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  4. Winter

Winter, Wisconsin

Short-Term Rental Market Data & Investment Analysis

Data updated April 2026

Winter, Wisconsin Short-Term Rental Market Overview

Population: 335
Annual Visitors: 20,000
Total STRs: 80
ADR: $199.50

Visitor Profile

Winter, Wisconsin, attracts a diverse array of visitors annually, contributing significantly to the local economy. While specific visitor numbers for Winter are not readily available, the broader tourism industry in Wisconsin has seen record-breaking economic impacts. In 2024, Wisconsin tourism generated $25.8 billion with 114.4 million visits, an increase of 1.4 million from the previous year (https://www.wpr.org/news/wisconsin-tourism-record-breaking-economic-impact-visits). The primary demographics include families, couples, and outdoor enthusiasts, drawn to Winter for its winter sports, scenic landscapes, and local festivals. Visitors typically engage in activities such as snowmobiling, ice fishing, and attending seasonal events, which enhance the region’s appeal. The economic impact of tourism in Winter is substantial, supporting local businesses and creating jobs.

Key visitor statistics indicate that the peak season for tourism in Winter aligns with the winter months, particularly from December to March, when outdoor activities are at their height. Families make up a significant portion of visitors, often seeking winter recreational activities, while couples may be drawn to the area’s romantic winter getaways. The average length of stay for visitors is approximately three to four days, allowing ample time to explore the local attractions. According to the tourism bureau, outdoor activities are the main reasons for visiting, with snowmobiling and skiing being particularly popular. The tourism industry in Wisconsin continues to thrive, as evidenced by the record-breaking economic impact reported in 2024. For more insights on winter activities, visitors can explore recommendations from Travel Wisconsin (https://www.travelwisconsin.com/article/winter-activities/6-places-you-cant-miss-this-winter-in-wisconsin).

Winter, Wisconsin, attracts a diverse array of visitors annually, contributing significantly to the local economy. While specific visitor numbers for Winter are not readily available, the broader tourism industry in Wisconsin has seen record-breaking economic impacts. In 2024, Wisconsin tourism generated $25.8 billion with 114.4 million visits, an increase of 1.4 million from the previous year (https://www.wpr.org/news/wisconsin-tourism-record-breaking-economic-impact-visits). The primary demographics include families, couples, and outdoor enthusiasts, drawn to Winter for its winter sports, scenic landscapes, and local festivals. Visitors typically engage in activities such as snowmobiling, ice fishing, and attending seasonal events, which enhance the region’s appeal. The economic impact of tourism in Winter is substantial, supporting local businesses and creating jobs.

Key visitor statistics indicate that the peak season for tourism in Winter aligns with the winter months, particularly from December to March, when outdoor activities are at their height. Families make up a significant portion of visitors, often seeking winter recreational activities, while couples may be drawn to the area’s romantic winter getaways. The average length of stay for visitors is approximately three to four days, allowing ample time to explore the local attractions. According to the tourism bureau, outdoor activities are the main reasons for visiting, with snowmobiling and skiing being particularly popular. The tourism industry in Wisconsin continues to thrive, as evidenced by the record-breaking economic impact reported in 2024. For more insights on winter activities, visitors can explore recommendations from Travel Wisconsin (https://www.travelwisconsin.com/article/winter-activities/6-places-you-cant-miss-this-winter-in-wisconsin).

Top Attractions

Winter, Wisconsin, is a hidden gem that offers a delightful mix of outdoor adventures and cultural experiences year-round. Nestled in the heart of the Chequamegon National Forest, this charming town is perfect for nature enthusiasts and families alike. Visitors can explore the scenic beauty of the surrounding landscapes, engage in various recreational activities, and discover local history. Signature attractions like the Winter Historical Society Museum and the nearby Flambeau River State Forest provide a glimpse into the area’s rich heritage and natural wonders. Whether you’re looking for a peaceful retreat or an active getaway, Winter has a variety of experiences that cater to all interests.

One of the top attractions in Winter is the Winter Historical Society Museum, which showcases the town’s history through engaging exhibits and artifacts. Visitors can learn about the logging industry, local Native American culture, and the development of the area. For more information, check their official site. Outdoor enthusiasts will appreciate the Flambeau River State Forest, which offers miles of hiking trails, fishing spots, and opportunities for wildlife viewing. This expansive forest is perfect for those looking to immerse themselves in nature. The official visitor guide provides detailed information on the forest’s attractions. For family-friendly fun, the nearby Chippewa Flowage is a must-visit. This expansive body of water is ideal for fishing, boating, and swimming during the warmer months. The serene environment and stunning views make it a great spot for picnics and relaxation. For more winter activities, explore the options available at Travel Wisconsin, where you can find unexpected winter activities that cater to all ages. To discover more about Winter attractions and plan your visit, explore the resources available at Travel Wisconsin, including their guide on winter activities.

Winter, Wisconsin, is a hidden gem that offers a delightful mix of outdoor adventures and cultural experiences year-round. Nestled in the heart of the Chequamegon National Forest, this charming town is perfect for nature enthusiasts and families alike. Visitors can explore the scenic beauty of the surrounding landscapes, engage in various recreational activities, and discover local history. Signature attractions like the Winter Historical Society Museum and the nearby Flambeau River State Forest provide a glimpse into the area’s rich heritage and natural wonders. Whether you’re looking for a peaceful retreat or an active getaway, Winter has a variety of experiences that cater to all interests.

One of the top attractions in Winter is the Winter Historical Society Museum, which showcases the town’s history through engaging exhibits and artifacts. Visitors can learn about the logging industry, local Native American culture, and the development of the area. For more information, check their official site. Outdoor enthusiasts will appreciate the Flambeau River State Forest, which offers miles of hiking trails, fishing spots, and opportunities for wildlife viewing. This expansive forest is perfect for those looking to immerse themselves in nature. The official visitor guide provides detailed information on the forest’s attractions. For family-friendly fun, the nearby Chippewa Flowage is a must-visit. This expansive body of water is ideal for fishing, boating, and swimming during the warmer months. The serene environment and stunning views make it a great spot for picnics and relaxation. For more winter activities, explore the options available at Travel Wisconsin, where you can find unexpected winter activities that cater to all ages. To discover more about Winter attractions and plan your visit, explore the resources available at Travel Wisconsin, including their guide on winter activities.

Regulations

Winter, Wisconsin, has specific regulations governing short-term rentals that property owners must understand to operate legally and successfully. As a property owner, you are required to obtain a rental license from the local government, ensuring compliance with zoning laws and safety standards. Additionally, short-term rentals are subject to a lodging tax, which is typically around 5.5%. This tax must be collected from guests and remitted to the appropriate authorities. Understanding these regulations is crucial to avoid penalties, which can include fines or the revocation of your rental license. For a comprehensive overview of the legal landscape surrounding short-term rentals in Winter, continue reading.

Key regulatory information for short-term rentals in Winter includes several important requirements. First, property owners must secure a rental license, which may involve submitting an application and paying a fee. Zoning restrictions are also in place, often limiting where short-term rentals can operate within the municipality. Safety requirements, such as smoke detectors and fire extinguishers, must be adhered to, ensuring guest safety and compliance with local codes. Failure to comply with these regulations can result in penalties, including fines or potential legal action. For more detailed information on Wisconsin’s short-term rental laws, you can visit the Wisconsin State Law Library’s December 2023 newsletter at https://wilawlibrary.gov/newsletter/2312.html. Understanding these regulations will help you navigate the complexities of operating a short-term rental in Winter effectively.

Winter, Wisconsin, has specific regulations governing short-term rentals that property owners must understand to operate legally and successfully. As a property owner, you are required to obtain a rental license from the local government, ensuring compliance with zoning laws and safety standards. Additionally, short-term rentals are subject to a lodging tax, which is typically around 5.5%. This tax must be collected from guests and remitted to the appropriate authorities. Understanding these regulations is crucial to avoid penalties, which can include fines or the revocation of your rental license. For a comprehensive overview of the legal landscape surrounding short-term rentals in Winter, continue reading.

Key regulatory information for short-term rentals in Winter includes several important requirements. First, property owners must secure a rental license, which may involve submitting an application and paying a fee. Zoning restrictions are also in place, often limiting where short-term rentals can operate within the municipality. Safety requirements, such as smoke detectors and fire extinguishers, must be adhered to, ensuring guest safety and compliance with local codes. Failure to comply with these regulations can result in penalties, including fines or potential legal action. For more detailed information on Wisconsin’s short-term rental laws, you can visit the Wisconsin State Law Library’s December 2023 newsletter at https://wilawlibrary.gov/newsletter/2312.html. Understanding these regulations will help you navigate the complexities of operating a short-term rental in Winter effectively.

Frequently Asked Questions

What are the short-term rental regulations in Winter, Wisconsin?
Winter, Wisconsin, has specific regulations governing short-term rentals that property owners must understand to operate legally and successfully. As a property owner, you are required to obtain a rental license from the local government, ensuring compliance with zoning laws and safety standards. Additionally, short-term rentals are subject to a lodging tax, which is typically around 5.5%. This tax must be collected from guests and remitted to the appropriate authorities. Understanding these regulations is crucial to avoid penalties, which can include fines or the revocation of your rental license. For a comprehensive overview of the legal landscape surrounding short-term rentals in Winter, continue reading.Key regulatory information for short-term rentals in Winter includes several important requirements. First, property owners must secure a rental license, which may involve submitting an application and paying a fee. Zoning restrictions are also in place, often limiting where short-term rentals can operate within the municipality. Safety requirements, such as smoke detectors and fire extinguishers, must be adhered to, ensuring guest safety and compliance with local codes. Failure to comply with these regulations can result in penalties, including fines or potential legal action. For more detailed information on Wisconsin's short-term rental laws, you can visit the Wisconsin State Law Library's December 2023 newsletter at https://wilawlibrary.gov/newsletter/2312.html. Understanding these regulations will help you navigate the complexities of operating a short-term rental in Winter effectively.
Do I need a permit to operate a short-term rental in Winter, Wisconsin?
Short-term rental regulations vary by location. In Winter, Wisconsin, operators should check local ordinances for permit requirements, zoning restrictions, and licensing obligations. Contact local authorities for the most current requirements.
Are there occupancy taxes for vacation rentals in Winter, Wisconsin?
Most jurisdictions require short-term rental operators to collect and remit occupancy taxes (also called hotel taxes or transient occupancy taxes). In Winter, Wisconsin, check with the local tax authority for current rates and collection requirements.

Vacation Rental Market Overview for Winter

Winter attracts visitors with its cultural attractions and historic sites and family-friendly attractions. The short-term rental market here serves diverse traveler demographics, from business professionals to family vacationers.

This destination’s rental market offers unique opportunities for property investors, with comprehensive data revealing seasonal patterns and demand drivers.

Winter, Wisconsin Market Performance Trends

LTM Avg. Daily Rate$208.00
LTM Occupancy Rate33.3%
LTM Avg. Revenue$1,755
Monthly Short-Term Rental Market Performance Data for Winter
MonthAverage Daily Rate (USD)Occupancy Rate (%)Average Monthly Revenue (USD)
Jul 24$193.1071%$4,497
Aug 24$195.0058.1%$2,856
Sep 24$198.1730%$1,547
Oct 24$214.0041.9%$2,216
Nov 24$205.9630%$1,196
Dec 24$233.0019.4%$1,384
Jan 25$230.6716.1%$1,079
Feb 25$234.0014.3%$849
Mar 25$242.4612.9%$1,105
Apr 25$257.2912.3%$923
May 25$200.2528.3%$1,399
Jun 25$199.5053.3%$2,675

Short-Term Rental Market Performance Analysis for Winter

The short-term rental market in Winter demonstrates dynamic pricing patterns and occupancy trends that savvy property investors and managers monitor closely. This comprehensive 12-month analysis reveals seasonal variations and revenue optimization opportunities.

Market Trend Summary

Current market indicators show: mature market with optimized pricing patterns

Market data updated daily. Professional-grade analytics trusted by thousands of property managers and real estate investors.

Winter, Wisconsin Housing Market Data

Home Value Trends

Quarterly Home Value Trends in Winter
QuarterTypical Home Value (USD)
Q2 17$132,405
Q3 17$117,393
Q4 17$121,958
Q1 18$123,480
Q2 18$127,555
Q3 18$127,959
Q4 18$126,635
Q1 19$127,991
Q2 19$129,793
Q3 19$132,109
Q4 19$134,398
Q1 20$134,909
Q2 20$138,692
Q3 20$145,776
Q4 20$155,296
Q1 21$161,911
Q2 21$171,371
Q3 21$176,895
Q4 21$178,197
Q1 22$188,494
Q2 22$198,498
Q3 22$201,551
Q4 22$203,827
Q1 23$211,593
Q2 23$217,673
Q3 23$216,430
Q4 23$213,741
Q1 24$210,259
Q2 24$210,665
Q3 24$213,147
Q4 24$218,517
Q1 25$223,870
Q2 25$225,299
Q3 25$221,355
Q4 25$224,750

Market Overview

  • Typical Home Value:$228,221

Current Inventory

  • Homes For Sale:16

Detailed Market Analysis

The average home value in Winter, WI is $228,222, up 2.4% over the past year. Learn more about the Winter housing market and real estate trends.

Real Estate Market Analysis for Winter, Wisconsin

The residential real estate market in Winter, Wisconsin presents unique opportunities for investors and homebuyers alike. Current market dynamics show affordable housing options with growth potential with inventory levels and pricing trends that reflect broader economic conditions and local demand factors.

Key Market Factors

Important considerations for this market include: established neighborhoods, community amenities, and transportation accessibility These factors contribute to the overall market performance and future growth potential.

Real estate investments in Winter, Wisconsin benefit from consistent market appreciation and strong resale values. Prospective buyers and investors should consider both current market conditions and long-term growth indicators when evaluating opportunities in this market.

Winter, Wisconsin Rental Market Insights

10-Year Market Growth

Quarterly Short-Term Rental Listing Growth for Winter
QuarterNumber of Listings
Q3 165
Q4 164
Q1 174
Q2 1720
Q3 1726
Q4 1727
Q1 1827
Q2 1831
Q3 1829
Q4 1829
Q1 1919
Q2 1931
Q3 1930
Q4 1924
Q1 2022
Q2 2027
Q3 2030
Q4 2025
Q1 2119
Q2 2133
Q3 2137
Q4 2139
Q1 2233
Q2 2244
Q3 2244
Q4 2244
Q1 2341
Q2 2353
Q3 2358
Q4 2366
Q1 2450
Q2 2463
Q3 2469
Q4 2471
Q1 2558
Q2 2580

Booking Activity

  • 1-3 Months:72.9% Booked
  • 4-6 Months:58.5% Booked
  • 7-9 Months:3.4% Booked
  • 10-12 Months:0% Booked

Cancellation Policies

  • Flexible:0%
  • Moderate:0%
  • Strict:0%
  • Super Strict:0%

Minimum Stay

  • 1 Day:0
  • 2 Days:0
  • 3 Days:0
  • 4-6 Days:0
  • 7-29 Days:0
  • 30+ Days:0

Short-Term Rental Regulations and Booking Patterns in Winter

Winter vacation rental operators navigate specific local regulations and booking patterns that shape market dynamics. Understanding minimum stay requirements, cancellation policies, and booking windows is essential for successful property management.

Market analysis reveals balanced approach between flexibility and stability. These insights help property managers optimize their listing strategies and maximize occupancy.

Local regulations and platform policies influence rental operations. StaySTRA provides comprehensive policy tracking and compliance insights.

Winter, Wisconsin Rental Market Composition

Entire Place by Beds

Short-Term Rental Property Distribution by Bedroom Count in Winter
Bedroom ConfigurationNumber of Properties
Studio4
1 Bed11
2 Beds23
3 Beds12
4 Beds8
5+ Beds10

Common Rental Amenities

Amenity data is not available for this location.

Guest Rating Highlights

    Vacation Rental Property Types in Winter

    The vacation rental market in Winter features a diverse mix of property types, from cozy studios to spacious family homes. Understanding the property composition helps investors identify market gaps and opportunities.

    Market characteristics include concentration in 2-3 bedroom properties ideal for small groups. This distribution reflects local demand patterns and traveler preferences.

    Premium amenities and guest ratings play a crucial role in rental performance, with data showing clear correlations between specific features and booking rates.

    More Locations In Wisconsin

    • Arkdale
    • Athelstane
    • Baraboo
    • Bayfield
    • Black River Falls
    • Brodhead
    • Butternut
    • Chetek
    • Cornucopia
    • Crandon
    • Cumberland
    • Eagle River
    • East Troy
    • Egg Harbor
    • Elcho
    • Elkhart Lake
    • Elkhorn
    • Fontana

    Related Short-Term Rental Markets

    Explore 64 vacation rental markets within Wisconsin. Each location offers unique investment opportunities with distinct seasonal patterns, pricing dynamics, and traveler demographics.

    StaySTRA’s comprehensive market coverage enables side-by-side comparison of rental performance, helping investors and property managers make data-driven location decisions.

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    Table of Contents

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    Quick Facts: Winter

    Active STRs
    80
    Avg Daily Rate
    $200
    Occupancy Rate
    53%
    Population
    335
    Annual Visitors
    20,000

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    Markets in Wisconsin (50)

    • Arkdale
    • Athelstane
    • Baraboo
    • Bayfield
    • Black River Falls
    • Brodhead
    • Butternut
    • Chetek
    • Cornucopia
    • Crandon
    • Cumberland
    • Eagle River
    • East Troy
    • Egg Harbor
    • Elcho
    • Elkhart Lake
    • Elkhorn
    • Fontana
    • Frederic
    • Friendship
    • Genoa City
    • Gleason
    • Grand Marsh
    • Green Bay
    • Hayward
    • Hubertus
    • Hudson
    • Kewaunee
    • La Pointe
    • La Valle
    • Lake Geneva
    • Lake Mills
    • Little Suamico
    • Lyndon Station
    • Madison
    • Manitowish Waters
    • Mauston
    • Menomonie
    • Merrillan
    • Milwaukee
    • Necedah
    • Neillsville
    • Nekoosa
    • New Lisbon
    • Ojibwa
    • Pickerel
    • Pleasant Prairie
    • Saint Germain
    • Shawano
    • Sheboygan

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