Short-term rental support for Western North Carolina and Eastern Tennessee
Who we are
We’re Grayson and Megan, the husband and wife team behind Little Pine Retreats.
We help homeowners and investors create successful, dependable short term rentals, with a specialty in corporate housing and mid term stays for traveling professionals and nurses.
Through our lease to operate program, consulting services, and investor support, we bring years of hands on experience managing properties, overseeing day to day operations, and creating thoughtful, guest ready spaces. We understand what it takes to keep homes consistently booked and well cared for, especially for longer stay guests who value comfort, reliability, and ease.
We combine local insight, operational experience, and a relationship centered approach in every property we support.
Our goal is simple. To make owning or launching a short term rental feel clearer, easier, and more profitable.
What We Offer
Lease-to-Operate
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Our lease to operate program gives homeowners the stability of a long-term lease with the care and attention of a professional management team. You receive guaranteed monthly income just like a traditional tenant would provide while we take full responsibility for operating the home as a short-term rental.
Many homeowners find this model safer than long-term renting. The home is cleaned and inspected multiple times a week. Guests are screened before every reservation. Stays are monitored and any issues are handled directly by us. You receive predictable income, consistent oversight, and a well-cared-for property without any of the stress that typically comes with hosting.
Details:Guaranteed monthly rent through a long-term master lease agreement
Full operation of the home as a short-term rental with your permission
Management of guest communication, bookings, and house rules
Professional cleaning between every visit
Frequent inspections and ongoing property care
Local hands-on oversight from our team
Coordination of maintenance, restocking, and guest-ready preparation
We handle guest issues, damages, and communication
A strong fit for owners who want income without the work or uncertainty of a tenant
Why homeowners choose this model
Predictable income in every season
More oversight than a traditional long-term tenant
Less wear and tear due to strict rules and frequent professional cleaning
No tenant turnover or risk of lease issues
Regular monitoring and consistent care
No hosting responsibilities on your end
You receive the stability of a long-term lease combined with the active care of a dedicated management team.
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Pricing is based on the long-term rental amount we agree on with the homeowner. Every home is different, so the monthly rent depends on factors like the property size, condition, location, and local rental averages. We create a custom proposal after a short conversation to understand the home and your goals.
Investor Support
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Investor Support is designed for individuals exploring properties in Western North Carolina or Eastern Tennessee who want clear guidance before purchasing. We help you understand whether a home has strong short-term rental potential, what it may realistically earn, and what it needs to succeed once it is yours.
You receive local insight, practical evaluation, and honest feedback based on real operational experience. We review the elements that matter most for STR performance, including location, layout, guest appeal, local regulations, and revenue considerations. This support is ideal for anyone wanting confidence and clarity before making a decision.
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Pricing varies depending on the amount of evaluation and involvement required. We provide a custom quote after a short conversation to understand your goals and the level of support you are looking for.
Consulting
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Consulting is a good fit for homeowners who want help setting up or improving a short-term rental without handing off full operations. We offer guidance that helps you avoid costly mistakes, strengthen your listing, and make clearer decisions. This support is designed for owners who prefer to stay involved but want a knowledgeable partner to make the process easier and more effective.
You receive practical recommendations, clear next steps, and insight based on real short-term rental experience. This is ideal for anyone launching a new rental, restructuring an existing listing, or wanting to improve overall performance.
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Pricing varies based on the level of support you need. We offer custom quotes after a short conversation to understand your goals and the amount of guidance required.
Ready to explore what support could look like for your property?
From Clients We Have Worked With:
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Working with Grayson and Megan made hosting feel a lot less overwhelming from the start. They helped me get everything set up and supported me as I figured things out. That early guidance gave me confidence as a host, and I’m still benefiting from what they helped me build.
-Trish M.
Client Result
⭐ Airbnb Superhost
🏆 Top 1% of homes worldwide
Based on ratings, reviews, and reliability
See listing here -
I was struggling to keep my triplex filled with long-term renters when Megan and Grayson approach me about managing it as a short-term rental. They took great care of the property, kept the units consistently booked for 3 years, and made the entire experience easy. Each unit was in excellent condition throughout.
- Dave M.
Client Result
🏠 Converted underperforming long-term rentals into short-term stays
📅 Fully booked for 3 consecutive years
✨ Property maintained in excellent condition -
I knew about Megan and Grayson’s design skills and trusted them completely with the space. They took an empty office and turned it into something that truly worked for my business... warm, functional, and thoughtfully designed. They were incredibly mindful of budget and still exceeded my expectations. I loved coming into the space every day.
- Courtanie D.
Client Result
🏢 Full office redesign in Austin, TX
🎨 Transformed into a functional, welcoming workspace
💰 High-impact design delivered on a realistic budget