Luxury Short-Term Rental Management

Your Luxury Retreat, Our Expert Care – Seamless Management, Elevated Returns

Owning a luxury vacation home should be a joy, not a job. At Maine Street Property Managementwe specialize in Luxury Short-Term Rental Management in Maine and provide a white-glove, full-service management experience tailored to discerning homeowners who expect excellence, peace of mind, and maximum returns.


Why Choose Our Luxury Short-Term Rental Management in Maine?

A Dedicated Team of Experts

We believe that luxury management requires a hands-on, specialized approach. That’s why we have dedicated professionals overseeing every aspect of your home’s success:

  • Guest Experience & Customer Service: Our team is fully dedicated to ensuring seamless guest experiences, handling all communication, and providing concierge-level service.

  • Revenue & Calendar Optimization: Our pricing and revenue specialists continuously adjust rates, manage availability, and maximize occupancy to ensure your home generates the best possible return.

  • Property Excellence: Our in-house quality control team which includes a large team of cleaners, a cleaning manager, and a property manager who ensures your home always looks immaculate and top-tier, ready to impress high-end clientele.

Unmatched Cleaning & Maintenance Standards

Unlike other companies that rely on third-party services, we own and operate our own cleaning department. This means:

  • Immaculate, hotel-quality turnovers for every guest stay.
  • Luxury linens and meticulous presentation, ensuring five-star reviews and repeat bookings.
  • Regular deep cleaning and inspections to maintain pristine conditions.
  • Our in-house maintenance team and exclusive partnerships with top local tradespeople ensure that any issue is resolved immediately and efficiently—whether it’s a minor fix or an emergency repair.

Strategic Marketing & Booking Power

We don’t just list your home—we strategically position it as a premier luxury rental across top-tier platforms:

  • Featured on VRBO.com, Airbnb, and our direct booking site.

  • Thoughtful and Professional photography to showcase your property at its best.

  • Expert-crafted descriptions and branding to attract high-end travelers looking for an exclusive coastal Maine experience.

Full-Service Owner Support

We handle every detail so you can relax and enjoy the benefits of ownership:

  • No more scrambling for receipts at the end of the year and keeping track of all of your home’s invoices.  For full-time investment properties, we offer bill pay and tax-ready accounting for effortless financial tracking. 

  • Yearly performance reviews with tailored recommendations for increasing income and guest experience.

  • Flexible owner stays—enjoy your home on your schedule while still optimizing rental income.

Capital Improvements & Design Expertise

Owning a luxury rental means keeping your property timeless, functional, and desirable. Our expert team offers a la carte services:

  • Construction & Capital Improvement Management – Need a renovation? We coordinate and oversee everything, from small upgrades to major remodels. Whether it’s a new deck, updated kitchen, or luxury bathroom refresh, we handle the process with top-tier craftsmanship and efficiency.
  • Luxury Interior Design & Furnishing Consultation – We guide you on which design choices, furnishings, and amenities will have the biggest impact on bookings and revenue. From furniture and amenity selection to curating an aesthetic that elevates your property, we make sure your home stands out.

Why Owners Choose Us

    • Hassle-Free Ownership – No guest communication, maintenance calls, or stress—just effortless rental income.

    • Maximized Revenue – Our data-driven approach ensures optimal pricing and occupancy for peak earnings.

    • Uncompromising Quality – We manage every aspect of your property as if it were our own, ensuring it remains in pristine condition.


      Effortless Luxury, Maximum Returns

      Our Luxury Short-Term Rental Management in Maine is built for homeowners who want hands-off, high-end property management with exceptional results.

Skye Ouellette

Owner / CEO

Skye is the CEO of Maine Street Property Management. She founded the company after leaving the corporate world, where she built a successful career as a consultant and project manager. Under her leadership, Maine Street has grown into a leading property management firm, known for its expertise and commitment to excellence.

Skye and her husband, Joe, are passionate about real estate, and experienced property investors, actively expanding their extensive portfolio of residential and commercial rental properties in the Wells area. From hands-on, sweat equity renovations in their investing early days to now having a full maintenance staff and overseeing multi-million dollar renovation projects, Skye and Joe have built a reputation as industry experts in real estate investment, property rehabilitation, and large-scale renovations. Skye has made it Maine Street’s mission to help real estate investors tap into this wealth of knowledge and continue building their portfolios with confidence.
 

As a licensed Real Estate Broker with Anne Erwin Sotheby’s International Realty in York, Skye is a real estate expert.  Her focus is 100% on running Maine Street, so she rarely is active in the sales world these days, however she strongly collaborates with her colleagues at Anne Erwin to provide comprehensive real estate services—from deal analysis and negotiation to purchase—seamlessly transitioning into full-service property management.

Outside of work, Skye enjoys spending time with her family and their dog, Charlie. She has a passion for flower gardening and loves taking in the beauty of Maine’s beaches.