS expertise, apply now to shape the future of premium stays.

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WHISTERFIELD LTD

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Location

Remote

Compensation

Not Disclosed

Company

WHISTERFIELD LTD

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Role overview

As an Operations Assistant at WHISTERFIELD LTD, you will own the day-to-day management of a premium short-term rental portfolio. You will leverage Hospitable and Price Labs to handle guest communications, optimize pricing, and coordinate cleaning teams. This proactive role is essential for maintaining high operational standards while supporting the founders’ growth and brand development goals.

WHISTERFIELD LTD is a design-led, wellbeing-first short-term rental brand managing premium properties across the UK. Founded by hospitality and creative strategy veterans Nick Birkett and Sukki Menon, the company focuses on exceptional guest experiences and high operational standards within the growing premium hospitality market.

What you will do

  • Fully manage and optimize Hospitable.com daily, including implementing AI integrations and advanced platform features for guest communication.
  • Coordinate all guest journeys and cleaning schedules, ensuring seamless transitions from initial inquiry to final property check-out.
  • Monitor calendars and dynamic pricing strategies via Price Labs to maximize occupancy and revenue across the property portfolio.

Who this is a fit for

  • Proven hands-on experience managing short-term rental operations specifically using PMS software such as Hospitable and Price Labs.
  • Strong background in logistics and cleaner scheduling, with a sharp eye for detail regarding property maintenance and guest readiness.
  • Exceptional written and spoken English skills with a proactive, independent work ethic suited for a remote, flexible environment.

Why this role is remarkable

  • Take full ownership of operational systems for a premium brand, moving beyond basic admin to strategic platform management.
  • Work directly with founders who bring 25+ years of combined experience in hospitality, creative strategy, and property.
  • Gain the opportunity to scale with a growing family-owned business and eventually transition into a senior operations leadership role.

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If your profile’s a match and WHISTERFIELD LTD wants to meet, Jill will make the intro. In the meantime, Jack will send you excellent alternatives.

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