Vermont Vacation Rental Property Management

The premier short-term rental property management company serving second homeowners in Vermont.

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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 collective of independently owned and operated vacation rental businesses backed by a team of national experts.

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
Peace of mind
24/7 guest support
Local regulatory expertise & guidance
Maintenance
Housekeeping
Premium guest amenities and services
Skyrun Vacation Rentals
Full
Service
Basic
Service
The Competition
Small
Business
Big
National
Self-
Managed

Your Local Team

Each SkyRun Vacation Rentals franchise is locally owned and operated in order to deliver superior service to homeowners and guests while actively engaging in the communities in which we operate. Because we operate a small number of rentals in our own backyard, we’re able to put time and personalized attention into each of them. That kind of service is just not possible with traditional, top-down rental corporations.

Locally Owned and Operated In Vermont

Rachel and Bryan Scott are the proud owner/operators of SkyRun Vermont. Rachel, a native Vermonter, brings a deep understanding and appreciation of the state’s unique charm and beauty. Together, they are passionate about showcasing the best that Vermont has to offer, helping homeowners maximize their vacation rentals while providing top-quality experiences and warm hospitality to each guest.

Rachel & Bryan Scott

Vermont

Owners

Let's Talk!

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 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

Sugarbush: Mad House Rentals

3-Unit Rental Property

Beaver Creek: 304 Spruce Tree Lodge

3-Bedroom House

Breckenridge: Apres & Fairway Retreat

5-Bedroom House

Nederland: SkyRun Cabin & Lookout Lodge

2-Bedroom Home & 4-Bedroom Home

Sante Fe: Sun Mountain View Estate

3-Bedroom House

Grand Lake: Ski Shores & Grand Chalet

Two 4-Bedroom Houses

Our past experiences had us on edge, considering selling our property. However, SkyRun, particularly Rachel, transformed our experience. She not only secured our Airbnb listing but also maximized our rental income by strategically marketing our three condos for special events.

Desiree & MichaelSugarbush, VT

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

SkyRun’s staff has always treated my properties as if they were their own, and that’s such a comforting feeling. I’m very happy with the income stream generated through SkyRun’s property management!

KarenWondervu, CO

SkyRun has exceeded my expectations…The personal touch of a small business, with the professionalism, experience and technology of a big company. Can’t ask for anything better!

EliasPhoenix, AZ

Over the years, we have had about a half dozen other management companies. Since working with SkyRun, we have had more rentals in two years than the other management companies combined over 10 years. They are great to work with!

KathySnowmass, CO

Realtor Partnerships

A vacation rental expert in your back pocket

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

SkyRun is a collective of local franchise owners who leverage SkyRun’s technology, brand, and overall systems to 1) Own and operate their own vacation rental business, 2) Provide full-service property management for your home, and 3) Deliver an unmatched guest experience for your home’s visitors.

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:
  • See, make, and manage your reservations.
  • Check your home’s KPIs.
  • 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.

Ready to get Started?

Fill out the form at the top of this page and our team of vacation rental experts will send you more information.