VP of Vacation Rentals

Company Overview

Casago Coastal North Carolina is a locally led, locally operated vacation rental management group serving four of the most beloved stretches of the North Carolina coastline through our family of brands: Hatteras Realty (Hatteras Island and the southern Outer Banks), Atlantic Beach Realty (the Crystal Coast), Carolina Coast Retreats (the Cape Fear region, including Wilmington and Topsail), and Carolina Breeze Vacations (the Brunswick Islands).

We are led by a team with decades of combined experience investing in, growing, and operating successful vacation rental management companies — and that experience is paired with on-the-ground local managers who live in the markets they serve. The people making decisions about a homeowner's property or a guest's stay are part of the same community, with the authority to act in real time. We believe vacation rental management is a relationship business, and relationships are built locally.

For homeowners, we are an advocate first — focused on protecting the home, maximizing income, and delivering transparent, real-time reporting. For guests, we deliver professionally cleaned, fully equipped homes backed by reliable local support from check-in to check-out.

As part of the Casago network, North America's largest specialized vacation rental manager, our local teams are backed by enterprise technology, distribution across 25+ leading channels including Vrbo, Airbnb, and Booking.com, and the operational resources of a national platform — while the strategy, service, and relationships remain ours, built locally for the long term.

Position Summary

Casago Coastal North Carolina is seeking a VP of Vacation Rentals to lead and scale rental performance across a growing, multi-market portfolio.

This is a high-impact, hands-on leadership role responsible for driving results across homeowner relationships, rental operations, and service delivery. You will partner directly with ownership and General Managers to bring structure, accountability, and consistency to the rentals function - while ensuring teams are aligned, supported, and performing at a high level.

Success in this role requires someone who moves quickly, takes initiative, and thrives in a fast-paced, evolving environment. You will be responsible for building and refining systems that improve efficiency, elevate the homeowner and guest experience, and enable the organization to scale with confidence.

You’ll operate across multiple coastal markets, stepping in where needed to solve problems, remove friction, and keep operations moving forward. This role is ideal for a leader who combines strong relationship instincts with operational discipline, and who takes pride in turning complexity into clarity.

Key Responsibilities

Homeowner Relations & Portfolio Performance

• Serve as the primary point of contact for key homeowners, ownership, and internal teams

• Build and maintain strong homeowner relationships, proactively managing expectations, revenue goals, and satisfaction

• Address and resolve homeowner concerns quickly and effectively, ensuring trust and retention

• Communicate consistently and transparently with stakeholders across all markets

Rental Operations Leadership

• Partner with General Managers to drive consistency and accountability across the full rental lifecycle

• Oversee onboarding of new homeowners, ensuring a seamless transition into management

• Ensure alignment and performance across reservations, guest services, and frontline teams

• Collaborate with the VP of Operations to maintain service quality across housekeeping, maintenance, and vendor performance

Systems, Process & Scalability

• Develop and implement standardized processes that bring structure and clarity to rental operations

• Utilize company systems and data to identify trends, improve performance, and drive informed decision-making

• Continuously refine workflows to improve efficiency, communication, and scalability across multiple markets

Issue Resolution & Service Excellence

• Act as the escalation point for complex guest and homeowner issues, resolving challenges with urgency and professionalism

• Ensure a consistently high standard of service across all properties and guest touchpoints

• Uphold brand standards and reinforce a culture of accountability and responsiveness

Business Growth & Market Support

• Support business development efforts and contribute to portfolio growth initiatives

• Partner with internal teams to ensure successful onboarding and integration of new properties

• Act as a brand ambassador for all Casago Coastal NC destinations and services

Leadership & Culture

• Set the standard for professionalism, communication, and execution across the organization

• Foster a culture of accountability, urgency, and results-driven performance

• Motivate and influence teams across multiple locations to align with company goals

Required Qualifications

• High School Diploma or equivalent

• Active North Carolina real estate brokers license

• 5+ years minimum prior vacation rental / short term rental experience

• 5+ years minimum leadership experience

• Experience with property management software required; Streamline preferred

• Valid driver's license

• Ability to pass pre-employment testing which may include drug testing and/or background screening

• Must have proficiency with Microsoft office suite including Excel, Word, PowerPoint and Outlook and additional ability to learn and excel at new software programs

An ideal candidate will also have

• Proficiency in written and verbal communications to multiple stakeholders both internally and externally

• Exceptional interpersonal skills with the ability to make and cultivate strong personal connections and relationships with homeowners utilizing skills such as:

  • Timely and thorough follow-up

  • Active listening

  • Proactivity

  • Adaptability

  • Problem solving

• Keen attention to detail and desire to act to uphold luxury service expected by homeowners and guests

• Commitment to providing outstanding customer service

• Well-developed administrative and organizational skills demonstrated in ability to manage time effectively and meet deadlines in a fast-paced environment

• Team player mentality with a willingness to be flexible and open to feedback and continued growth

• Ability to be flexible and work in a fast-paced environment with hours of work varying, especially during peak season

Compensation & Benefits

Annual Salary

$110,000 - $150,000 depending on experience

Bonus

• Bonus plan is based on both personal and company goals

Benefits

• Paid time off such as PTO, sick days, and vacation days

• Health, Dental and Vision insurance

• Retirement benefits or accounts

• Car allowance

Schedule

• Full-time; This role will require in office responsibilities for both Topsail Beach (Sneads Ferry office) and Brunswick County (Shallotte office) each week.