Skip to content
StaySTRA - logo
  • Analyzer
  • Locations
  • Sell Me Your BNB
Sign In
  • Analyzer
  • Locations
  • Sell Me Your BNB
Sign In
  1. Home
  2. Locations
  3. Oregon
  4. Winston

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, is a charming destination that attracts a diverse range of visitors each year. While specific annual visitor numbers are not readily available, the region is known for its appealing outdoor activities and local attractions, which draw tourists primarily for leisure and recreation. Key demographic highlights indicate that visitors often include families, couples, and outdoor enthusiasts. The economic impact of tourism in Winston is significant, contributing to local businesses and the overall economy, showcasing the importance of this sector to the community. For more information, the Winston tourism bureau provides valuable insights (https://www.visitoregon.com/cities/winston-oregon/).

A comprehensive visitor analysis reveals that Winston’s tourism market is characterized by a mix of demographics. Visitors typically range from young families to retirees, with a notable interest in outdoor activities such as hiking, fishing, and exploring local parks. The main reasons for visiting include the area’s natural beauty and recreational opportunities, with many tourists seeking a peaceful getaway. Although specific average length of stay data is limited, it is estimated that visitors spend around 2-4 nights in the area. Peak seasons for tourism generally align with the summer months, particularly from June to August, when outdoor activities are at their most accessible. According to the local tourism board (https://www.southernoregon.org/cities/winston/), seasonal events and festivals also play a crucial role in attracting visitors, further enhancing the area’s appeal. Understanding these visitor demographics and travel patterns is essential for local STR operators to effectively cater to the needs of tourists and maximize their economic contributions.

Winston, Oregon, is a charming destination that attracts a diverse range of visitors each year. While specific annual visitor numbers are not readily available, the region is known for its appealing outdoor activities and local attractions, which draw tourists primarily for leisure and recreation. Key demographic highlights indicate that visitors often include families, couples, and outdoor enthusiasts. The economic impact of tourism in Winston is significant, contributing to local businesses and the overall economy, showcasing the importance of this sector to the community. For more information, the Winston tourism bureau provides valuable insights (https://www.visitoregon.com/cities/winston-oregon/).

A comprehensive visitor analysis reveals that Winston’s tourism market is characterized by a mix of demographics. Visitors typically range from young families to retirees, with a notable interest in outdoor activities such as hiking, fishing, and exploring local parks. The main reasons for visiting include the area’s natural beauty and recreational opportunities, with many tourists seeking a peaceful getaway. Although specific average length of stay data is limited, it is estimated that visitors spend around 2-4 nights in the area. Peak seasons for tourism generally align with the summer months, particularly from June to August, when outdoor activities are at their most accessible. According to the local tourism board (https://www.southernoregon.org/cities/winston/), seasonal events and festivals also play a crucial role in attracting visitors, further enhancing the area’s appeal. Understanding these visitor demographics and travel patterns is essential for local STR operators to effectively cater to the needs of tourists and maximize their economic contributions.

Top Attractions

Winston, Oregon, is a charming small town that offers a delightful mix of outdoor adventures and cultural experiences, making it a hidden gem in the Pacific Northwest. Nestled in the Umpqua Valley, Winston is known for its picturesque landscapes and friendly community. Visitors can explore the stunning wildlife at the Wildlife Safari, a drive-through park that allows for close encounters with exotic animals. Additionally, the town is home to the historic Umpqua River, perfect for fishing, kayaking, and enjoying the natural beauty. With a variety of attractions that cater to families, nature lovers, and history buffs alike, Winston promises a memorable experience for all who visit.

One of the top attractions in Winston is the Wildlife Safari, where guests can drive through a 600-acre park and observe over 500 animals from around the world in their natural habitats. This unique experience allows for up-close interactions with species such as lions, zebras, and giraffes. For more information, visit their official website at https://www.southernoregon.org/cities/winston/. Another must-see is the Umpqua River, which offers numerous recreational activities such as fishing, hiking, and picnicking along its scenic banks. The river is a perfect spot for those looking to immerse themselves in the great outdoors.

For a taste of local history, the Douglas County Museum is located nearby, showcasing exhibits that highlight the region’s rich heritage and culture. Visitors can learn about the area’s Native American history, pioneer life, and the logging industry. More details can be found at https://traveloregon.com/places-to-go/cities/winston/. Whether you’re seeking adventure or relaxation, Winston attractions provide a diverse array of Winston things to do, ensuring a fulfilling visit to this quaint Oregon town. For additional resources, check out the official visitor guide at https://www.visitoregon.com/cities/winston-oregon/.

Winston, Oregon, is a charming small town that offers a delightful mix of outdoor adventures and cultural experiences, making it a hidden gem in the Pacific Northwest. Nestled in the Umpqua Valley, Winston is known for its picturesque landscapes and friendly community. Visitors can explore the stunning wildlife at the Wildlife Safari, a drive-through park that allows for close encounters with exotic animals. Additionally, the town is home to the historic Umpqua River, perfect for fishing, kayaking, and enjoying the natural beauty. With a variety of attractions that cater to families, nature lovers, and history buffs alike, Winston promises a memorable experience for all who visit.

One of the top attractions in Winston is the Wildlife Safari, where guests can drive through a 600-acre park and observe over 500 animals from around the world in their natural habitats. This unique experience allows for up-close interactions with species such as lions, zebras, and giraffes. For more information, visit their official website at https://www.southernoregon.org/cities/winston/. Another must-see is the Umpqua River, which offers numerous recreational activities such as fishing, hiking, and picnicking along its scenic banks. The river is a perfect spot for those looking to immerse themselves in the great outdoors.

For a taste of local history, the Douglas County Museum is located nearby, showcasing exhibits that highlight the region’s rich heritage and culture. Visitors can learn about the area’s Native American history, pioneer life, and the logging industry. More details can be found at https://traveloregon.com/places-to-go/cities/winston/. Whether you’re seeking adventure or relaxation, Winston attractions provide a diverse array of Winston things to do, ensuring a fulfilling visit to this quaint Oregon town. For additional resources, check out the official visitor guide at https://www.visitoregon.com/cities/winston-oregon/.

Regulations

Winston, Oregon, has established specific regulations for short-term rentals to ensure community safety and compliance with local laws. Property owners interested in renting their homes on a short-term basis must obtain a permit from the city, which requires adherence to various guidelines. Key regulations include compliance with zoning laws, payment of transient lodging taxes, and meeting safety standards. Understanding these requirements is crucial for property owners to avoid penalties and ensure a smooth rental process. For those looking to navigate the Winston short-term rental regulations, this overview provides essential insights into the necessary steps and obligations.

To operate a short-term rental in Winston, property owners must first secure a short-term rental permit, which is essential for legal operation. The city mandates that owners pay a transient lodging tax of 9% on rental income, with deadlines for remittance outlined by local authorities. Zoning restrictions are also in place, limiting where short-term rentals can operate within the city. Additionally, safety requirements, such as smoke detectors and fire extinguishers, must be met to ensure guest safety. Failure to comply with these regulations can result in penalties, including fines or revocation of the rental permit. For more detailed information on Winston’s regulations, property owners can visit the State of Oregon’s Blue Book page on incorporated cities, including Winston, at https://sos.oregon.gov/blue-book/Pages/local/cities/s-y/winston.aspx. Understanding these regulations is vital for anyone looking to engage in short-term rentals in Winston, ensuring a compliant and successful rental experience.

Winston, Oregon, has established specific regulations for short-term rentals to ensure community safety and compliance with local laws. Property owners interested in renting their homes on a short-term basis must obtain a permit from the city, which requires adherence to various guidelines. Key regulations include compliance with zoning laws, payment of transient lodging taxes, and meeting safety standards. Understanding these requirements is crucial for property owners to avoid penalties and ensure a smooth rental process. For those looking to navigate the Winston short-term rental regulations, this overview provides essential insights into the necessary steps and obligations.

To operate a short-term rental in Winston, property owners must first secure a short-term rental permit, which is essential for legal operation. The city mandates that owners pay a transient lodging tax of 9% on rental income, with deadlines for remittance outlined by local authorities. Zoning restrictions are also in place, limiting where short-term rentals can operate within the city. Additionally, safety requirements, such as smoke detectors and fire extinguishers, must be met to ensure guest safety. Failure to comply with these regulations can result in penalties, including fines or revocation of the rental permit. For more detailed information on Winston’s regulations, property owners can visit the State of Oregon’s Blue Book page on incorporated cities, including Winston, at https://sos.oregon.gov/blue-book/Pages/local/cities/s-y/winston.aspx. Understanding these regulations is vital for anyone looking to engage in short-term rentals in Winston, ensuring a compliant and successful rental experience.

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 community safety and compliance with local laws. Property owners interested in renting their homes on a short-term basis must obtain a permit from the city, which requires adherence to various guidelines. Key regulations include compliance with zoning laws, payment of transient lodging taxes, and meeting safety standards. Understanding these requirements is crucial for property owners to avoid penalties and ensure a smooth rental process. For those looking to navigate the Winston short-term rental regulations, this overview provides essential insights into the necessary steps and obligations.To operate a short-term rental in Winston, property owners must first secure a short-term rental permit, which is essential for legal operation. The city mandates that owners pay a transient lodging tax of 9% on rental income, with deadlines for remittance outlined by local authorities. Zoning restrictions are also in place, limiting where short-term rentals can operate within the city. Additionally, safety requirements, such as smoke detectors and fire extinguishers, must be met to ensure guest safety. Failure to comply with these regulations can result in penalties, including fines or revocation of the rental permit. For more detailed information on Winston's regulations, property owners can visit the State of Oregon's Blue Book page on incorporated cities, including Winston, at https://sos.oregon.gov/blue-book/Pages/local/cities/s-y/winston.aspx. Understanding these regulations is vital for anyone looking to engage in short-term rentals in Winston, ensuring a compliant and successful rental experience.
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 beaches and waterfront activities 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.

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$177,858
Q1 18$178,038
Q2 18$180,938
Q2 18$181,121
Q3 18$182,869
Q3 18$183,054
Q4 18$185,230
Q4 18$185,418
Q1 19$188,534
Q1 19$188,725
Q2 19$191,921
Q2 19$192,115
Q3 19$196,184
Q3 19$196,382
Q4 19$199,965
Q4 19$200,167
Q1 20$205,087
Q1 20$205,294
Q2 20$211,292
Q2 20$211,505
Q3 20$217,278
Q3 20$217,498
Q4 20$230,038
Q4 20$230,270
Q1 21$244,372
Q1 21$244,619
Q2 21$257,610
Q2 21$257,871
Q3 21$267,431
Q3 21$267,702
Q4 21$274,840
Q4 21$275,117
Q1 22$286,967
Q1 22$287,257
Q2 22$299,134
Q2 22$299,436
Q3 22$298,966
Q3 22$299,268
Q4 22$295,274
Q4 22$295,572
Q1 23$290,575
Q1 23$290,869
Q2 23$294,221
Q2 23$294,518
Q3 23$299,379
Q3 23$299,682
Q4 23$300,731
Q4 23$301,035
Q1 24$303,714
Q1 24$304,021
Q2 24$306,339
Q2 24$306,649
Q3 24$306,343
Q3 24$306,653
Q4 24$310,582
Q4 24$310,896
Q1 25$313,122
Q1 25$313,438
Q2 25$312,592
Q2 25$312,908
Q3 25$312,610
Q3 25$312,926
Q4 25$310,916
Q4 25$311,230
Q1 26$312,571
Q1 26$312,887

Market Overview

  • Typical Home Value:$312,764
  • Median List Price:$407,333

Current Inventory

  • Homes For Sale:30
  • New Listings:6

Detailed Market Analysis

The average home value in Winston, OR is $312,764, down 0.0% 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 diverse property options and stable neighborhood development. 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.

    Analyze Winston Rentals

    Use our free calculator to estimate Airbnb revenue for any property in Winston.

    Free Winston STR Calculator →

    Analyze Any Property

    Get instant revenue projections for any property in Winston.

    Try the Analyzer

    Table of Contents

    Loading...

    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

    Top STR Markets

    • Austin, TX
    • Nashville, TN
    • Miami, FL
    • Scottsdale, AZ
    • San Diego, CA
    • Denver, CO
    • Charleston, SC
    • Savannah, GA
    • New Orleans, LA
    • Joshua Tree, CA
    • Gatlinburg, TN
    • Gulf Shores, AL
    • Destin, FL
    • Sedona, AZ
    • Park City, UT
    • South Lake Tahoe, CA
    • Kissimmee, FL
    • Pigeon Forge, TN
    • Panama City Beach, FL
    • Broken Bow, OK
    • Blue Ridge, GA
    • Mammoth Lakes, CA
    • Big Bear City, CA
    • Key West, FL
    • Asheville, NC
    • San Antonio, TX
    • Phoenix, AZ
    • Las Vegas, NV
    • Orlando, FL
    • Myrtle Beach, SC
    • Branson, MO
    View All Locations →

    You ran the numbers. Now finance it.

    Get DSCR Financing Built for STR Investors

    Qualify on the property's cash flow, not your W-2. Fast closings, competitive rates, no income verification.

    Check DSCR Eligibility →

    Sponsored by Beeline. StaySTRA may earn a referral fee.

    StaySTRA - logo

    The smart way to analyze short-term rental investments. Get revenue projections, market data, and insights powered by real short-term rental market data.

    Product

    • Analyzer
    • Pricing
    • Locations

    Resources

    • Blog
    • STR Tools
    • STR Laws
    • Top Markets

    Company

    • Sell Your BNB
    • Contact
    • Privacy Policy
    • Terms of Service

    Subscribe to newsletter

    Sign up to get STR insights and market data delivered to your inbox.

    ©2026 StaySTRA.com. All rights reserved.

    Take a look at our sister companies

    Neuhaus Realty Group - Austin Real Estate Broker Neuhaus Realty Group Bizzy Lizzy - Embroidered Women's Clothing Boutique Bizzy Lizzy Boutique Kendall Creek Properties - Real Estate Investment & Property Management Kendall Creek Properties
    ×
    Get Started Now

    Create your account to start analyzing properties

    or
    Forgot password?

    Don't have an account? Sign up Already have an account? Sign in

    Welcome back to StaySTRA

    Analyze properties, track investments, and grow your short-term rental portfolio

    Instant property analysis
    Advanced STR metrics
    Save & compare properties
    Choose Your Plan
    Stay Ahead of the Market

    Join 2,500+ STR investors getting weekly insights

    Weekly STR market insights
    New feature announcements
    Investment tips & strategies
    Exclusive subscriber offers
    Send Us a Message

    We typically respond within 24 hours

    Please sign in or create an account to send your message

    Choose Your Plan

    Select a plan to get started with StaySTRA

    Free
    $0 forever

    1 property analysis per month • Basic STR metrics • Email support

    Pro Monthly
    $7 per month

    Unlimited property analyses • Advanced STR metrics • Save & compare properties • Print reports

    Best Value
    Pro Annual
    $59 per year Save $25

    Everything in Pro Monthly • Best value - equivalent to 2 months free • Priority support