Operations Specialist

Guesthouses Operations Specialist Charlottesville, Virginia About the Company Guesthouses is a locally owned vacation rental and extended-stay property management company, serving the greater Charlottesville area for fifty years. We manage a portfolio of high-quality homes, hotels, and properties and are known for our hands-on approach, strong operational standards, and commitment to exceptional service for guests and property owners. Our values are rooted in professionalism, hospitality, integrity, and teamwork . Role Description We're seeking a proactive, detail-oriented Operations Specialist to support the day-to-day performance of our property portfolio. This is a hands-on, field-based role focused on ensuring properties are guest-ready, well-maintained, and operating smoothly. This role is ideal for someone who enjoys being in the field, takes ownership of their work, and approaches problem solving with a calm and practical mindset. The Operations Specialist works closely with the Operations Manager and collaborates daily with the Reservations and Cleaning teams. Primary Responsibilities Property Readiness and Inspections Conduct pre-arrival inspections to ensure homes are clean, stocked, and guest-ready Identify and resolve issues prior to guest check-in Perform move-in and move-out inspections for extended stay guests and document property condition Maintenance and Repairs Perform light maintenance including paint touch-ups, minor repairs, HVAC filter changes, battery and light bulb replacement, and basic troubleshooting of home systems Maintain exterior property conditions and safety, including hands-on seasonal tasks such as leaf blowing, snow shoveling, and salting walkways Address day-to-day operational issues including appliances, Wi-Fi, HVAC, and smart home systems Install and maintain smart locks across the property portfolio Inventory and Supplies Monitor and restock property inventory including linens, towels, and guest supplies Purchase and track inventory and related expenses Assist with maintaining furnishings including minor repairs, replacements, and basic setup Logistics and Field Operations Transport laundry to and from laundromat locations on a regular schedule Support weekly trash and recycling management at assigned properties Complete errands and support operational projects as needed Team Coordination Communicate regularly with the Operations Manager regarding property conditions and needs Collaborate with the Reservations and Cleaning teams to ensure smooth daily operations and guest readiness On-Call Support Provide limited after-hours and weekend support for urgent issues as needed on a rotating basis What We're Looking For 3-5 years' experience in property management, hospitality, construction, or a related field Strong problem-solving skills and the ability to work independently in the field High attention to detail and strong organizational skills Working knowledge of basic home maintenance and systems Comfortable using technology and learning new systems (Operations portal, Google Suite, and property management software) Reliable, flexible, and team-oriented Availability for regular after-hours and weekend support Valid driver's license and ability to travel between properties regularly

Details Job Title:

Operations Specialist Employment Type:

Full-Time, Non-Exempt Location:

Combination of in-office and on-site work in the greater Charlottesville area

Schedule:

40 hours per week

Start Date:

As soon as possible Compensation $22 to $28 per hour, based on experience and qualifications Benefits Company vehicle for business use $50 per month cell phone reimbursement 8 Paid Holidays and 10 Paid Time Off Days annually Supportive, team-oriented work environment Monthly team gatherings and community engagement Opportunity to work across a portfolio of high-quality homes To apply, please email operations@vaguesthouses.

com with:

Resume Earliest available start date Short paragraph describing your interest in the role Summary of relevant skills and experience

Pay:

$22.00 - $28.00 per hour

Benefits:

On-the-job training Paid time off Parental leave

Experience:

property management: 3 years (Preferred)

License/Certification:

driver's license (Required)

Location:

Charlottesville, VA 22902 (Preferred)

Work Location:

In person