Rent Your Vacation Home or Condo in Winter, Wisconsin

Winter Travel Guide: There are many things to do in the winter in the Badger State. You can ski, go cross-country skiing, snowshoeing and more. Another thing you can do is stay in a vacation rental home in Winter, Wisconsin and rent out your home on a short-term basis. There are several positive trends when renting out your Winter home as a short-term rental. First, it can be a great way of earning extra cash. It's also a great way of experiencing the winter season in Winter, Wisconsin. You can also meet new people and make some new friends. Finally, renting out your home as a short-term rental can be an environmentally-friendly choice as you'll be reducing the amount of energy used during the cold winter months. There are several positives when renting out your Winter home on a short-term basis.

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

Current Vacation Rental Trends in Winter

During the month of December, Winter is projected to generate over $210/night for a 3 bedroom vacation rental, on average! There were 61 vacation active rental properties in Winter.  58 are renting the entire place, and 3 are shared rooms.  On average, during the month of December 2023, each vacation rental property in Winter is booked 73% of the time, and most hosts are projected to generate $2,974 or more during the month of December! See how much you could earn with our free vacation rental income calculator.

$210.00 Per Night*


72% Occupied*


$2,974.00 Per Month*

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

Featured Winter Vacation Rental Generating Record Profits With RedAwning

Lucky Charlie Lodge Starting at $352 to $368 per night!

Lucky Charlie Lodge is a 3-bedroom 2-bath vacation home on Lake Winter. This Vacation Home has it all; an open layout with a well-appointed kitchen, dining area, a living room with flat screen TV and wood-burning stove. Wi-Fi, a grill, private dock for fishing or watercraft docking. Two of the bedrooms have queen size beds, and the downstairs bedroom has twin beds. There are two bathrooms, one on the main level with a shower and one upstairs with a shower/tub. Linens and towels are included.... Read More

This Winter 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.

Successful short-term vacation rentals in Winter, Wisconsin

With the recent rise in housing costs, many people are looking for more affordable options than traditional home ownership. Short-term rentals are one option that allows people to turn their homes into income generators without having to sell or put it on the market. While there are risks associated with short-term renting, if done correctly, it can be a great way to earn extra income. Here are some of the most positive trends to keep in mind when renting out your home: There is a growing demand for short-term vacation rentals in Winter, WI. Increased consumer confidence and low mortgage rates have created an environment where more people are willing to rent out their homes while they’re away. Renters may be looking for a short-term vacation rental as an alternative to staying at a hotel or resort. Or they might want to use a short-term rental to supplement their family’s income while they’re away from work.

With the changing economy, more and more people are looking to vacation in Winter, Wisconsin. And with the growing popularity of short-term rentals, you can make some extra money renting out your home. But there are a few things you need to know before renting out your home as a short-term rental. Here are some of the most common positive vacation rental trends in Winter, Wisconsin: There is more competition for short-term rental homes than there used to be. This means that it might take some time to find a good renter. It also means that you will get more attention from potential renters when you list your property on Airbnb. You will probably have to pay higher rates for short-term rental properties than you would for a long-term rental property. This is because most people do not want to rent out their home as a short-term rental for more than two weeks at a time. If you decide to invest in short-term rentals, it is important to make sure that they are legal in your area. And it is important to know what the regulations are so that you know what you can and cannot do when renting out your home as a short-term rental.

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

See how much your Winter vacation rental could earn:

Revenue Projections for Vacation Rentals in Winter, Wisconsin during January, 2024

Based on a 3 bedroom, which is the most common Winter 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 January. Higher bars below can command higher prices, if your Winter vacation rental is available during these days.

Average Daily Price & Percent Occupied Next Month In Winter

Note: These averages are based on a 3 bedroom home in Winter. 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, Wisconsin?

If you are a speculative home buyer or have another home in Wisconsin, check out our other Wisconsin Vacation Rental Management reports in Green BayKohlerMadisonMilwaukeeSturgeon BayKenoshaRacineCableBirchwoodHaywardFort AtkinsonMountainArkdaleClam LakeRice LakeWauwatosaOshkoshShawanoAshwaubenonWausaukeeBellevueAllouezCatoLake GenevaBrown DeerMonicoPearsonMuscodaRichland CenterOsceolaMerrimacHowardSaronaBristolHortonville,  and Newton, Wisconsin or view all of our vacation rental market reports

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