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Winston, Oregon

Short-Term Rental Market Data & Investment Analysis

Data updated March 2026

Winston, Oregon Short-Term Rental Market Overview

Population: 5,487
Annual Visitors: 25,000
Total STRs: 15
ADR: $141.17

Visitor Profile

Winston, Oregon, attracts approximately 50,000 annual visitors, drawn by its scenic landscapes and outdoor recreational opportunities. The primary demographics of these visitors include families, couples, and outdoor enthusiasts, with a significant portion aged 25-54. Many travelers come for eco-tourism, wine tasting, and exploring the nearby Umpqua National Forest. The economic impact of tourism in Winston is notable, contributing significantly to local businesses and job creation. According to the tourism bureau, the influx of visitors supports various sectors, including hospitality, dining, and retail, making tourism a vital part of the local economy.

In terms of visitor statistics, Winston sees around 50,000 annual visitors, with a diverse demographic profile that skews slightly towards younger adults and families. The main reasons for visiting include outdoor activities such as hiking, fishing, and wine tasting, particularly in the Umpqua Valley region. The average length of stay for visitors is approximately two to three days, with peak seasons occurring during the summer months and fall, when the weather is most favorable for outdoor activities. The visitor statistics report from Travel Southern Oregon highlights that eco-tourism is increasingly popular, with many visitors seeking sustainable travel options. This trend is particularly relevant for short-term rental operators, who can capitalize on the growing demand for eco-friendly accommodations. For more detailed information, you can refer to the Winston Oregon Guide and Information (https://www.visitoregon.com/cities/winston-oregon/) and Travel Southern Oregon (https://www.southernoregon.org/cities/winston/). Understanding these visitor demographics and travel patterns is crucial for local businesses aiming to enhance their offerings and attract more tourists.

Winston, Oregon, attracts approximately 50,000 annual visitors, drawn by its scenic landscapes and outdoor recreational opportunities. The primary demographics of these visitors include families, couples, and outdoor enthusiasts, with a significant portion aged 25-54. Many travelers come for eco-tourism, wine tasting, and exploring the nearby Umpqua National Forest. The economic impact of tourism in Winston is notable, contributing significantly to local businesses and job creation. According to the tourism bureau, the influx of visitors supports various sectors, including hospitality, dining, and retail, making tourism a vital part of the local economy.

In terms of visitor statistics, Winston sees around 50,000 annual visitors, with a diverse demographic profile that skews slightly towards younger adults and families. The main reasons for visiting include outdoor activities such as hiking, fishing, and wine tasting, particularly in the Umpqua Valley region. The average length of stay for visitors is approximately two to three days, with peak seasons occurring during the summer months and fall, when the weather is most favorable for outdoor activities. The visitor statistics report from Travel Southern Oregon highlights that eco-tourism is increasingly popular, with many visitors seeking sustainable travel options. This trend is particularly relevant for short-term rental operators, who can capitalize on the growing demand for eco-friendly accommodations. For more detailed information, you can refer to the Winston Oregon Guide and Information (https://www.visitoregon.com/cities/winston-oregon/) and Travel Southern Oregon (https://www.southernoregon.org/cities/winston/). Understanding these visitor demographics and travel patterns is crucial for local businesses aiming to enhance their offerings and attract more tourists.

Top Attractions

Winston, Oregon, is a charming small town that offers a delightful mix of outdoor adventures, cultural experiences, and family-friendly activities. Nestled in the scenic Umpqua Valley, Winston is best known for its stunning natural beauty and welcoming community. Visitors can explore the renowned Wildlife Safari, a drive-through wildlife park that allows guests to see exotic animals up close. Additionally, the town boasts the picturesque Umpqua River, perfect for fishing, kayaking, and enjoying the serene landscape. With a variety of attractions to suit all interests, Winston is an ideal destination for those looking to experience the best of Oregon’s outdoor and cultural offerings.

One of the top attractions in Winston is the Wildlife Safari, where visitors can embark on an unforgettable journey through a 600-acre park that houses over 500 animals from around the world. This unique experience allows guests to drive through and observe animals in a natural habitat setting. For more information, visit their official website at https://www.southernoregon.org/cities/winston/.

Another must-visit spot is the Umpqua River, which provides ample opportunities for outdoor activities such as fishing, hiking, and picnicking along its banks. The river’s scenic beauty is perfect for a relaxing day in nature.

For those interested in local culture, the nearby Douglas County Museum offers insights into the region’s history, featuring exhibits on Native American heritage, pioneer life, and the area’s natural history. More details can be found at https://traveloregon.com/places-to-go/cities/winston/.

Whether you’re seeking adventure or relaxation, Winston attractions offer something for everyone. Explore the official visitor guide at https://www.visitoregon.com/cities/winston-oregon/ for more information on Winston things to do and plan your visit today.

Winston, Oregon, is a charming small town that offers a delightful mix of outdoor adventures, cultural experiences, and family-friendly activities. Nestled in the scenic Umpqua Valley, Winston is best known for its stunning natural beauty and welcoming community. Visitors can explore the renowned Wildlife Safari, a drive-through wildlife park that allows guests to see exotic animals up close. Additionally, the town boasts the picturesque Umpqua River, perfect for fishing, kayaking, and enjoying the serene landscape. With a variety of attractions to suit all interests, Winston is an ideal destination for those looking to experience the best of Oregon’s outdoor and cultural offerings.

One of the top attractions in Winston is the Wildlife Safari, where visitors can embark on an unforgettable journey through a 600-acre park that houses over 500 animals from around the world. This unique experience allows guests to drive through and observe animals in a natural habitat setting. For more information, visit their official website at https://www.southernoregon.org/cities/winston/.

Another must-visit spot is the Umpqua River, which provides ample opportunities for outdoor activities such as fishing, hiking, and picnicking along its banks. The river’s scenic beauty is perfect for a relaxing day in nature.

For those interested in local culture, the nearby Douglas County Museum offers insights into the region’s history, featuring exhibits on Native American heritage, pioneer life, and the area’s natural history. More details can be found at https://traveloregon.com/places-to-go/cities/winston/.

Whether you’re seeking adventure or relaxation, Winston attractions offer something for everyone. Explore the official visitor guide at https://www.visitoregon.com/cities/winston-oregon/ for more information on Winston things to do and plan your visit today.

Regulations

Winston, Oregon, has established specific regulations for short-term rentals to ensure compliance and maintain community standards. Property owners looking to rent out their homes on platforms like Airbnb or Vrbo must obtain a short-term rental license from the city. This process involves submitting an application and paying a fee, which is essential for legal operation. Additionally, short-term rental operators are required to collect and remit a transient lodging tax, currently set at 9%, to the city. Understanding these regulations is crucial for property owners to avoid penalties and ensure a smooth rental experience. For those interested in the specifics of Winston short-term rental regulations, read on for a comprehensive overview.

To operate a short-term rental in Winston, property owners must first secure a short-term rental license, which requires compliance with local zoning laws. The city has designated specific zones where short-term rentals are permitted, and owners must ensure their property falls within these areas. Safety requirements, including smoke detectors and carbon monoxide alarms, must also be met to protect guests. Failure to adhere to these regulations can result in fines or revocation of the rental license. For more detailed information on the licensing process and requirements, visit the City of Winston’s official website (https://www.winstonoregon.gov). Additionally, the municipal code outlines the specific regulations governing short-term rentals (https://library.municode.com/or/winston/codes/code_of_ordinances). Staying informed about these regulations is essential for successful property management in Winston.

Winston, Oregon, has established specific regulations for short-term rentals to ensure compliance and maintain community standards. Property owners looking to rent out their homes on platforms like Airbnb or Vrbo must obtain a short-term rental license from the city. This process involves submitting an application and paying a fee, which is essential for legal operation. Additionally, short-term rental operators are required to collect and remit a transient lodging tax, currently set at 9%, to the city. Understanding these regulations is crucial for property owners to avoid penalties and ensure a smooth rental experience. For those interested in the specifics of Winston short-term rental regulations, read on for a comprehensive overview.

To operate a short-term rental in Winston, property owners must first secure a short-term rental license, which requires compliance with local zoning laws. The city has designated specific zones where short-term rentals are permitted, and owners must ensure their property falls within these areas. Safety requirements, including smoke detectors and carbon monoxide alarms, must also be met to protect guests. Failure to adhere to these regulations can result in fines or revocation of the rental license. For more detailed information on the licensing process and requirements, visit the City of Winston’s official website (https://www.winstonoregon.gov). Additionally, the municipal code outlines the specific regulations governing short-term rentals (https://library.municode.com/or/winston/codes/code_of_ordinances). Staying informed about these regulations is essential for successful property management in Winston.

Frequently Asked Questions

What are the short-term rental regulations in Winston, Oregon?
Winston, Oregon, has established specific regulations for short-term rentals to ensure compliance and maintain community standards. Property owners looking to rent out their homes on platforms like Airbnb or Vrbo must obtain a short-term rental license from the city. This process involves submitting an application and paying a fee, which is essential for legal operation. Additionally, short-term rental operators are required to collect and remit a transient lodging tax, currently set at 9%, to the city. Understanding these regulations is crucial for property owners to avoid penalties and ensure a smooth rental experience. For those interested in the specifics of Winston short-term rental regulations, read on for a comprehensive overview.To operate a short-term rental in Winston, property owners must first secure a short-term rental license, which requires compliance with local zoning laws. The city has designated specific zones where short-term rentals are permitted, and owners must ensure their property falls within these areas. Safety requirements, including smoke detectors and carbon monoxide alarms, must also be met to protect guests. Failure to adhere to these regulations can result in fines or revocation of the rental license. For more detailed information on the licensing process and requirements, visit the City of Winston's official website (https://www.winstonoregon.gov). Additionally, the municipal code outlines the specific regulations governing short-term rentals (https://library.municode.com/or/winston/codes/code_of_ordinances). Staying informed about these regulations is essential for successful property management in Winston.
Do I need a permit to operate a short-term rental in Winston, Oregon?
Short-term rental regulations vary by location. In Winston, Oregon, 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 Winston, Oregon?
Most jurisdictions require short-term rental operators to collect and remit occupancy taxes (also called hotel taxes or transient occupancy taxes). In Winston, Oregon, check with the local tax authority for current rates and collection requirements.

Vacation Rental Market Overview for Winston

Winston attracts visitors with its urban amenities and entertainment and adventure sports and activities. 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.

Winston, Oregon Market Performance Trends

LTM Avg. Daily Rate$161.00
LTM Occupancy Rate70.0%
LTM Avg. Revenue$2,999
Monthly Short-Term Rental Market Performance Data for Winston
MonthAverage Daily Rate (USD)Occupancy Rate (%)Average Monthly Revenue (USD)
Jul 24$298.4983.7%$4,092
Aug 24$176.4457.5%$2,917
Sep 24$209.3170%$3,486
Oct 24$136.1674.2%$3,404
Nov 24$144.8186.7%$2,479
Dec 24$168.1482.1%$3,491
Jan 25$146.7796.8%$2,040
Feb 25$139.1764.3%$1,911
Mar 25$159.7972.6%$3,300
Apr 25$148.5851.7%$3,403
May 25$145.0048.3%$2,040
Jun 25$141.1787.5%$1,972

Short-Term Rental Market Performance Analysis for Winston

The short-term rental market in Winston 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: emerging growth market with increasing demand

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

Winston, Oregon Housing Market Data

Home Value Trends

Quarterly Home Value Trends in Winston
QuarterTypical Home Value (USD)
Q2 17$158,312
Q3 17$160,590
Q4 17$170,695
Q1 18$178,038
Q2 18$181,121
Q3 18$183,054
Q4 18$185,418
Q1 19$188,725
Q2 19$192,115
Q3 19$196,382
Q4 19$200,167
Q1 20$205,294
Q2 20$211,505
Q3 20$217,498
Q4 20$230,270
Q1 21$244,619
Q2 21$257,871
Q3 21$267,702
Q4 21$275,117
Q1 22$287,257
Q2 22$299,436
Q3 22$299,268
Q4 22$295,572
Q1 23$290,869
Q2 23$294,518
Q3 23$299,682
Q4 23$301,035
Q1 24$304,021
Q2 24$306,649
Q3 24$306,653
Q4 24$310,896
Q1 25$313,438
Q2 25$312,908
Q3 25$312,926
Q4 25$311,230
Q1 26$312,887

Market Overview

  • Typical Home Value:$313,138
  • Median List Price:$389,999

Current Inventory

  • Homes For Sale:33
  • New Listings:5

Detailed Market Analysis

The average home value in Winston, OR is $313,139, down 0.2% over the past year. Learn more about the Winston housing market and real estate trends.

Real Estate Market Analysis for Winston, Oregon

The residential real estate market in Winston, Oregon presents unique opportunities for investors and homebuyers alike. Current market dynamics show balanced market conditions with accessible entry points with inventory levels and pricing trends that reflect broader economic conditions and local demand factors.

Key Market Factors

Important considerations for this market include: growing population trends, economic development, and lifestyle amenities These factors contribute to the overall market performance and future growth potential.

Real estate investments in Winston, Oregon 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.

Winston, Oregon Rental Market Insights

10-Year Market Growth

Quarterly Short-Term Rental Listing Growth for Winston
QuarterNumber of Listings
Q3 161
Q4 161
Q1 171
Q2 171
Q3 171
Q4 171
Q1 181
Q2 183
Q3 183
Q4 185
Q1 192
Q2 194
Q3 198
Q4 197
Q1 203
Q2 202
Q3 202
Q4 202
Q1 212
Q2 212
Q3 212
Q4 212
Q1 223
Q2 223
Q3 224
Q4 224
Q1 234
Q2 236
Q3 234
Q4 236
Q1 248
Q2 247
Q3 2411
Q4 2414
Q1 2514
Q2 2515

Booking Activity

  • 1-3 Months:58.3% Booked
  • 4-6 Months:33.3% Booked
  • 7-9 Months:100% Booked
  • 10-12 Months:22.2% 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 Winston

Winston 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 seasonal policy variations maximizing revenue. 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.

Winston, Oregon Rental Market Composition

Entire Place by Beds

Short-Term Rental Property Distribution by Bedroom Count in Winston
Bedroom ConfigurationNumber of Properties
1 Bed7
2 Beds2
3 Beds2
4 Beds1
5+ Beds2

Common Rental Amenities

Amenity data is not available for this location.

Guest Rating Highlights

    Vacation Rental Property Types in Winston

    The vacation rental market in Winston 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 diverse property sizes from studios to large homes. 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 Oregon

    • Albany
    • Arch Cape
    • Ashland
    • Astoria
    • Bandon
    • Beaverton
    • Bend
    • Blue River
    • Brightwood
    • Brookings
    • Canby
    • Cannon Beach
    • Carlton
    • Central Point
    • Clatskanie
    • Cloverdale
    • Coos Bay
    • Cornelius

    Related Short-Term Rental Markets

    Explore 109 vacation rental markets within Oregon. 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: Winston

    Active STRs
    15
    Avg Daily Rate
    $141
    Occupancy Rate
    88%
    Population
    5,487
    Annual Visitors
    25,000

    Markets in Oregon (50)

    • Albany
    • Arch Cape
    • Ashland
    • Astoria
    • Bandon
    • Beaverton
    • Bend
    • Blue River
    • Brightwood
    • Brookings
    • Canby
    • Cannon Beach
    • Carlton
    • Central Point
    • Clatskanie
    • Cloverdale
    • Coos Bay
    • Cornelius
    • Corvallis
    • Cottage Grove
    • Crescent
    • Creswell
    • Culver
    • Depoe Bay
    • Detroit
    • Elkton
    • Enterprise
    • Eugene
    • Fairview
    • Florence
    • Garibaldi
    • Gaston
    • Gleneden Beach
    • Gold Beach
    • Government Camp
    • Grants Pass
    • Gresham
    • Happy Valley
    • Hermiston
    • Hillsboro
    • Independence
    • Jacksonville
    • John Day
    • Joseph
    • Junction City
    • Klamath Falls
    • La Grande
    • La Pine
    • Lafayette
    • Lake Oswego

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