Company Description: Chosen is a Santa Barbara–based luxury vacation rental management company focused on elevating the guest experience beyond standard hospitality. The company manages a carefully curated portfolio of homes across Santa Barbara and Ventura County, combining high-touch propertymanagement with a wellness-forward approach. Guests enjoy curated wellness amenities, complimentary local gym access, and optional add-ons such as saunas, cold plunges, in-home massage, and private chefs, all arranged in advance. Homeowners benefit from peace of mind, strong property positioning, and top-of-market performance. Chosen is dedicated to delivering restorative, high-quality stays for every guest.
Role Description: The Vacation Rental Operations Assistant is a part-time role based in Santa Barbara, CA, working a Thursday-through-Monday schedule with a mix of on-site property visits and work-from-home tasks. Thursdays, Fridays, and Mondays are full days (about 8 hours) built around guest arrivals, departures, and turnovers, while Saturdays and Sundays are shorter shifts (2–4 hours, depending on the day's needs) to keep occupied homes running smoothly. You'll support day-to-day field operations by conducting property inspections, coordinating vendor services, and ensuring homes are guest-ready according to Chosen's quality and wellness standards. You'll document operational issues, follow up on maintenance and housekeeping tasks, and verify amenities and add-ons are set up prior to guest arrival. You'll collaborate closely with the operations and guest experience teams, communicate status updates, and resolve on-the-ground issues in a timely, professional manner.
Qualifications:
• Strong field operations skills, including on-site property oversight and coordination of vendors and service providers.
• Basic repairs & maintenance skills, or the desire to learn, and the ability to lift 50+ lbs during a shift.
• Operations management skills, such as organizing workflows, tracking tasks, and maintaining high standards of property readiness.
• Analytical skills to assess property conditions, identify root causes of issues, and prioritize corrective actions.
• Excellent communication skills for clear coordination with internal teams, vendors, and, when needed, guests.
• Troubleshooting abilities to respond quickly to operational challenges and implement practical solutions on-site.
• Availability Thursday through Monday is required (full days Thursday, Friday, and Monday; shorter shifts Saturday and Sunday); occasional holiday coverage is a plus.
• Nice to have: experience in hospitality or vacation rental management, comfort with digital tools and mobile apps, reliable transportation for local travel, and the ability to work independently with minimal supervision.
• High school diploma or equivalent required; further education or certifications in hospitality, property management, or operations are a plus.
Pay: $25/hour + mileage reimbursement
Benefits: 401k plan and free gym membership