Managin an airbnb from far away, or even just from down in Denver, sounds like a dream right? Passive income, happy guests, you get to enjoy the mountains. But lets be honest, it can be a total nightmere. You want your guests to have an amazing time, but your also trying to make a profit without pullin your hair out.
And the single biggest pain, the part that makes or breaks your rental business, is cleaning. No contest. Its the worse.
In a place like Winter Park, its even harder. It’s not like liveing in a big city where you can just hop on an app and find a dozen cleanin services. Your dealing with a smaller community, mountain weather, and super high guest expectashuns. You need someone reliable, someone who gets the wierd check-in and check-out times, and someone who wont flake when 10 inches of snow drops over night.
Finding that person, or that company, without spending all your profit is the real challenge.
This article is gonna walk you thru all the options for findin a good cleaner in Winter Park. Well talk about the pros and cons, what to look for, and then tell you about a new, kinda crazy idea we’ve been cookin up at Winter Wagon.
did you know that winter wagon may soon offer cleaning services! what thatβs nuts but yup,. we can help clean soon too.
But first, let’s dive into the problem.
ποΈ Why is Finding a Good Cleaner in Winter Park So Hard?
If youve tried, you already know the struggle. If your new to this, heres what your up against.
Its not your imagination, it is harder here.
High Demand, Low Supply: This is basic econmics. Winter Park is a world-class resort town. There are thousands of short-term rentals, from little condos to huge mountain chalets. But there isnt a huge local workforce just waitin around to clean. The people who live here often work in other parts of the resort industy. So you have tons of propertys all competing for a small pool of reliable cleaners.
The Seasonal Rush: Everyone is slammed durin ski season. From December to April, cleaners are workin 7 days a week. Trying to find someone new in the middle of February? Good luck. They are already booked solid. Then in the mud season, some of them might leave town or cut back their hours, so your still stuck.
The “Mountain Standard” (Weather): This isnt the suburbs. A blizzard can shut down roads or just make geting from one condo to the next a 45-minute ordeal. A reliable cleaner in Winter Park doesn’t just mean they show up on time, it means they have a 4-wheel drive and the grit to get to your property even when the weather is terrible. A no-show because of snow is a disaster for you’re check-in.
Guest Expectations: People payin $500 a night for a ski condo dont expect “kinda clean.” They expect hotel clean. They expect perfection. If they find a hair in the shower or some crumbs on the counter, your lookin at a 3-star review, and that tanks your listing. The standard is crazy high.
Turnover Windows: This is the big one. Guest A checks out at 10 AM. Guest B wants to check in at 4 PM. Sometime, they even beg for an early 2 PM check-in. Your cleaner has a 4-hour window (at best) to get in, do a perfict job, restock everything, and get out. There is zero room for error.
So yeah, your not just lookin for “a cleaner.” Your looking for a reliable, detail-oriented, all-weather logistics specialist who is amazin at laundry. And they need to be affordable. Thats a tall order.
π§ The “Old School” Ways to Find Cleaners (And Their Problems)
So how does everyone else do it? There are basicly three ways people try to handle this.
1. The Big Management Companies
These are the full-service “we do everything” companys. They list your property, manage the bookings, handle guest communication, and yeah, they do the cleaning.
- The Good: Its totally hands-off. You basicly just cash the checks. They have a big staff, so if one cleaner is sick, they just send another one. They are insured and reliable.
- The Bad: They cost a fortchune. Were talking 30%, 40%, or even 50% of your entire booking revenue. They take a huge slice of the pie. For many owners, this just doesnt make financial sence. You bought the property as an investment, not as a hobby to give all your money to a management comapny.
2. Going Direct (Craigslist, Facebook Groups, Word of Mouth)
This is the oppasite approach. You decide to be your own manager and just hire an individual or a small local crew to handle the cleaning. You find them on places like the “Grand County Classifieds” Facebook group or get a referal from another owner.
- The Good: Its way cheaper. You pay a flat fee per clean, maybe $150 for a 2-bedroom condo instead of 30% of a $1,000 booking. You have a direct relationship with the cleaner.
- The Bad: It is a ton of work and a ton of risk.
- Reliability: What if they get sick? Or there car breaks down? Or they just decide to go skiing? You have no backup. You might get a text at 2 PM sayin “cant make it,” and you have guests arrivin in two hours. This is a buisness-killer.
- Vetting: You have to do all the background checks. Are they insured? Bonded? Or is this just some random person? What happens if they steel something or break your $2,000 TV?
- Management: You are now a manager. You have to handle scheduling, payments, quality control, restockin supplies… it becomes a second job.
3. Using Platform Apps (Like TurnoverBnb)
These are tech platforms that try to connect owners with individual cleaners. You post your calendar, and cleaners can “bid” on your jobs.
- The Good: Its more organized then just texting a random person. It has some tech to help with scheduleing. It can be a good middle ground.
- The Bad: The apps are just marketplaces. They dont employ the cleaners. So you still run into the same reliability problems. The cleaner is still an independant contractor who might not show up. And the supply in Winter Park on these apps is still really small.
β¨ What to Look For in a Great Airbnb Cleaner
Okay, so if your going to hire someone direcly, what makes a cleaner great versus just “good enough”? You need to be picky. Your buisness depends on it.
Heres a checklist of things that actully matter:
- π Reliability is #1: I know I keep sayin this, but its everything. Do they show up, every single time, no excuses? The most butiful cleaner in the world is useless if theyr a no-show.
- π Atenntion to Detail: They need to clean like a detective. This isnt just wiping counters. Its checking under the bed, cleaning the inside of the microwave, making sure the staging (pillows, blankets) looks perfect, and reportin any damage a guest left.
- π± Great Communication: You need a cleaner who texts you when they start, texts you with photos when they finish, and immediatly tells you if somethin is wrong (like “hey, the coffee pot is cracked” or “the guests left a huge wine stain”).
- π§Ύ Bonded and Insured: This is non-negotiable. Ask for a “Certificate of Insurence.” If they drop your flatscreen TV or leave the water on and flood the unit below you, their insurance needs to cover it, not yours. If they wont provide this, DO NOT hire them.
- βοΈ Follows a Checklist: A pro cleaner loves a cheklist. They want to know exactly what you expect. A sloppy cleaner hates a cheklist because its too much work. Make a detaled list, and see if theyll follow it.
- Stocking Smarts: A great cleaner does more then clean. They are your “boots on the ground.” They should be able to manage your inventory, tell you when your low on toilet paper or coffee, and idealy, even restock it for you (youd pay for the supplies, of course).
This sounds like a unicorn, right? A super-reliable, insured, detail-oriented person who is great at textin and wants to clean toilets. They are hard to find, and when you find one, you treat them like gold.
How to Interview a Potential Cleaner (A Quick Table)
When your talking to someone, dont just ask “how much?” Ask real questions.
| What You Ask | What You Really Want to Know |
|---|---|
| “Can I see your certificate of insurence?” | “Are you a real, professional buisness?” |
| “Can you give me 3 references of other hosts you clean for?” | “Are you a real person who wont flake on me?” |
| “Whats your process for a typical turnover clean?” | “Do you just wipe counters or do you realy clean?” |
| “What happens if you get sick or your car breaks down?” | “Do you have a backup plan, or am I totaly screwed?” |
| “How do you handle restocking supplies like TP and soap?” | “Can you be my partner and not just a vendor?” |
| “Can I pay you to do a ’trial clean’ on my own property?” | “Can I see your work before I trust you with my gests?” |
π€― The Big Idea: What if Your Ride Service Could Also be Your Clean Service?
This is what weve been thinking about.
At Winter Wagon, our entire buisness is logistics. We move people from Denver International Airport to Winter Park and all over the high country. We do it reliably, in all weather, with complex schedules.
Our drivers are vetted, insured, and profesional. Our tech platform manages hundreds of moving pieces at once.
A few months ago, we were talkin to a property owner who uses our shuttles for his guests. He said, “I wish you guys could just clean the place too. I trust you to get my guests here on time in a blizzard, I’d definitly trust you to make sure the condo is clean.”
And a lightbulb went off.
Hes right. The hardest part of the cleaning buisness isnt cleaning. Its logistics. Its reliability. Its scheduling. Its trust.
We already solved all those problems for transportashun.
So, were exploring launching a new service: Winter Wagon Property Services. Starting with turnover cleaning for Airbnbs and Vrbos in Winter Park.
Think about it.
- The Same Reliability: We’d have a team of W-2 employes, not gig-workers. Theyd be trained, managed, and reliable. If one cleaner is sick, we have a backup ready to go. Just like our drivers.
- Local & Vetted: Were already here. Our hub is here. Wed hire the best local cleaners and pay them a great, stable wage, so they want to work for us and do an amazin job for you.
- Tech-Powered: Youd manage it all from a simple dashboard. See your schedule, get photo-confirmations of the clean, manage supply levels. No more endless text chains.
- Total Property Care: Were not just a cleaning company. Were a logistics company. We can create bundles. Imagine…
- Restockin all your supplies (we can buy in bulk and save you money).
- Light maintanence (our team can change lightbulbs, batteries, or snake a drain).
- Hot tub service.
- And… transportation!
π‘ The Ultimate Airbnb Host Bundle
This is the real game-changer. What if you could bundle services and save?
What if your guest books your condo, and in the welcome email, theres a link for “Book Your Winter Wagon Shuttle”?
When they book their ride, it automaticaly does two things:
- You get a little kickback or your gest gets a discount (your choice).
- It automaticaly alerts our system to their arrival and departure.
This means wed have perfict information on when to schedule the clean. The departure shuttle could trigger the cleaning team. The arrival shuttle could trigger a final “pre-arrival” check.
It would be a seamles, integrated system. One company, one bill, one dashboard. All the hard parts of managin your rental… just handled.
Thats the vision.
So… What Can You Do Right Now?
Lets be super clear. This is something we are activly building and exploring right now. Its not live today.
But its coming.
So in the meantime, you still need a cleaner for this winter.
- Use the tips above. Start lookin now. Call references. Get that certificate of insurence. Create your checklist.
- Be prepared to pay. The cheapest cleaner is almost never the best. Payin a little more for someone who is insured and reliable is an investment, not an expense. It saves you from one 1-star review that will cost you thousands.
- Keep an eye on us. Were moving fast on this. We beleive this is a huge problem for hosts in Winter Park, and we think our logistics background makes us the perfect comapny to solve it.
Were trying to build the service that we would want to use for our own propertys. Reliable, high-tech, and fair-priced.
If your an Airbnb or Vrbo host in Winter Park and this sounds interesting to you, wed love to talk. Were looking for a few beta-testers to help us shape this service.
Findin a cleaner for your Airbnb in Winter Park shouldnt feel like your breaking the bank or gambling with your buisness. It should be simple. Were working on making it that way.