Stress-Free Virginia Property Management Services

Our Virginia property management services handle everything—from bookings and guest communication to maintenance and marketing—empowering you to boost your rental income and reclaim your time.

✓ 5- Star Experiences

✓ Hands-free Hosting

✓ Maximized Income

Pathway Properties Logo

Feeling Overwhelmed?

You invested in a vacation rental, hoping for passive income and stress-free profits—but instead, you’re dealing with guest messages at midnight, endless turnovers, and unpredictable earnings. Managing a short-term rental can feel like a second full-time job, and instead of enjoying your investment, you’re overwhelmed.

  • Your rental is running you—guest inquiries, cleaning, and maintenance never stop.

  • You have a full-time job—but your Airbnb feels like a second one.

  • You don’t know where to begin—pricing, marketing, and operations are overwhelming.

  • Turnovers and scheduling are a headache—keeping up with guest stays is exhausting.

  • You expected passive income—but this feels anything but passive.

Holly Drum, Owner and Vacation Property Manager at Pathway Properties
Hello I'm Holly

Meet your Host

Hi, I’m Holly, founder of Pathway Properties. I know what it’s like to feel trapped by the demands of short-term rental management. That’s why I built a boutique property management company that takes care of everything—so you can finally enjoy the passive income you envisioned.

Unlike big corporate firms that treat you like just another number, we offer personalized service with a hands-on approach. We treat your home like it’s our own, ensuring it stays booked, well-maintained, and stress-free for you.

Let us manage your vacation rentals

With Pathway Properties, short-term rental management is simple and profitable.

Wintergreen Ridge Resort Living room features high ceilings, leather seating, and a beautiful stone fireplace.

Optimized Listings & Marketing

Professional photos, high-converting descriptions, and dynamic pricing ensure your property stands out & earns more.

Holly on the phone providing support to guests

24/7 Guest Communication

We handle inquiries, bookings, and support so you never have to worry about guest issues.

Towels neatly folded at the end of a bed with a welcome note for guests

Cleaning & Maintenance Coordination

We ensure your home is always spotless and well-maintained, earning 5-star reviews.

The beautiful living area in the Love Afton Cabin

Hands off,
Stress-Free Hosting

You sit back, enjoy more time with family & friends, and collect income while we handle the hard work

Get Listed on

  • Airbnb

  • Pathway Properties

  • booking.com

  • VRBO
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  • Expedia
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  • Hopper
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  • Google
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  • ★★★★★

    Holly has been an absolute life saver for us. As first time Airbnb owners, we quickly felt overwhelmed with the details of managing a rental property full time. Holly jumped in and immediately helped us manage our cleaners, outsource workers, and take care of the day to day communications that had become overwhelming to keep up with. Holly is quick to communicate and problem solve when needed. She has worked hard to find marketing opportunities to keep us booked throughout the year. Her services are truly invaluable!

    — Emily & Jamie

  • ★★★★★

    There are many reasons I would recommend Holly as a property manager. She is a very savvy businesswoman who knows how to deal with problems that arise with short-term rental platforms, and how to attract bookings. She has excellent communication skills. She is always timely in her responses and gracious to guests, even if they are somewhat difficult. She understands how to make everyone’s experience satisfying, whether you are a co-host or a guest!

    — Karen

  • ★★★★★

    Working with Holly and Pathway Properties is a breeze!  She is diligent and thoughtful.  She makes short term rental ownership easy.  Lucky to know her and her team!

    — Justin

  • ★★★★★

    Working with Holly and Pathway Properties has been an absolute game-changer for our investment property. From day one, Holly has been incredibly responsive, making the entire process effortless. She handles everything from guest communication and bookings to maintenance and marketing. Allowing me to focus on my full-time job without worrying about the details. Her expertise and attention to detail have maximized our rental’s potential, and the results speak for themselves. I couldn’t be happier with the level of service and peace of mind that Pathway Properties provides!

    — Eric

 How It Works

Schedule a free consultation

Schedule a Free Consultation—Tell us about your property, your goals, and your challenges. We’ll evaluate your rental’s potential and outline a custom management plan.

01

We’ll take over

Full-Service Management—We handle everything: listing optimization, pricing strategy, guest communication, cleaning, maintenance, social media, and more.

02

You earn, stress-free

Enjoy Passive Income—Sit back and watch your rental generate income without the daily hassle. More bookings, higher profits, zero stress.

03

Holly Drum, founder of Pathway Properties

It’s time to make a change with Virginia Property Management

Owning a short-term rental should be profitable, not stressful. Many homeowners struggle with guest management, maintenance, booking platforms, dynamic pricing, marketing, and bookings—turning what should be passive income into a full-time job. Pathway Properties takes care of everything, from marketing and pricing to cleaning and guest support. The result? More bookings, higher profits, and a completely hands-off experience for you. Let’s see how we can help you. Schedule a call.