Property Management Services

Serving Central Virginia Since 1976

Partner with Guesthouses: Central Virginia's Trusted Property Management Experts

If you’ve been thinking about renting your property in the greater Charlottesville area for short-term or long-term stays, you’ve come to the right place. Guesthouses is a full-service vacation rental and property management company that has been setting the standard for local hospitality since 1976. For nearly 50 years, we’ve helped homeowners across Central Virginia turn their properties into well-managed, high-performing rentals — all while providing guests with exceptional service and memorable stays.

 

As Charlottesville’s most experienced property management company, we handle every aspect of renting your home, including professional marketing across top booking platforms and our website, dynamic pricing software that maximizes revenue, and responsive guest communication — even after hours. Our dedicated team also coordinates housekeeping, routine maintenance, and property care, ensuring that every detail is handled seamlessly. Whether you live locally or hundreds of miles away, you can trust us to manage your home with the same care and attention you would yourself.

 

At Guesthouses, we’re more than a management company — we’re hospitality experts who take pride in representing some of Charlottesville’s most distinctive homes. Our combination of local expertise, cutting-edge technology, and personal service makes ownership simple, profitable, and worry-free. Discover why so many homeowners choose Guesthouses to manage their properties. Learn more about our complete list of services below, and see how we make renting your home effortless and rewarding.

Interested in renting out your Charlottesville home? Contact us with your address and a brief description.
Hampshire Cottage Living Room

Comprehensive Marketing & Bookings

We take the guesswork out of renting your home. Guesthouses manages listings across major platforms, including our proprietary website, Airbnb, VRBO/HomeAway, and more. We create professional listings with high-quality professional photography and custom descriptions that showcase your home’s unique features. Using intelligent, data-driven pricing, we adjust rates according to local demand and your personal goals to maximize revenue. Our system tracks property availability and matches guests to your home, ensuring seamless bookings while helping you achieve the highest return possible.

Housekeeping & Maintenance

We coordinate professional cleaning services after every stay and offer comprehensive housekeeping packages to keep your home sparkling. Our maintenance team manages routine upkeep, seasonal inspections, and small repairs so your property stays in top condition year-round. From scheduling deep cleans to ensuring appliances, plumbing, and HVAC systems are fully functional, we handle all logistics so you can relax, whether you’re local or living afar.
Farlea Den

Guest Communication & Hospitality

Our team handles all guest communication from start to finish. We vet potential guests to ensure they are a good fit for your property, promptly respond to inquiries to increase booking likelihood, and provide confirmations for both the guest and the host. We respond to phone calls, texts, and emails to homeowners and guests quickly and with a personal touch, creating a smooth and professional experience. Available after hours, our hospitality team ensures guest satisfaction while protecting your property.
Kelly Cottage

 

Revenue Management & Reporting

Our data-driven approach helps you optimize your property’s performance. In addition to intelligent pricing tools, we handle the collection and remittance of state sales tax and city/county accommodation tax on your behalf. You’ll receive clear monthly financial statements and insights, giving you a transparent view of your income and trends while ensuring compliance with all local regulations.
Warner House

 

Owner Support & Peace of Mind

Guesthouses is committed to making property ownership easy, profitable, and stress-free. We manage everything — from guest relations to cleaning and maintenance coordination — so you can enjoy the benefits of rental income without the hassle. Our nearly 50 years of experience in Charlottesville property management means you’re working with experts who truly understand the local market. Whether you live nearby or far away, our local team treats your home with care, professionalism, and attention to detail.
Fox Cottage

 

Property Onboarding

Getting your home rental-ready is simple with Guesthouses. We begin with a personalized consultation at your property to understand your needs and make expert recommendations. Our onboarding process can be completed in as little as one week, getting your home fully prepared and listed for rentals quickly. We can also provide design and furnishing services, helping your property look its best and appeal to guests from day one.
Unlock an exceptional stay with Guesthouses in Charlottesville, Virginia