Whitefish Vacation Rental Property Management

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The premier short-term rental property management company serving second homeowners in Whitefish, Bigfork, and near Glacier National Park, MT. We specialize in maximizing rental income, caring for vacation homes, and delivering exceptional guest experiences across Northwest Montana.

Get an estimate on what your property could make by filling out the form or call us at (406) 730-7712:

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Isn’t it time your second home was

Worry-free?, Making money?, 5-star rated?, Well-maintained?, Fully-booked?

SkyRun is the industry’s most trusted team of property managers. With decades of experience behind us, we know what it takes to stay ahead of the curve in the fast-paced vacation rental industry without sacrificing the personal care that homeowners need. When you put your second home in our hands, your vacation rental dreams can become a reality sooner than you think.

30%

Homeowners report earning up to 30% more after switching to SkyRun

2.4x

SkyRun properties are booked 2.4 times more often than the average listing on leading booking channels.

4.8

SkyRun properties average an industry-high 4.8 out of 5 stars in guest reviews

Local Ownership + National Reach

We’re a Whitefish-based vacation rental management team serving the Glacier National Park area, offering hands-on property care and direct homeowner communication. Behind the scenes, we leverage national marketing support, data-driven pricing software, and proven systems that help maximize occupancy and income.

You Don’t Have To Choose

Our unique combination of local ownership and national reach means homeowners no longer have to choose…

  • Between hands-on personal care and cutting-edge tech
  • Between having a relationship with your manager and making great revenue
  • Between low fees and quality service

The SkyRun Difference

We’re a local business, but we’re not a mom and pop shop. We’re national, but we’re not a mindless profit machine. We’re the best of both worlds.

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Unparalleled reputation
Listing & optimization on leading booking channels
Professional marketing
Efficient tech stack
Local business ownership
Cutting-edge revenue management
Straightforward contract terms
Easy onboarding process
User-friendly owner portal
Fast response time to owner inquiries
24/7 guest support
Local regulatory expertise & guidance
Maintenance
Housekeeping
Premium guest amenities and services
Peace of mind
Skyrun Vacation Rentals
Full
Service
Basic
Service
The Competition
Small
Business
Big
National
Self-
Managed
Your Local Team

Meet Whitney Elenbaas, Owner of SkyRun Whitefish

Whitney Elenbaas brings over a decade of leadership experience in luxury resorts and full-service vacation rental management, having helped scale operations across 21+ markets and 2,000+ homes nationwide. Now based in Whitefish with her husband and their Siberian Husky, Max, she combines big-market expertise with a hands-on, local approach.

SkyRun Whitefish is locally owned and intentionally manages a curated portfolio of homes, allowing us to deliver personalized service, strategic revenue management, and direct access to your local team. We live, work, and play here — and when you partner with us, you’re supporting a small business invested in the Whitefish community.

Whitney Elenbaas

Whitefish, MT

Owner, SkyRun Whitefish

(406) 730-7712

Let's Talk!

We combine dynamic pricing technology, local market expertise, and individualized owner relationships to outperform the competition. Watch how we help Whitefish homeowners increase occupancy, protect their asset, and grow long-term value.

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Our Commitment to Homeowners

Cash

Say goodbye to being nickel and dimed, and say hello to more revenue than with the competition.

Some management companies promise low fees then slam you with incremental surprise charges for lightbulbs, snow shoveling, and linens. SkyRun doesn’t believe in nickel and diming—you’ll get simple, straightforward terms on your contract with us so you’ll always know what to expect.

It doesn’t cost anything to get started with SkyRun. We make money only when you do: when we get your property booked.

We’ve cracked the code when it comes to pricing your property. Using a scientific approach powered by our national data set and local competitive intelligence, we’ll always price for the best returns on your investment, leaving no money on the table. With this approach, SkyRun homeowners report earning up to 30% more after switching to us.

Your property will not only be listed on the leading online booking channels, but will be optimized to perform well against other similar homes. In fact, SkyRun managed properties are booked 2.4 times more often than the average listing on leading booking channels.

Being part of a franchise, each SkyRun location is equipped with a highly efficient integrated tech stack to run our business. This software helps keep our overhead low, a savings we pass along to our homeowners.

We collect and pay your state and local taxes for nightly rentals. We also organize and prepare your year-end tax documents.

Care

As a local business, our reputation means everything to us. Our clients are not just a number to us–they’re our neighbors.

Our preventative maintenance approach utilizes proactive inspections, routine service, and smart tech to keep your property in excellent condition. Are you looking to retire in this home? We’ll make sure it is ready when you are.

In between stays, our professional team of housekeepers complete a thorough cleaning and restocking process to leave your home sparkling before the next guest arrives.

Homeowners stay happy with SkyRun because we go above and beyond to meet their needs. If you aren’t satisfied, we aren’t either–and we’ll work to make it right.

There’s no reason why guests shouldn’t feel pampered in a vacation rental. We provide high-quality linens, towels, and amenities and our team will restock all guest disposable supplies in between stays.

SkyRun is committed to taking the worries out of vacation rentals for both homeowners and guests. Ask us about our solutions to keep your property safe and protected from liability while you rent it out.

Happy guests power positive reviews—the #1 most important factor in influencing future bookings. On top of providing 24/7 guest support, we provide local recommendations and discounts to enhance the guest experience. The results? SkyRun earns an industry-high guest rating of 4.8 stars out of 5 across our locations and has over 30 thousand 5-star reviews to date.

Communication

You’ll have an open line of communication to us when you need us. No running in circles, no unanswered emails. We’ll get back to you each and every time.

You’ll know your property manager and have a direct line of communication to them when you need them. They’ll live near your home and can be there in a heartbeat should they need to be.

Keep all of your home’s information at your fingertips with our easy-to-use owner portal. From here, you can see, make, and manage your reservations; check your home’s KPIs and customize which metrics you want to track; and view and download your monthly statements, 1099s, and annual reports.

From before the booking all the way through and after checkout, we’re in communication with your guests to ensure they have a smooth and pleasant stay. To make it easy, we’re available to them via phone, email, and text 7 days a week.

We’re experts in local regulations surrounding short term rentals. Things are changing fast, and we know what homeowners need to do to maintain the proper permits and licenses as a vacation rental. We will guide you through the process to ensure your investment property is in full compliance with the law.

Be Where the Guests are Looking and Booking

Homeowner Success Stories

Beaver Creek: 125 Ridgepoint

3-Bedroom Townhouse

Breckenridge: Trollhagen 5

2-Bedroom Condo

Aspen: 305A

Studio Condo

Vail: 5107 Black Gore Drive

4-Bedroom Duplex

Nederland: SkyRun Cabin & Lookout Lodge

2-Bedroom Home & 4-Bedroom Home

North Lake Tahoe: Northstar Timber Creek Lodge Condo

1-Bedroom Condo

Beyond the great service, SkyRun has delivered rental/financial results that have exceeded my expectations. The unit has received fantastic ratings from guests and that is a testament to the service SkyRun provides.

MikePark City, UT

If you are looking for the best full service vacation rental property management, stop searching and call SkyRun. They have systems and processes in place to ensure the highest possible short term rental revenue and guests love them! We couldn’t be happier with their management of our homes.

TheodoreScottsdale, Arizona

It’s been great working with SkyRun. The biggest benefit with them is that they take care of your home like it was their own.

RobSteamboat Springs, CO

Areas We Serve

We specialize in vacation rental and Airbnb property management in Whitefish, MT, serving homeowners near Whitefish Mountain Resort, downtown Whitefish, and Whitefish Lake. Our locally owned team combines personalized service with dynamic pricing technology and professional marketing to increase occupancy and drive stronger rental income. If you own a short-term rental in Whitefish, we provide a customized strategy built specifically for your home and your goals.

Realtor Partnerships

A vacation rental expert in your back pocket

SkyRun is proud of our relationships with realtors. Leverage our extensive knowledge of the ins- and -outs of vacation rental ownerships to help your clients achieve their dreams, and help you close more deals.

Learn more

Frequently Asked Questions

Our local ownership model allows us to provide exceptional hands-on service and care to our homeowners, while our national network empowers us to stay on the cutting-edge of the industry. SkyRun truly is the best of both worlds between the big, impersonal brands and the homespun mom and pop shops.

We at SkyRun know that every property is unique. Contact our team for a risk-free detailed analysis on your home, including a breakdown of all costs and revenues to expect. This process will allow us to be as straightforward as possible, a policy we pride ourselves on so our homeowners never feel nickel and dimed.

Three ways:
  1. Our highly efficient tech stack equips each of our franchisees to keep their overhead low, a savings we pass along to our homeowners.
  2. Your property will not only be listed on the leading online booking channels, but will be optimized to perform well against other similar homes. In fact, SkyRun managed properties are booked 2.4 times more often than the average listing on leading booking channels.
  3. We’ve cracked the code when it comes to pricing your property. Using a scientific approach, we’ll always price your property for the best returns, leaving no money on the table.
With this approach, SkyRun homeowners report earning up to 30% more after switching to us.

You’ll have access to an easy-to-use owner portal, where you can:
  1. See, make, and manage your reservations.
  2. Check your home’s KPIs.
  3. View and download your monthly statements, 1099’s, and annual reports.

Yes, SkyRun is proud of our partnerships with real estate agents! Work with us as the vacation rental expert in your back pocket so your client can make the best decision possible on their second home purchase. A partnership with SkyRun means you close more deals, and your clients achieve their dreams. Learn more about our realtor partnerships.

Whitefish is a mature, data backed, four season destination with consistent year round demand.
  • Market highlights include:
  • 1.3 plus million annual visitors
  • Nearly 1 million overnight stays
  • 7.5 night average stay
  • 72 percent repeat visitation
  • Rental homes account for 32 percent of lodging nights
  • 51 percent plus average annual short term rental occupancy
  • More than 50 percent occupancy for 7 months of the year
  • 240 million dollars in annual tourism spending
Because guests prefer full homes over hotels and stay longer, well positioned properties generate strong income across ski season, Glacier summer tourism, lake season, and shoulder periods. Most professionally managed homes in Whitefish produce strong six figure annual revenue. Premium homes often exceed that depending on location, amenities, sleeping capacity, layout, and professional pricing strategy. We provide a customized revenue projection based on comparable performance data, booking pace, and seasonality specific to your home.

Our full service vacation rental management fee ranges between 20 percent and 30 percent of gross rental revenue. That fee includes listing optimization across major booking platforms, marketing distribution, dynamic pricing technology, local housekeeping and inspections, maintenance coordination, 24 hour guest support, regulatory guidance, and full owner portal reporting. We do not charge onboarding fees or surprise add ons. Our goal is to maximize revenue while protecting your asset and reducing your workload.

Yes. Dynamic pricing is one of our biggest performance drivers. We use advanced revenue management technology combined with dedicated human oversight. Our system analyzes real time demand, competitor pricing, booking pace, seasonality, local events, and length of stay trends. This allows us to maximize peak season rates, maintain occupancy during shoulder seasons, capture extended stays, and improve conversion rates. Many homeowners report earning more after transitioning to professional revenue management.

While we list on major booking platforms, direct booking and brand driven marketing is a major differentiator. Your home will also be featured on SkyRun’s direct booking website, helping reduce third party fees and increase owner net revenue.
  • We optimize listings and regional content so travelers searching for Whitefish, Glacier National Park, ski vacations, or lakefront stays find your home directly.
  • We run Google Ads and targeted digital campaigns to capture travelers before they reach third party sites.
  • With 72 percent repeat visitation in Whitefish, we actively market to returning guests through email and seasonal campaigns.

Your home is inspected before and after every stay. Mountain homes in Whitefish experience freeze thaw cycles, heavy snow loads, hot tub usage, ski and lake traffic, and wildlife exposure. We perform post departure inspections, pre arrival inspections, same day turnover checks, and an annual deep clean and off season review. Rest assured your home is actively monitored and protected, not simply cleaned.

We act quickly. Damage is typically identified during inspection, documented with photos and written reports, and vendors are contacted immediately. You are informed directly. We partner with Safely for commercial short term rental protection coverage with a zero dollar deductible. Coverage includes guest caused damage such as furniture damage, broken glass, pet damage, and bed bug remediation. Guest identity verification and screening are included. Our team submits and manages claims on your behalf so you are not navigating paperwork or pursuing guests yourself.

Our standard agreement begins with a 12 month term and renews annually unless either party provides 90 days written notice. If you choose to exit, we stop marketing the home and existing reservations must be honored. The notice period protects future bookings and prevents cancellations. There is a cancellation fee only if terminated within the first 90 days to cover onboarding and marketing investment.

Yes, SkyRun Whitefish is locally owned and operated, and we live and work right here in the Whitefish and Flathead Valley community. Local oversight is especially important in a four season mountain environment where snow loads, ski traffic, and seasonal wear require proactive, hands on management. At the same time, we are backed by more than 20 years of national vacation rental experience, giving you the responsiveness and accountability of a local team combined with the strength, systems, and expertise of an established national brand.

We are licensed Montana Property Managers and remain actively involved in local chambers and community discussions to stay informed on evolving regulations. Our team assists with permit applications, zoning verification, inspection coordination, renewals, and ongoing compliance updates to ensure your home operates legally and efficiently. As a result, your property is managed not only for strong revenue performance but also for long term legal protection and stability.

Ready to get Started?

Call us at (406) 730-7712 or fill out the form at the top of this page, and we’ll send you more information.

Contact Us Today