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Vacation Rentals Jobs in Montana (NOW HIRING)

Employee Discounts on travel, resorts, car rentals, Columbia and so much more! * Employee Hardship ... Paid sick leave and vacation time - eligible employees start accruing time on their first day of ...

Concierge

Big Sky, MT · On-site

$17.25 - $22.25/hr

Craft memorable "magic moments" that enhance each guest's vacation * Stay calm under pressure while ... Discounted ski/snowboard rentals with a free employee lesson * 25%-50% off F&B and Retail at all ...

... vacation destinations in the world. Here are some of the top qualities that will help you shine in ... Discounted ski/snowboard rentals with a free employee lesson * 25%-50% off F&B and Retail at all ...

Home Health Occupational Therapist (OT)

Libby, MT · On-site

$35.25 - $44.75/hr

Employee Discounts on travel, resorts, car rentals, Columbia and so much more! * Employee Hardship ... Paid sick leave and vacation time - eligible employees start accruing time on their first day of ...

Home Health Occupational Therapist (OT)

Libby, MT · On-site

$35.25 - $44.75/hr

Employee Discounts on travel, resorts, car rentals, Columbia and so much more! * Employee Hardship ... Paid sick leave and vacation time - eligible employees start accruing time on their first day of ...

Banquet Server

Big Sky, MT · On-site

$16 - $20/hr

... vacation destinations. Success Profile The top qualities that lead to success in this role ... Discounted ski/snowboard rentals with a free Team Member lesson * 25%-50% off F&B and Retail at all ...

Parts Accounting Clerk

Billings, MT · On-site

$18.25 - $23.50/hr

Paid Vacation, Holiday & Sick Leave * Health Insurance: Premera Blue Cross Medical w/Telehealth ... Our Member Companies are Tractor & Equipment Co., Cat Rentals, T&E Power Systems, N C Machinery Co ...

Barista

Big Sky, MT · On-site

$17 - $19.25/hr

... vacation destinations. What helps a Barista thrive at Big Sky Resort: * Friendly and helpful ... Discounted ski/snowboard rentals with a free team member lesson * 25%-50% off F&B and Retail at all ...

Showing results 21-40

Vacation Rentals information

See Montana salary details

$8

$19

$38

How much do vacation rentals jobs pay per hour?

As of Aug 17, 2026, the average hourly pay for vacation rentals in Montana is $19.42, according to ZipRecruiter salary data. Most workers in this role earn between $14.26 and $21.40 per hour, depending on experience, location, and employer.

What are vacation rentals?

Vacation rentals are properties that are rented out to travelers on a short-term basis, typically for a few days to a few weeks. These can include houses, apartments, condos, cabins, or villas that offer amenities similar to a home, such as kitchens and multiple bedrooms. Vacation rentals are often booked through online platforms and provide an alternative to hotels, giving guests more privacy and flexibility during their stay. They are popular among families, groups, and travelers seeking unique or local experiences.

What are the main challenges faced by professionals managing vacation rentals, and how can they be addressed?

Professionals managing vacation rentals often face challenges such as maintaining high occupancy rates during off-peak seasons, addressing guest concerns promptly, and ensuring properties are well-maintained between stays. Effective communication with guests, leveraging dynamic pricing tools, and working closely with cleaning and maintenance teams are key strategies to overcome these hurdles. Building strong relationships with local service providers and staying updated on industry trends can also enhance guest satisfaction and operational efficiency.

What are the key skills and qualifications needed to thrive as a vacation rental manager, and why are they important?

To thrive as a Vacation Rental Manager, you need strong organizational skills, property management experience, and a solid understanding of hospitality standards, often supported by relevant certifications or real estate licenses. Familiarity with property management systems (PMS), booking platforms like Airbnb or Vrbo, and digital marketing tools is essential. Excellent communication, conflict resolution, and customer service skills help you build positive guest relations and address issues promptly. These competencies are crucial for maximizing occupancy rates, ensuring guest satisfaction, and maintaining efficient operations in a competitive market.

What is the difference between Vacation Rentals vs Property Managers?

AspectVacation RentalsProperty Managers
CredentialsTypically no formal credentials requiredMay require real estate or property management licenses
Work EnvironmentIndividual properties, online platformsMultiple properties, office settings, on-site visits
Employer & IndustryOwners, online rental platformsProperty management companies, real estate firms
Search & Comparison IntentFinding short-term rental optionsManaging rental properties, overseeing operations

Vacation Rentals involve listing and renting out individual properties for short-term stays, often managed directly by owners or through online platforms. Property Managers oversee multiple rental properties, handling maintenance, tenant relations, and operational tasks. While Vacation Rentals focus on guest experience and property listing, Property Managers coordinate the overall management of rental portfolios. Both roles are essential in the rental industry but serve different functions and require different skill sets.

What are popular job titles related to Vacation Rentals jobs in Montana?

For Vacation Rentals jobs in Montana, the most frequently searched job titles are:

What job categories do people searching Vacation Rentals jobs in Montana look for?

The top searched job categories for Vacation Rentals jobs in Montana are:

Infographic showing various Vacation Rentals job openings in Montana as of August 2026, with employment types broken down into 81% Full Time, 13% Part Time, and 6% Temporary. Highlights an 94% In-person, and 6% Remote job distribution, with an average salary of $40,391 per year, or $19.4 per hour.

Property & Casualty Insurance Producer

2020 Companies

Helena, MT • Remote

$19.50/hr

Full-time

Medical, Dental, Vision, Retirement, PTO

Posted 27 days ago


2020 Companies rating

7.5

Company rating: 7.5 out of 10

Based on 54 frontline employees who took The Breakroom Quiz

21st of 50 rated marketing agency


Job description

Job Type:

Regular

Work Location:

Remote - MT - MST

Overview:

We are seeking a licensed Property & Casualty Insurance Producer to partner with Align Insurance Services, a specialized brokerage serving real estate investors nationwide. This remote role focuses on providing consultative insurance solutions by helping clients assess their coverage needs, identify potential gaps, and select policies that best protect their investments.

Through our partnership with Hospitable, a leading platform for short-term rental operators, this position works with an established inbound client base rather than traditional cold prospecting. The ideal candidate has property-focused P&C insurance experience, strong communication skills, the ability to explain coverage options clearly, and a passion for building trusted client relationships.

Pay: $19.50/hour + uncapped performance-based monthly bonuses

Schedule: Monday-Friday, 40 hours per week

Work Location: Remote - U.S. Based

Required: Active P&C Insurance license

What We Offer

  • Weekly pay
  • Monthly sales bonus opportunities
  • Next day pay with DailyPay
  • Health/Dental/Vision benefits
  • 401K Program with matching
  • Paid Time Off
  • Paid Holidays
  • Mobile Reimbursement
  • Scholarship opportunities for employees and direct family members
  • Employee Assistance Program
  • Leadership Development Program
  • Established inbound client pipeline through Hospitable's real estate investor network
  • Opportunity to specialize in a growing niche within real estate investor insurance
  • Access to a carrier network and specialized insurance solutions
  • Opportunity to build long-term client relationships through consultative advising

Job Description:

  • Manage the full insurance sales process from initial client engagement through policy binding and ongoing account support
  • Conduct consultative conversations with real estate investors to understand their portfolio, investment strategy, entity structure, risk exposure, and coverage needs
  • Review existing policies to identify coverage gaps and provide clear, well-informed recommendations
  • Quote, analyze, and present insurance options across multiple carrier platforms to identify the best solutions for each client
  • Advise clients on layered protection strategies, including traditional Property & Casualty coverage and additional protection solutions available through Align's preferred partnerships
  • Educate clients on how property ownership structures, liability exposure, and investment strategies impact their insurance needs
  • Support clients with coverage for various real estate investment strategies, including:
    • Short-term rentals
    • Mid-term rentals
    • Long-term rentals
    • Property renovations
  • Build and maintain strong client relationships through timely communication, knowledgeable guidance, and proactive service
  • Drive renewal opportunities by reviewing client needs as portfolios expand and coverage requirements evolve
  • Maintain accurate client records and documentation within agency management systems
  • Collaborate with internal teams and preferred partners to deliver a comprehensive client experience
  • Complete onboarding and training to learn Align's carrier relationships, workflows, systems, and specialized real estate investor insurance approach

Qualifications

  • Must have an active Property & Casualty insurance license in good standing
  • 1-2 years of experience selling Property & Casualty insurance, with a focus on property-related coverage preferred
  • Strong understanding of insurance policies, coverage terms, exclusions, and risk assessment
  • Ability to clearly explain complex insurance concepts to clients in a simple, professional manner
  • Excellent verbal and written communication skills with strong relationship-building abilities
  • Ability to work independently, manage priorities, and maintain consistent productivity in a remote environment
  • Must be U.S.-based and available during standard U.S. business hours across multiple time zones
  • Ability to successfully complete required background check

Preferred Skills & Experience

  • Experience with dwelling fire, landlord, vacation rental, or short-term rental insurance coverage
  • Experience working with real estate investors, property owners, or investment-focused clients
  • Understanding of how business entities (LLCs, S-Corps, etc.) impact liability and insurance needs
  • Experience using agency management systems such as Applied Epic, HawkSoft, EZLynx, or similar platforms
  • Comfort working with technology-driven workflows and AI-enabled tools

What You Can Expect From 2020 Companies
We welcome every voice, and we are committed to building a truly inclusive environment where your differences are not just welcomed, they are celebrated. We are always identifying opportunities to encourage our team to be their authentic selves, while working to provide a best-in-class experience for our employees. Whether that's paid holidays, long-term career pathing options, personal development opportunities or professional stretch assignments, you can expect 2020 Companies to support you.
2020's Commitment
We are committed to creating a diverse and inclusive organization and are proud to be an equal opportunity employer. All qualified applicants will receive consideration for employment without regard to race, color, religion, gender, gender identity or expression, sexual orientation, national origin, genetics, pregnancy, disability, age, veteran status, or other dimensions of identity.


What 2020 Companies employees say

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About 2020

Sourced by ZipRecruiter

2020 Companies is an outsourced Sales & Marketing company representing Reliant. We hire Sales Representatives and other types of brand advocates to fortune 200 companies. Let us help you find a fun job in retail sales or events! 2020 Companies recruits, hires, trains, and cultivates Sales Representatives, Brand Ambassadors, Merchandisers, and casted-talent, to tailor a full-package solution to clients wanting to grow their market share, build brand awareness, expand distribution channels, and connect people with consumers.

Industry

Marketing

Company size

5,001 - 10,000 Employees

Headquarters location

Southlake, TX, US

Year founded

1991

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