Rent Your Vacation Home or Condo in Winter Park, Colorado

Positive vacation rental trends in Winter Park, Colorado are: 1. Short-term rental for winter sports enthusiasts 2. Winter Park condo rentals for ski-in, ski-out access 3. Airbnb and VRBO short-term rental opportunities There are a variety of reasons why you may decide to rent out your home during the winter season. Some homeowners prefer to rent out their home in order to afford to take a much-deserved vacation while others opt to make extra income by renting out their home during the winter season. Regardless of why you decide to rent out your home, there are a few things that you should keep in mind when deciding which type of short-term rental service is right for you.

When partnering with RedAwning for your property management needs, we can make sure your Winter Park rental is set up correctly and ready to generate the most amount of revenue possible per stay.

Current Vacation Rental Trends in Winter Park

During the month of November, Winter Park and areas including , and Winter Park are projected to generate over $243/night for a 2 bedroom vacation rental, on average! There were 1,369 vacation active rental properties in Winter Park.  1,352 are renting the entire place, and 17 are shared rooms.  On average, during the month of November 2023, each vacation rental property in Winter Park is booked 30% of the time, and most hosts are projected to generate $1,775 or more during the month of November! See how much you could earn with our free vacation rental income calculator.

$243.00 Per Night*


29% Occupied*


$1,775.00 Per Month*

* Based on the median average of all vacation rentals in the Winter Park area.
Get a free estimate for your home or condo.

Featured Winter Park Vacation Rental Generating Record Profits With RedAwning

Summit Place at Lakota Starting at $1,099 to $4,069 per night!

4 BR 4 Full 1 Half Bath Townhome - sleeps up to 10

Summit Place at Lakota - a Winter Park Property
Welcome to Lakota Townhomes, where ski-town vibes meet modern comfort– just a stone's throw away from all of the action at Winter Park Resort! Nestled across US Hwy 40 from the north entrance, our digs offer killer views of the forest and the slopes from the summit of the Lakota Neighborhood. Picture this: you pull into our two-car heated... Read More

This Winter Park vacation home is presented on every travel website, where travelers are looking to book accommodations (Airbnb, VRBO, Expedia, Google Travel, and hundreds more). And, with RedAwning's dynamic pricing, daily rates are adjusted based on seasonality and demand in Winter Park.

Successful short-term vacation rentals in Winter Park, Colorado

Short-term vacation rentals are a growing trend in the hospitality industry. As more and more people travel for business and pleasure, they are looking for ways to save money on accommodations. Short-term vacation rentals can be a great option for property owners who want to make some extra money while they’re away. The advantages of short-term vacation rental are numerous: you can earn some extra income, you can rent out your property when it’s not being used, and you can rent out multiple units if you have a large home or property. Short-term vacation rentals are also an excellent way to promote your Winter Park home as an attractive rental investment opportunity for potential guests.

If you’re looking for a vacation rental in Winter Park, Colorado, you might be surprised to find that there are more short-term rentals available today than at any point in the last 20 years. This is due in part to the fact that homeownership is becoming increasingly difficult for young people, as well as the fact that many folks are opting to rent instead of buy in order to save money. As a result, there are plenty of opportunities out there for you to rent out your home when you’re not using it – whether it’s for a few days or an entire season. There are a few key things to keep in mind if you decide to rent out your property as a short-term rental in Winter Park, Colorado. First and foremost, make sure that you’re fully prepared before making any decisions. You should have all of your paperwork ready so that you can easily respond to any questions or concerns from potential renters. Second, be sure that the renter understands what they’re getting into before agreeing to rent space in your home – and make sure that they understand all of the rules and regulations related to their stay. Finally, make sure that you get everything set up ahead of time so that you’re not rushing around on the day of their arrival trying to figure out how everything works.

RedAwning takes the guess-work out of Winter Park property management, and we work with you to ensure your Winter Park short-term rental is set up perfectly to attract guests and maximize your rental revenue, from day-one.

See how much your Winter Park vacation rental could earn:

Revenue Projections for Vacation Rentals in Winter Park, Colorado during December, 2023

Based on a 2 bedroom, which is the most common Winter Park vacation rental home size, we've come up with an estimated rental amount you could charge per night and how much demand there is for each day in December. Higher bars below can command higher prices, if your Winter Park vacation rental is available during these days.

Average Daily Price & Percent Occupied Next Month In Winter Park

Note: These averages are based on a 2 bedroom home in Winter Park. If you'd like to find out how much revenue your home could make by providing the number of bedrooms and specifics about your vacation rental, please try our  free vacation rental calculator and/or speak with one of our vacation rental experts about your vacation home, condo or unique vacation rental experience.

Interested in learning how you can maximize your vacation rental revenue in Winter Park, Colorado?

If you are a speculative home buyer or have another home in Colorado, check out our other Colorado Vacation Rental Management reports in AlamosaAspenBreckenridgeCortezDenverDurangoEstes ParkFort CollinsGlenwood SpringsGrand JunctionGunnisonLovelandMontrosePagosa SpringsSnowmass VillageTellurideCrested ButteVailAvonCopper MountainKeystoneMountain VillageBeaver CreekFriscoDillonSteamboat SpringsSilverthorneEdwardsFraserGrand LakeGranbyEagle VailCabo San LucasSilvethorneLeawoodSnowmassWildernestWest VailJeffersonSliverthroneTabernashSilverthoneGlen HavenSilverthroneEagleColorado SpringsFrederickKremmlingRifleLyonsCreedeLakewoodBoulderAuroraGlendaleCommerce City,  and Severance, Colorado or view all of our vacation rental market reports

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