Short Term/vacation Rental Superhost

Toronto, ON, CA, Canada

Job Description

Job Title: Short-Term/Vacation Rental Superhost

Location: On-Site (Must live near assigned units)

Compensation: 100% Revenue Share | Potential earnings is up to $85K+ per year

• Earn approximately $5K per unit per year with a portfolio of up to 15 units ($75K+ with incentives for top ratings).
• Additional units available for high-performing hosts.
• Extra bonuses and incentives for maintaining a 4.8+ star average rating.

About the Role: As an Upstay Superhost, you are an entrepreneur and the hospitality boss of your assigned units, ensuring an exceptional guest experience and maximizing revenue. You are the single source of passion ensuring a 5-star trip for every guest while maintaining the quality of the property.

Key Responsibilities:

• Manage communication with guests prior, during and after guest stay
• Personally inspect each unit before guest check-in, ensuring high cleanliness and maintenance standards.
• Manage light maintenance tasks and stock necessary supplies.
• Coordinate and verify cleaning services to meet Upstay's quality expectations.
• Queue heavy repairs in the system for corporate management.
• Optimize unit listings and work with the revenue team to adjust pricing strategies.
• Act as the primary point of contact for guests, providing timely responses and excellent customer service.
• Be available for urgent on-site issues, including guest lockouts or emergency concerns.
• Build strong guest rapport, ensuring satisfaction and earning consistent 5-star reviews.
• Maintain flexibility with working hours, being available with varying schedules.
• Work primarily from your phone while conducting necessary in-person property inspections.
• Prepare the home for owner visits; meet and greet owners and be available during their stays

Who We're Looking For: We want hustlers, entrepreneurs, and proven Superhosts who know what it takes to run an outstanding short-term rental operation. The ideal candidate is passionate about hospitality, detail-oriented, and eager to maximize their earnings.

Requirements:

• Strong customer service and communication skills.
• Comfortable using technology (smart locks, guest communication platforms, etc.).
• Light maintenance experience preferred (e.g., troubleshooting common household issues).
• Passion for hospitality and entrepreneurship, with a drive to control your own success.
• Must live near the assigned properties and have reliable transportation.
• Ability to work flexible hours, including evenings and weekends as needed.
• Consistently able to maintain a 4.8+ star rating with excellent guest reviews.
• Prior Airbnb or hospitality experience is a major plus.
• Must be comfortable handling unexpected guest issues professionally and efficiently.

How You Are Supported: As an Upstay Superhost, you don't have to source vendors or manage contractors--we handle everything:

• Sales & Marketing : We drive direct bookings and optimize listings for maximum revenue.
• Technology Stack: We utilize our scale to obtain the best technology software to ensure smooth communication with guests and the support team
• Revenue Management : Advanced tools to keep your pricing competitive
• Compliance : Stay compliant with local regulations without the hassle.
• Accounting & Payment Processing : We handle guest payments, taxes, and financials.
• Owner Management : We handle all owner related communications including utilities
• Operational Support : We manage cleaners, maintenance, and ensure smooth turnovers.

Upstay is a well-established and rapidly growing company, managing over 400 properties across multiple cities and generating more than $2 million in monthly revenue. Our dedicated team of over 200 professionals ensures seamless operations, from guest experience to property management. We are also expanding into hotel development, offering a unique opportunity for ambitious hosts to grow alongside us. Through our extensive mentorship and support network, we help you avoid costly pitfalls while maximizing your earning potential. If you demonstrate exceptional performance and commitment, we will provide opportunities for you to take part in larger ventures, including hotel operations.

Why Join Us?

• Earn more by managing more units and keeping high ratings.
• Gain access to Upstay's full support system: cleaning, operations, revenue management, marketing, STR compliance, legal support, and more.
• Grow your business rapidly--quadruple your portfolio overnight with our company's backing.
• Work with a high-growth company managing 400+ units across multiple cities, generating $2M+ per month.
• Get mentorship from hospitality experts and avoid common pitfalls in the STR business.
• Build towards bigger opportunities--including running boutique hotels in partnership with us!

If you're ready to take your hospitality game to the next level and become a key player in the future of short-term rentals, apply now!

Job Type: Full-time

Pay: Up to $85,000.00 per year

Work days:

• Monday to Friday
• Weekends as needed

Application question(s):

• Are you already an Airbnb host?
• If YES, please provide the link to your listing.

Work Location: In person

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Job Detail

  • Job Id
    JD2362058
  • Industry
    Not mentioned
  • Total Positions
    1
  • Job Type:
    Contract
  • Salary:
    Not mentioned
  • Employment Status
    Permanent
  • Job Location
    Toronto, ON, CA, Canada
  • Education
    Not mentioned