Red Maple Retreats is seeking a dependable and highly organized Administrative Assistant to support the owner and our vacation rental management team. This is a primarily remote position; however, applicants must live within reasonable driving distance of Conway/North Conway and be willing to provide occasional in-person assistance. This may include running an errand, helping with a property setup, meeting a vendor, or assisting the team with another local need. This is a support role focused on keeping communication, documentation, and administrative tasks organized. The ideal candidate is proactive, comfortable with technology, attentive to details, and able to follow tasks through to completion without constant supervision. Responsibilities Provide administrative support directly to the owner Assist team members with scheduling, documentation, data entry, research, and follow-up Manage reminders, deadlines, calendars, and task lists Organize email, Google Drive files, spreadsheets, forms, and business records Assist with onboarding new homeowners and vacation rental properties Collect and organize contracts, insurance documents, tax forms, owner information, and property details Enter and update information across company software platforms Prepare emails, agreements, reports, checklists, and other documents Help coordinate meetings, appointments, photography, vendors, and deliveries Record and organize property updates provided by the operations manager Assist with owner statements, invoices, receipts, and bookkeeping preparation Update rental listings, property information, amenities, and seasonal details as directed Place orders and maintain related records based on information provided by the team Assist with administrative projects for our vacation rental management and real estate businesses Complete occasional errands or local support tasks Help keep information and communication moving between team members Provide additional administrative support as business needs arise Qualifications Previous administrative assistant or similar experience preferred Strong organizational and time-management skills Excellent written and verbal communication Dependable, responsive, and able to meet deadlines Comfortable supporting multiple team members and managing changing priorities Able to work independently in a remote environment Proficient with Google Docs, Google Sheets, email, and cloud-based software Comfortable learning new technology and systems Strong attention to detail and follow-through Professional when communicating with homeowners, vendors, guests, and team members Experience in vacation rentals, hospitality, property management, or real estate is helpful but not required Reliable transportation required Must live within reasonable driving distance of Conway/North Conway We are looking for someone who enjoys being the reliable person behind the scenes—the person who keeps details organized, supports the team, and makes sure important tasks do not get lost in the shuffle. To apply, please submit your résumé and a brief introduction that includes your availability and the town where you live.

Pay:

$22.00 - $25.00 per hour Expected hours: 25.0 - 30.0 per week

Benefits:

Flexible schedule Flexible spending account Health insurance Health savings account Life insurance Paid time off Professional development assistance

Work Location:

Hybrid remote in Conway, NH 03818