Field-Based Vacation Rental Property Inspector – Big Sky

Two Pines Properties, LLC.; Big Sky (MT); On-site; USD 25,000 - 36,000; Full time

Job summary

Two Pines is seeking a Property Inspector for an in-person, field-based role in Big Sky, Montana. You will inspect properties before arrivals and after departures, report issues, restock supplies, and assist with guest deliveries while traveling between locations in a company vehicle.

The role requires independent work, strong attention to detail, and clear communication with the team. You will use company apps to document work and ensure guest-ready standards across all properties.

Qualifications

• Must have valid driver’s license and a clean driving record for at least the last three years.
• Ability to lift and carry up to 50 lbs as needed.
• Comfortable performing light property care and basic maintenance tasks.

Responsibilities

• Complete detailed pre-arrival and post-departure inspections to confirm properties are clean, stocked, guest-ready, and in good working order.
• Identify and report maintenance, housekeeping, stocking, safety, or guest-readiness concerns to the appropriate team members.
• Restock property supplies and maintain inventory for assigned properties and designated company vehicles.
• Assist with guest deliveries and in-house requests in a timely and professional manner.
• Complete light hands-on property care tasks such as replacing light bulbs, removing trash, and refreshing property signage.
• Communicate clearly with team members regarding property status, inspection results, guest needs, and follow-up items.
• Use a mobile app and company systems to upload photos, document notes, and provide real-time updates.
• Operate a company vehicle during scheduled shifts and travel between properties throughout Big Sky.
• Work independently and with the team to support daily operations and Two Pines property standards.
• Assist with other seasonal operations needs as assigned.

Skills

Attention to detail

Independent worker

Communication

Driving

Job description

Two Pines is seeking a Property Inspector for an in-person, field-based role in Big Sky, Montana. You will inspect properties before arrivals and after departures, report issues, restock supplies, and assist with guest deliveries while traveling between locations in a company vehicle.

The role requires independent work, strong attention to detail, and clear communication with the team. You will use company apps to document work and ensure guest-ready standards across all properties.