1

Seasonal Short Term Rentals Jobs (NOW HIRING)

Lead Cleaner

Lake Geneva, WI · On-site

$20 - $21/hr

We service short term rentals, residential accounts and post construction/move out accounts. We are hiring for part-time Airbnb lead cleaner to help ensure the turnover for our homes throughout the ...

Description Who We Are Deerfield Vacation Rentals is a short-term / vacation rental management company with a portfolio of properties in the Deerfield Resort community and across scenic Norris Lake ...

We took the best that hotels and short-term rentals had to offer and created a new class of hospitality that is well-priced, reliable, and offers a large selection of great locations. Unlike ...

Property Service Cleaner

TN · On-site

$13 - $19/hr

Job Type Full-time Description Who We Are Deerfield Vacation Rentals is a short-term / vacation rental management company with a portfolio of properties in the Deerfield Resort community and across ...

Property Service Cleaner

TN · On-site

$13 - $19/hr

Who We Are Deerfield Vacation Rentals is a short-term / vacation rental management company with a portfolio of properties in the Deerfield Resort community and across scenic Norris Lake, including ...

We took the best that hotels and short-term rentals had to offer and created a new class of hospitality that is well-priced, reliable, and offers a large selection of great locations. Unlike ...

next page

Showing results 1-20

Seasonal Short Term Rentals information

See salary details

$8

$16

$20

How much do seasonal short term rentals jobs pay per hour?

As of Jul 7, 2026, the average hourly pay for seasonal short term rentals in the United States is $16.02, according to ZipRecruiter salary data. Most workers in this role earn between $14.66 and $17.31 per hour, depending on experience, location, and employer.

What are some common challenges faced when managing seasonal short term rentals, and how can they be addressed?

Managing seasonal short term rentals often involves handling fluctuations in guest demand, which can lead to periods of high intensity and downtime. During peak seasons, quick turnovers and maintaining property standards become crucial, requiring excellent time management and coordination with cleaning and maintenance teams. Off-season periods may involve strategizing marketing efforts to attract bookings and performing property upgrades. Building strong relationships with local service providers and using property management software can help streamline operations and reduce stress during busy times.

What are the key skills and qualifications needed to thrive as a Seasonal Short-Term Rental Manager, and why are they important?

To thrive as a Seasonal Short-Term Rental Manager, you need strong organizational skills, attention to detail, and knowledge of property management, often supported by experience in hospitality or real estate. Familiarity with booking platforms like Airbnb or Vrbo, property management software, and local rental regulations is typically required. Excellent communication, problem-solving abilities, and customer service skills help you effectively address guest needs and coordinate with service providers. These skills ensure smooth operations, high guest satisfaction, and compliance with regulations during peak rental seasons.

What is the difference between Seasonal Short Term Rentals vs Property Manager?

AspectSeasonal Short Term RentalsProperty Manager
CredentialsNone required, but knowledge of local regulations helpsReal estate or property management certifications often preferred
Work EnvironmentIndividual or small team managing short-term rentals, often remotelyOversees multiple properties, may work on-site or remotely
Employer & IndustryHospitality, real estate, vacation rental platformsReal estate firms, property management companies

Seasonal Short Term Rentals involve managing or hosting short-term rental properties, focusing on guest experience and property upkeep. Property Managers oversee multiple rental units, handling maintenance, tenant relations, and operational tasks. While both roles require knowledge of local regulations and customer service skills, Property Managers typically have more formal credentials and broader responsibilities across multiple properties.

What are Seasonal Short Term Rentals?

Seasonal short term rentals are properties that are leased out to tenants for brief periods, typically ranging from a few days to several months, and are most often available during peak vacation or holiday seasons. These rentals are popular in tourist destinations and provide an alternative to hotels, offering amenities like kitchens and private living spaces. Property owners often use platforms like Airbnb or VRBO to list their seasonal rentals, catering to travelers looking for flexibility and comfort. Regulations and requirements for operating such rentals can vary widely depending on the location, so it's important for both owners and renters to research local laws.
What cities are hiring for Seasonal Short Term Rentals jobs? Cities with the most Seasonal Short Term Rentals job openings:
What are the most commonly searched types of Short Term Rentals jobs? The most popular types of Short Term Rentals jobs are:
What states have the most Seasonal Short Term Rentals jobs? States with the most job openings for Seasonal Short Term Rentals jobs include:

Accounting Director (Short-Term Rental Industry)

Howard Financial Services LLC

Remote

Full-time

Posted 4 days ago


Job description

Howard Financial is a full-service back-office solution for high-growth companies with bookkeeping, payroll, and bespoke reporting needs that require accuracy, timeliness, and institutional-quality reporting without the burden of full-time staff. We are an experienced team of bookkeepers and administrators with multiple decades of combined experience across industries allowing companies to focus on their core business while we handle the rest.
Founded in 2023, our team of ~100 professionals supports ~75 clients across a diverse range of industries. We recently reached $6M of contracted ARR and are growing rapidly (over 200% LTM growth).
Key Responsibilities
• Oversee day-to-day accounting operations for multiple short-term rental clients.
• Ensure accurate and timely financial reporting, month-end closings, and reconciliations.
• Lead and mentor a team of accountants and controllers, fostering quality, accountability, and professional growth.
• Develop, document, and optimize accounting processes to support efficiency and scalability.
• Manage client relationships, providing strategic financial insights and recommendations.
• Review and ensure compliance with GAAP and applicable tax and regulatory
requirements.
• Coordinate with FP&A and client leadership on budgeting, forecasting, and cash flow management.
• Oversee system integrations, chart of accounts setup, and automation improvements across accounting tools (QuickBooks, NetSuite, etc.).
Qualifications
• Bachelor's degree in Accounting, Finance, or a related field; CPA preferred.
• 8+ years of progressive experience in accounting, including at least 3 years in a leadership or director-level role.
• Strong understanding of hospitality or property management accounting structures.
• Experience in Vacation Rentals or HOAs (Homeowner Associations) is preferred.
• Proven success in managing multi-entity consolidations and complex reporting environments.
• Excellent communication skills and client-facing experience.
• Proficiency with accounting systems (QuickBooks Online, NetSuite, or similar).
What We Offer
• Opportunity to work with a dynamic and growing financial services firm.
• Collaborative and supportive team culture.
• Exposure to diverse clients and industries.
• Growth opportunities within a scaling organization.