Vacation Rental and Sales Support Specialist

Position Summary

The Vacation Rental and Sales Support Specialist facilitates all phases of short- and long-term rental contracts—from initial guest inquiry through the reservation process, guest stay, and departure, with a primary focus in administration and follow up. This role requires broad knowledge of SCH's service offerings and a proactive approach to recommending additional services to guests and owners. Success in this position requires strong communication skills, keen attention to detail, a customer-service mindset, and familiarity with the Stowe area rental market. This is a sales and support role and also collaborates closely with Accounting, and Property Care teams.

Key Responsibilities

Sales Reservations

• Respond to incoming leads via phone, email, text, and LiveChat; log and track inquiries in the Lead system
• Convert online bookings, phone reservations, and chats into executed contracts
• Draft and distribute short-term, seasonal, and long-term rental contracts

Sales Support

• Process guest payments and reservation details
• Assist sales team with seasonal rental contract follow up
• Review and resolve weekly Balance-due and No Contract reports, as directed by the Sales Manager
• Communicate with owners as needed to move reservations forward
• Conduct property showings for prospective guests as needed
• Support sales manager with new owner onboarding as directed
• Assist sales manager in organizing and responding to guest reviews
• Draft and maintain SOPs for Vacation Rental Sales processes
• Support the sales team in meeting quarterly and annual targets

Property Care and Operations Support

• Document and relay guest/owner concerns to the appropriate team
• Input maintenance and housekeeping requests into Breezeway property care platform
• Assist in resolving level 1 guest issues by coordinating communication and next steps
• Provide front desk coverage as needed

General Support

• Stay informed on rental market trends, regulations, and local factors affecting the business
• Additional duties to support overall business goals

Schedule Expectations

• This role requires 18–20 hours per week
• Saturday availability is required
• Remaining hours are flexible and can be scheduled Monday–Friday based on candidate availability and business needs
• Some seasonal flexibility may be expected during peak periods (holidays, foliage season, etc.)

Qualifications

• Experience in vacation rental, hospitality, or property management preferred
• Excellent communication and customer service skills
• Ability to prioritize and shift between tasks in a fast-paced environment
• Proficient in Microsoft Office Suite; able to quickly learn vacation rental software (e.g., Streamline and Breezeway)
• Comfortable working both independently and collaboratively within a team
• Positive, kind, and solutions-oriented attitude

Pay: $18.00 - $23.00 per hour

Expected hours: 18.0 – 20.0 per week

Benefits:

• 401(k)
• Employee discount
• Flexible schedule
• Health insurance
• Paid time off

Work Location: In person

Salary : $18 - $23