Should I Sell My Airbnb? 3 Options When Your Short-Term Rental Stops Making Sense

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So you’re sitting there looking at your Airbnb calendar. More blank spaces than bookings. Or maybe your phone won’t stop buzzing with guest messages at midnight. Or the city just slapped you with new permit requirements that’ll cost three grand to comply with.

Whatever brought you here, you’re wondering the same thing: is it time to sell this thing?

Here’s what I can tell you after working with dozens of Virginia property owners who’ve been in your exact spot. There’s no one right answer. But there are three real options, and one of them will make sense for your situation.

Why Most Airbnb Owners Actually Sell (It’s Not Always About Money)

Yeah, money matters. But that’s not usually what tips people over the edge.

Most owners I talk to are just tired. Managing an Airbnb isn’t passive income. It’s a part-time job you can’t clock out of. You’re answering messages at dinner, coordinating cleaners on weekends, dealing with broken dishwashers at 9 PM.

One guy told me he realized he spent more hours managing his “investment property” than he did at his actual job. And he hated every minute of it.

Then there’s the regulation thing. Cities keep adding more rules. What was legal when you started might not be now. Some owners are looking at thousands in compliance costs just to keep operating.

And sometimes life just changes. You move. Your priorities shift. You realize you never actually wanted to be in the hospitality business. You just wanted the income.

If any of this sounds familiar, you’ve got three moves you can make.

Option 1: Keep Running It (But Fix What’s Broken)

Look, if you’re in a decent market and the property still makes money, maybe you don’t need to sell. You just need to stop doing things that aren’t working.

This makes sense if:

  • Your location actually gets consistent tourist traffic
  • You’re still making money after all expenses
  • The local regulations aren’t getting worse
  • You can afford to hire help

Here’s the thing most hosts miss: stop competing on price. Guests will pay more for places that don’t suck. Fast WiFi that actually works. Comfortable beds. A kitchen that has more than three forks. One host I know added a proper workspace setup and hotel-quality sheets. Her revenue went up 30%.

Also, hire a property manager. I know it cuts into profits. But if it costs you $800 a month and saves you 20 hours of work, that’s $40 an hour you’re paying yourself to not deal with this stuff.

But here’s the reality check: if you hate managing this property, no amount of optimization will fix that. Money you make while miserable isn’t worth it.

Option 2: Switch to Long-Term Rental

This is the option nobody talks about enough.

You keep the property. You ditch the nightly guest circus. You get a predictable check every month.

Yeah, you’ll probably make less during peak season than you did with Airbnb. But you’ll make more than those dead winter months when nobody was booking anyway. And you’ll work about 90% less.

Example: Your place might bring in $3,500 in July with Airbnb but only $1,800 in January. A long-term tenant pays $2,400 every month. Summer, winter, doesn’t matter.

The best version of this is medium-term rentals. Think 1-6 month stays through sites like Furnished Finder. Traveling nurses, contractors, consultants. These people pay premium rent for furnished places with flexible terms. You get better rates than traditional rentals without the Airbnb headaches.

This works if:

  • Your market has decent rental demand
  • You’re okay being a landlord (way easier than Airbnb hosting)
  • You want to keep the property for appreciation
  • Local regulations make short-term rentals a pain

The catch: once you sign a lease, you’re locked in. No personal use. No adjusting prices for peak season. And you’re still dealing with property issues, just tenant problems instead of guest problems.

Option 3: Sell and Move On

Sometimes the smart play is cashing out while the market’s still good.

Sell if:

  • You’re done with property management completely
  • New regulations make your operation difficult or expensive
  • The market’s strong and you can get a good price
  • You’ve got better uses for that capital
  • You never wanted to be a landlord anyway

Here’s what nobody tells you about selling an Airbnb: you can’t transfer your listing to the buyer. All those five-star reviews? Your Superhost badge? Your booking calendar? None of it goes with the property. The new owner starts from zero.

But smart buyers still pay premiums for turnkey operations. You can sell all the furniture. Hand over your income spreadsheets. Give them your cleaner’s number, your handyman’s contact, your vendor list. You’re selling the business setup even if the Airbnb account doesn’t transfer.

The Virginia Situation (And Where RENOMAX Fits In)

Here’s the problem most Virginia Airbnb owners hit when they decide to sell.

Your property’s set up perfectly for guests. But regular homebuyers? They don’t want your trendy furniture and Airbnb aesthetic. Families looking for their forever home see a short-term rental, not a house they can picture themselves in.

But you don’t have extra cash sitting around to renovate before listing. That money’s tied up in the property.

This is where our program makes sense. We handle the renovations that convert your investment property into a buyer-ready home. Paint, updates, curb appeal. All with zero upfront cost. Everything gets paid at closing from your proceeds.

We’ve helped dozens of Virginia investment property owners exit cleanly and walk away with way more cash than they’d have gotten selling as-is.

How to Actually Decide

Forget the spreadsheets for a second. Ask yourself:

Do you want to keep doing this? Not “Is it profitable?” but “Do you actually want to keep managing this property?” Life’s short.

What else could you do with this money? If you sold today and had that cash, what would you do with it? Sometimes that answer tells you everything.

What’s your real exit plan? If you’re keeping it, how long? If you’re selling, what’s next?

Can you fix what’s broken? Or are you just hoping things magically improve?

Bottom Line

There’s no shame in selling an Airbnb that’s not working. Markets change. Your life changes. That’s fine.

The people who regret selling are the ones who panic-sold for less than they should’ve gotten. The ones who feel good about it are those who planned their exit, maximized their value, and moved on with cash in hand.

If you’re thinking about selling your Virginia Airbnb, we can help you figure out what it’s worth and what updates would maximize your price. No pressure, just honest assessment.

Call us at (540) 737-5617 or get a free assessment

RENOMAX Real Estate. Licensed Virginia contractor and real estate brokerage. We’re in Richmond, Fredericksburg, Northern Virginia, and everywhere in between.


Robbie Franklin

Co-Founder, Real Estate & Construction Expert

Robbie Franklin is co-founder of RENOMAX Real Estate and a licensed Virginia real estate broker with 18+ years of market experience. Since founding RENOMAX in 2018, he has helped hundreds of Virginia homeowners achieve an average of $55,444.49 in additional cash at closing through strategic pre-selling renovations. His expertise includes market analysis, buyer psychology, and timing strategies that maximize home sale profits across Virginia's diverse markets from Richmond to Northern Virginia.

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