Charlottesville Property Management Services

The stay Charlottesville Story

Our story

Founded in 2010 out of a deep appreciation of the Charlottesville area and love of our community Stay Charlottesville is one of the oldest vacation property management businesses in Charlottesville. The founder, Travis Wilburn, is an architect-at-heart with a love for historic buildings, music, dining, and art. The company was born out of a desire to share the beauty and charm of this area with visitors from around the world.

More than just a vacation rental company, Stay Charlottesville is a celebration of the local culture and hospitality. The team takes pride in introducing guests to the best that Charlottesville has to offer, from world-class wineries and restaurants to vibrant arts and music scenes. 

At Stay Charlottesville, we are passionate about creating unforgettable experiences for our guests, allowing them to immerse themselves in the rich tapestry of Charlottesville’s history, culture, and hospitality. Join us on a journey to discover the true essence of this remarkable region, one historic home at a time.

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Our Vacation Rental Management Philosophy

Ensure your properties reach their full potential 

At Stay Charlottesville, we understand that property owners entrust us with their most valuable assets. That’s why we take great pride in our consientious approach to property management, ensuring that owners can relax knowing their investments are in capable hands.

With years of experience and a deep-rooted understanding of the local market, our team is dedicated to maximizing the potential of each property under our care. From strategic pricing and marketing initiatives to prompt maintenance and impeccable guest services, we go above and beyond to safeguard the interests of our property owners.

Transparency and open communication are at the core of our philosophy. We keep property owners informed every step of the way, providing detailed reports and updates on the performance of their investments. By fostering a trusting and collaborative relationship, we strive to alleviate any concerns and instill confidence in our ability to manage their properties effectively.

At Stay Charlottesville, we don’t just manage properties – we nurture them, ensuring that they reach their full potential while providing a hassle-free experience for owners. So sit back, relax, and let us take care of the rest. Your property is in good hands with Stay Charlottesville.

Increased Revenue

Most guests book directly, saving you online travel agency fees

At Stay Charlottesville, we understand that revenue optimization is crucial for property owners. That’s why our approach goes beyond mere algorithms and price wars. We represent the pinnacle of the vacation rental market, and our experience-driven model ensures that your property commands the rates it deserves. Maximize Your Property’s Potential with Stay Charlottesville. The majority of our guests book directly via, saving you online travel agency fees, vetted guests, and ultimately increasing the revenue and benefits to each property we represent.

proud member of the 100 collection™

Stay Charlottesville is a proud member of The 100 Collection™, an independent evaluation program that recognizes the top vacation companies and rentals managed setting the gold standard for hospitality excellence. Stay Charlottesville has several of its meticulously curated and professionally designed properties featured in the collection.

These gorgeously unique homes, ranging from carriage houses to urban lofts and sprawling estates, offer guests a personalized and luxurious experience with attention to every detail. Wilburn’s passion for showcasing the best of Charlottesville shines through in the locally-sourced decor, high-end amenities, and bespoke services like private chefs and transportation to nearby vineyards.

One Hundred Collection Logo

customer portal

Stay Connected with Your Property Anytime, Anywhere

At Stay Charlottesville, we understand the importance of keeping you informed and in control of your vacation rental property. That’s why we offer a state-of-the-art customer portal, providing you with real-time access to your property’s performance and details.

Whether you’re at home or on the go, our customer portal ensures you have a comprehensive overview of your investment at your fingertips. Stay connected, stay informed, and stay in control with Stay Charlottesville’s convenient property owner portal.

Experience the peace of mind that comes with transparent and accessible property management. Contact us today to learn more about our cutting-edge customer portal and how it can streamline your vacation rental experience.

luxury is our forte

Monticello Wine Tour and Coach Co

Our sister company, Monticello Wine Tour and Coach Co, offers our guests luxurious vehicles, meticulously maintained to provide the utmost in comfort and sophistication. From spacious Mercedes Sprinter Vans or luxury Suburbans, each mode of transportation is designed to ensure a seamless and enjoyable journey, allowing you to sit back, relax, and savor every moment. Vehicle rentals are also available. As a valued homeowner with Stay Charlottesville, we’re thrilled to offer your guests an exclusive opportunity to experience the best of Charlottesville’s renowned wine country and historic attractions in unparalleled style and comfort. By incorporating our luxury wine tour and transportation services into your property’s offerings, you can elevate your guests’ experience and set your home apart from the competition.

Old Metropolitan Hall

Our sister company, Old Metropolitan Hall, is a beautifully restored historic event and wedding venue in downtown Charlottesville. Old Metropolitan Hall offers an elegant private event space designed to provide your guests with a polished setting for their special occasion, or business event. We work with Charlottesville caterers and event vendors to bring your social and corporate events to fruition. Our ballroom and bar cellar are the perfect spaces for your cocktail party, wedding reception, rehearsal dinner or private gathering.

Charlottesville Insider

Our sister company, Charlottesville Insider, increases your properties exposure and audience for marketing. Charlottesville Insider also offers your guests bookable experiences, advice on things to do in the Charlottesville area and a Perks Membership for discounted rates with our partnered companies in and around town.

The Townsman Hotel Charlottesville

Elite concierge & Maintenance Services

We are commited to delivering an exceptional experience for both homeowners and guests, safeguarding the long-term success of our rental properties.   We offer 24/7 boots on the ground service so your guests are well cared for and any inconveniences are dealt with promptly.

5 Star Housekeeping & Inspections

At Stay Charlottesville, our housekeeping team is renowned for their stringent attention to detail. We understand that a pristine, welcoming home upon arrival is non-negotiable, and our team goes above and beyond to deliver this standard every time. Pre-arrival inspections ensure that no stone is left unturned, and our rigorous cleaning protocols are consistently met.

Advanced marketing

Strong Local Presence 

Stay Charlottesville has a strong competetive advantage, with partners such as Charlottesville Insider, Monticello Wine Tour and Coach Co and the 100 Collection™ advertising your properties online viewing optics will be maximized.

Unparalleled Marketing Expertise for Your Property

At Stay Charlottesville, we understand that your home is a unique and valuable asset deserving of a tailored marketing approach. Our in-house team of marketing experts is dedicated to showcasing your property’s distinctive features and crafting a compelling narrative that resonates with discerning travelers.

Captivating Visual Storytelling

We believe in the power of visual storytelling to capture the essence of your home. Our professional photographers and videographers meticulously stage and capture every detail, creating stunning high-definition imagery to transport potential guests into the heart of your property.

Cutting-Edge Online Presence

Our responsive, mobile-friendly websites and listings are expertly crafted to provide intricate details, custom floor plans, and live rates and availability, allowing guests to seamlessly book their dream vacation. While we leverage select luxury listing sites, our robust online presence extends far beyond, reaching a global network of luxury travel partners and our ever-growing database of affluent travelers.

Compelling Content and Engagement

Through strategic SEO, content marketing, and social media campaigns, we generate organic traffic and position your property at the forefront of luxury travel searches. Our compelling storytelling and engagement strategies resonate with today’s discerning travelers, fostering a deep connection with your property’s unique narrative.

Influential Media Partnerships

Stay Charlottesville’s proven public relations strategy has yielded invaluable media coverage in prestigious publications such as Forbes, Condé Nast Traveler, and national newspapers, generating over 30 million impressions annually. We facilitate complimentary media stays, ensuring your home receives valuable exposure at no additional cost.

Unlock the full potential of your luxury property with Stay Charlottesville’s unparalleled marketing expertise. Contact us today to learn how our tailored approach can elevate your home’s visibility and attract the right guests for an unforgettable experience.    

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Thank you for your interest in Stay Charlottesville. Established in 2010, Stay Charlottesville has been the leading vacation management company serving Charlottesville, Albemarle, and Nelson Counties. Every week, we have the privilege of welcoming over 300 guests to our properties. We’ve assembled an experienced management team to best represent our owners, as well as our guests. We all share a passion for Central Virginia and enjoy showcasing the best of what this town has to offer.


Success is the marriage between guests and owners to exceed expectations. Stay Charlottesville is not just a management company, we are tourism group with numerous relationships in and around the area to help our owner’s properties best perform based off their needs. While most vacation rental companies receive their reservations from some of the well known online travel agencies, we do not. Less than 20% of our traffic comes from those sites, allowing us to communicate directly with the guests to make sure the properties are a right fit for them and vice versa.

Interested in learning more? Please fill out the form below and a team member will reach out directly to see how we can best help.

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