About Simple Vacation Rentals Simple Vacation Rentals is a boutique vacation rental management company based in Killington, Vermont. We help property owners get more from their investments while giving guests a smooth, memorable stay. Our approach is personal, responsive, and practical. We value integrity, transparency, teamwork, and getting the details right. We're looking for a capable, organized assistant who can help the owner and team stay ahead of daily operations. This is a hands-on role for someone who communicates clearly, follows through, and enjoys bringing order to a fast-moving business. What you'll do Manage calendars, appointments, email, follow-ups, and day-to-day priorities for the owner Help coordinate guest, property owner, vendor, maintenance, and housekeeping communications Track open tasks and make sure important details do not fall through the cracks Prepare documents, reports, spreadsheets, meeting notes, and standard operating procedures Assist with reservations, property listings, guest information, and other administrative work Organize digital files and keep business records accurate and easy to find Research services, vendors, purchases, and operational questions as needed Help improve recurring processes and identify practical ways to save time Handle occasional local errands or property-related tasks Support special projects across the business You'll be a strong fit if you Are exceptionally organized and reliable Communicate warmly and professionally by phone, email, and text Use sound judgment and can handle confidential information with discretion Take initiative, solve problems, and know when to ask a question Can manage several priorities without losing track of details Are comfortable learning new software and working across multiple online systems Write clearly and are confident using calendars, documents, and spreadsheets Stay calm when plans change or a time-sensitive guest or property issue arises Preferred experience Two or more years in an administrative, executive assistant, operations, hospitality, property management, or customer service role Experience in vacation rentals, hotels, real estate, or a small business is helpful but not required Familiarity with Google Workspace and modern task-management or reservation software Knowledge of the Killington area is a plus Reliable transportation for occasional local errands or property visits Schedule This is expected to be a part-time position of approximately 20-30 hours per week. Most scheduled hours will fall during regular business hours. Because hospitality can be time-sensitive, occasional evening, weekend, or holiday work may be requested. All time worked will be paid, and schedule expectations will be discussed in advance. What we offer $18-$30 per hour, based on experience A varied role with meaningful responsibility The chance to work closely with the owner of a growing hospitality business A practical, collaborative environment where good ideas are welcome Opportunities to take on more responsibility as the role and company grow How to apply Please submit your resume and a short note explaining why this role interests you. In your note, tell us about a time you kept several competing priorities organized and made sure nothing was missed. Simple Vacation Rentals is an equal opportunity employer. We consider qualified applicants without regard to race, color, religion, ancestry, national origin, sex, sexual orientation, gender identity, place of birth, age, disability, crime victim status, veteran status, or any other characteristic protected by applicable law.

Pay:

$18.00 - $30.00 per hour Application Question(s): Tell us about a time you kept several competing priorities organized and made sure nothing was missed.

Work Location:

In person