Windsor Airbnb Market Analysis 2025: Short Term Rental Data & Vacation Rental Statistics in Capitol Planning Region, United States

Source: AirROI
Last updated: 2025-06-01

Is Airbnb profitable in Windsor in 2025? Explore comprehensive Airbnb analytics for Windsor, Capitol Planning Region, United States to uncover income potential. This 2025 STR market report for Windsor, based on AirROI data from June 2024 to May 2025, reveals key trends in the niche market of 24 active listings.

Whether you're considering an Airbnb investment in Windsor, optimizing your existing vacation rental, or exploring rental arbitrage opportunities, understanding the Windsor Airbnb data is crucial. Leveraging the low regulation environment is key to maximizing your short term rental income potential. Let's dive into the specifics.

Key Windsor Airbnb Performance Metrics Overview

Avg. Daily Rate (ADR)(?)
$174
The average rental revenue earned for an occupied room per day in Windsor.
Occupancy Rate(?)
42.1%
Moderate demand with booking opportunities.
Median Annual Revenue(?)
$19,820
Typical annual income for an Airbnb listing in Windsor. Factors like property type, size, and location influence actual earnings.
Revenue Growth YoY(?)
26.1%
Strong growth (26.1%) vs. last year.
Peak Revenue Month(?)
July
The month with the highest average earnings, indicating peak season in Windsor.
Lowest Revenue Month(?)
February
The month with the lowest average earnings, indicating the low season in Windsor.
STR Regulation Level(?)
Low
Fewer regulations, offering more operational flexibility.
Active Airbnb Listings(?)
24
Total number of active short-term rentals listed.

Monthly Airbnb Revenue Variations & Income Potential in Windsor (2025)

Understanding the monthly revenue variations for Airbnb listings in Windsor is key to maximizing your short term rental income potential. Seasonality significantly impacts earnings. Our analysis, based on data from the past 12 months, shows that the peak revenue month for STRs in Windsor is typically July, while February often presents the lowest earnings, highlighting opportunities for strategic pricing adjustments during shoulder and low seasons. Explore the typical Airbnb income in Windsor across different performance tiers:

  • Best-in-class properties (Top 10%) achieve $4,379+ monthly, often utilizing dynamic pricing and superior guest experiences.
  • Strong performing properties (Top 25%) earn $2,893 or more, indicating effective management and desirable locations/amenities.
  • Typical properties (Median) generate around $1,775 per month, representing the average market performance.
  • Entry-level properties (Bottom 25%) see earnings around $797, often with potential for optimization.

Average Monthly Airbnb Earnings Trend in Windsor

Windsor Airbnb Occupancy Rate Trends (2025)

Maximize your bookings by understanding the Windsor STR occupancy trends. Seasonal demand shifts significantly influence how often properties are booked. Typically, Julysees the highest demand (peak season occupancy), while January experiences the lowest (low season). Effective strategies, like adjusting minimum stays or offering promotions, can boost occupancy during slower periods. Here's how different property tiers perform in Windsor:

  • Best-in-class properties (Top 10%) achieve 84%+ occupancy, indicating high desirability and potentially optimized availability.
  • Strong performing properties (Top 25%) maintain 69% or higher occupancy, suggesting good market fit and guest satisfaction.
  • Typical properties (Median) have an occupancy rate around 41%.
  • Entry-level properties (Bottom 25%) average 15% occupancy, potentially facing higher vacancy.

Average Monthly Occupancy Rate Trend in Windsor

Average Daily Rate (ADR) Airbnb Trends in Windsor (2025)

Effective short term rental pricing strategy in Windsor involves understanding monthly ADR fluctuations. The Average Daily Rate (ADR) for Airbnb in Windsor typically peaks in January and dips lowest during December. Leveraging Airbnb dynamic pricing tools or strategies based on this seasonality can significantly boost revenue. Here's a look at the typical nightly rates achieved:

  • Best-in-class properties (Top 10%) command rates of $249+ per night, often due to premium features or locations.
  • Strong performing properties (Top 25%) achieve nightly rates of $170 or more.
  • Typical properties (Median) charge around $127 per night.
  • Entry-level properties (Bottom 25%) earn around $100 per night.

Average Daily Rate (ADR) Trend by Month in Windsor

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Airbnb Seasonality Analysis & Trends in Windsor (2025)

Peak Season (July, September, August)
  • Revenue averages $3,438 per month
  • Occupancy rates average 51.6%
  • Daily rates average $148
Shoulder Season
  • Revenue averages $2,048 per month
  • Occupancy maintains around 41.7%
  • Daily rates hold near $148
Low Season (January, February, June)
  • Revenue drops to average $1,581 per month
  • Occupancy decreases to average 38.7%
  • Daily rates adjust to average $158

Seasonality Insights for Windsor

  • The Airbnb seasonality in Windsor shows highly seasonal trends requiring careful strategy. While the sections above show seasonal averages, it's also insightful to look at the extremes:
  • During the high season, the absolute peak month showcases Windsor's highest earning potential, with monthly revenues capable of climbing to $4,160, occupancy reaching a high of 58.8%, and ADRs peaking at $169.
  • Conversely, the slowest single month of the year, typically falling within the low season, marks the market's lowest point. In this month, revenue might dip to $1,440, occupancy could drop to 33.3%, and ADRs may adjust down to $135.
  • Understanding both the seasonal averages and these monthly peaks and troughs in revenue, occupancy, and ADR is crucial for maximizing your Airbnb profit potential in Windsor.

Seasonal Strategies for Maximizing Profit

  • Peak Season: Maximize revenue through premium pricing and potentially longer minimum stays. Ensure high availability.
  • Low Season: Offer competitive pricing, special promotions (e.g., extended stay discounts), and flexible cancellation policies. Target off-season travelers like remote workers or budget-conscious guests.
  • Shoulder Seasons: Implement dynamic pricing that balances peak and low rates. Target weekend travelers or specific events. Offer slightly more flexible terms than peak season.
  • Regularly analyze your own performance against these Windsor seasonality benchmarks and adjust your pricing and availability strategy accordingly.

Best Areas for Airbnb Investment in Windsor (2025)

Exploring the top neighborhoods for short-term rentals in Windsor? This section highlights key areas, outlining why they are attractive for hosts and guests, along with notable local attractions. Consider these locations based on your target guest profile and investment strategy.

Neighborhood / AreaWhy Host Here? (Target Guests & Appeal)Key Attractions & Landmarks
Downtown Windsor
Vibrant urban area with a mix of culture, dining, and entertainment. Popular among tourists for events and festivals.
Windsor Sculpture Park, The Art Gallery of Windsor, Devonshire Mall, Windsor International Film Festival, Caesars Windsor
Walkerville
Historic neighborhood known for its charming architecture and proximity to downtown. Attracts visitors interested in history and the local brewery scene.
Willistead Manor, Walkerville Brewery, Hiram Walker Distillery, The Wyandotte, St. Mary’s Church
Riverside
Scenic neighborhood along the Detroit River, known for its parks and beautiful views. Ideal for families and outdoor enthusiasts.
Riverside Park, Pumpkin Park, Dieppe Park, The Detroit Riverwalk, The Windsor Riverfront
South Windsor
Residential area with easy access to amenities and attractions. Often sought after by families and longer-term visitors.
Sandwich Brewing Company, Windsor Crossing Premium Outlets, Heritage Park, Adie Knox Herman Community Centre, The Windsor Mosque
East Windsor
Growing area known for its diverse community and proximity to shopping centers. Attractive for budget travelers and families.
The Town Centre Plaza, Devonshire Mall, Little River Corridor, Windsor International Airport, Eastside Mario's
LaSalle
Suburban neighborhood offering a relaxed atmosphere and close-knit community. Suitable for visitors seeking a peaceful retreat outside the city.
Lasalle Civic Centre, Heritage Park, Lakeside Park, The LaSalle Historical Society, Maranatha Park
Tecumseh
Charming small town with a close-knit community feel. Ideal for visitors looking to experience local culture and small-town life.
Lakewood Park, Tecumseh Town Hall, Leslie McCurdy's 'The Spirit of Harriet Tubman', Tecumseh Historical Museum, The Tecumseh Park
Old Walkerville
Quaint and picturesque neighborhood known for its unique shops and eateries. Draws visitors interested in local culture and craftsmanship.
Walkerville Brewery, Willistead Manor, Artisan shops and galleries, Parks and river views, Historic architecture

Understanding Airbnb License Requirements & STR Laws in Windsor (2025)

While Windsor, Capitol Planning Region, United States currently shows low STR regulations, specific Airbnb license requirements might still exist or change. Always verify the latest short term rental regulations and Airbnb license requirements directly with local government authorities for Windsor to ensure full compliance before hosting.

(Source: AirROI data, 2025, based on 8% licensed listings)

Top Performing Airbnb Properties in Windsor (2025)

Benchmark your potential! Explore examples of top-performing Airbnb properties in Windsorbased on Trailing Twelve Month (TTM) revenue. Analyze their characteristics, revenue, occupancy rate, and ADR to understand what drives success in this market.

Home Away From Home

Home Away From Home

Entire Place • 3 bedrooms

$60,904
Revenue
32.6%
Occupancy
$522.39
Daily Rate
Relax By The Water

Relax By The Water

Entire Place • 2 bedrooms

$60,635
Revenue
86.4%
Occupancy
$229.48
Daily Rate
By The River

By The River

Entire Place • 5 bedrooms

$46,920
Revenue
38.9%
Occupancy
$366.25
Daily Rate
Quiet Comfy Getaway 3 BDR home

Quiet Comfy Getaway 3 BDR home

Entire Place • 3 bedrooms

$38,734
Revenue
74.0%
Occupancy
$154.97
Daily Rate
Charming Windsor Home w/ Private Backyard!

Charming Windsor Home w/ Private Backyard!

Entire Place • 3 bedrooms

$33,479
Revenue
74.3%
Occupancy
$163.79
Daily Rate
Rustic Loft Apartment

Rustic Loft Apartment

Entire Place • 2 bedrooms

$29,624
Revenue
77.3%
Occupancy
$101.29
Daily Rate

Note: Performance varies based on location, size, amenities, seasonality, and management quality. Data reflects the past 12 months.

Top Performing Airbnb Hosts in Windsor (2025)

Learn from the best! This table showcases top-performing Airbnb hosts in Windsor based on the number of properties managed and estimated total revenue over the past year. Analyze their scale and performance metrics.

Host NamePropertiesGrossing RevenueStay ReviewsAvg Rating
Events With Elegance1$60,90445.00/5.0
Bryan1$60,635534.98/5.0
Claude2$52,371914.76/5.0
Grand Slam LLC1$46,920395.00/5.0
Drene1$38,734235.00/5.0
Residence Inn Hartford3$33,530134.72/5.0
Evolve1$33,479134.15/5.0
Linda1$29,6241454.85/5.0
Diamond2$22,09684.33/5.0
Janet2$20,2581264.68/5.0

Analyzing the strategies of top hosts, such as their property selection, pricing, and guest communication, can offer valuable lessons for optimizing your own Airbnb operations in Windsor.

Dive Deeper: Advanced Windsor STR Market Data (2025)

Ready to unlock more insights? AirROI provides access to advanced metrics and comprehensive Airbnb data for Windsor. Explore detailed analytics beyond this report to refine your investment strategy, optimize pricing, and maximize your vacation rental profits.

Explore Advanced Metrics

Windsor Short-Term Rental Market Composition (2025): Property & Room Types

Room Type Distribution

Property Type Distribution

Market Composition Insights for Windsor

  • The Windsor Airbnb market composition is heavily skewed towards Entire Home/Apt listings, which make up 79.2% of the 24 active rentals. This indicates strong guest preference for privacy and space.
  • Looking at the property type distribution in Windsor, House properties are the most common (54.2%), reflecting the local real estate landscape.
  • Houses represent a significant 54.2% portion, catering likely to families or larger groups.
  • The presence of 20.8% Hotel/Boutique listings indicates integration with traditional hospitality.
  • Smaller segments like others, outdoor/unique (combined 8.4%) offer potential for unique stay experiences.

Windsor Airbnb Room Capacity Analysis (2025): Bedroom Distribution

Distribution of Listings by Number of Bedrooms

Room Capacity Insights for Windsor

  • The dominant room capacity in Windsor is 2 bedrooms listings, making up 45.8% of the market. This suggests a strong demand for properties suitable for couples or solo travelers.
  • Together, 2 bedrooms and 3 bedrooms properties represent 70.8% of the active Airbnb listings in Windsor, indicating a high concentration in these sizes.
  • A significant 29.2% of listings offer 3+ bedrooms, catering to larger groups and families seeking more space in Windsor.

Windsor Vacation Rental Guest Capacity Trends (2025)

Distribution of Listings by Guest Capacity

Guest Capacity Insights for Windsor

  • The most common guest capacity trend in Windsor vacation rentals is listings accommodating 4 guests (33.3%). This suggests the primary traveler segment is likely small families or groups.
  • Properties designed for 4 guests and 6 guests dominate the Windsor STR market, accounting for 50.0% of listings.
  • 29.2% of properties accommodate 6+ guests, serving the market segment for larger families or group travel in Windsor.
  • On average, properties in Windsor are equipped to host 4.4 guests.

Windsor Airbnb Booking Patterns (2025): Available vs. Booked Days

Available Days Distribution

Booked Days Distribution

Booking Pattern Insights for Windsor

  • The most common availability pattern in Windsor falls within the 271-366 days range, representing 45.8% of listings. This suggests many properties have significant open periods on their calendars.
  • Approximately 75.0% of listings show high availability (181+ days open annually), indicating potential for increased bookings or specific owner usage patterns.
  • For booked days, the 31-90 days range is most frequent in Windsor (33.3%), reflecting common guest stay durations or potential owner blocking patterns.
  • A notable 25.0% of properties secure long booking periods (181+ days booked per year), highlighting successful long-term rental strategies or significant owner usage.

Windsor Airbnb Minimum Stay Requirements Analysis

Distribution of Listings by Minimum Night Requirement

1 Night (21.7%)

1 Night

5 listings

21.7% of total

2 Nights (30.4%)

2 Nights

7 listings

30.4% of total

3 Nights (13%)

3 Nights

3 listings

13% of total

7-29 Nights (4.3%)

7-29 Nights

1 listings

4.3% of total

30+ Nights (30.4%)

30+ Nights

7 listings

30.4% of total

Key Insights

  • The most prevalent minimum stay requirement in Windsor is 2 Nights, adopted by 30.4% of listings. This highlights the market's preference for shorter, flexible bookings.
  • A significant segment (30.4%) caters to monthly stays (30+ nights) in Windsor, pointing to opportunities in the extended-stay market.

Recommendations

  • Align with the market by considering a 2 Nights minimum stay, as 30.4% of Windsor hosts use this setting.
  • If feasible, allowing 1-night stays, especially midweek or during low season, could capture last-minute bookings, as only 21.7% currently do.
  • Explore offering discounts for stays of 30+ nights to attract the 30.4% of the market seeking extended stays.
  • Adjust minimum nights based on seasonality – potentially shorter during low season and longer during peak demand periods in Windsor.

Windsor Airbnb Cancellation Policy Trends Analysis (2025)

Flexible (30.4%)

Flexible

7 listings

30.4% of total

Moderate (43.5%)

Moderate

10 listings

43.5% of total

Firm (13%)

Firm

3 listings

13% of total

Strict (13%)

Strict

3 listings

13% of total

Cancellation Policy Insights for Windsor

  • The prevailing Airbnb cancellation policy trend in Windsor is Moderate, used by 43.5% of listings.
  • The market strongly favors guest-friendly terms, with 73.9% of listings offering Flexible or Moderate policies. This suggests guests in Windsor may expect booking flexibility.

Recommendations for Hosts

  • Consider adopting a Moderate policy to align with the 43.5% market standard in Windsor.
  • Using a Strict policy might deter some guests, as only 13% of listings use it. Evaluate if potential revenue protection outweighs possible lower booking rates.
  • Regularly review your cancellation policy against competitors and market demand shifts in Windsor.

Windsor STR Booking Lead Time Analysis (2025)

Average Booking Lead Time by Month

Booking Lead Time Insights for Windsor

  • The overall average booking lead time for vacation rentals in Windsor is 34 days.
  • Guests book furthest in advance for stays during June (average 66 days), likely coinciding with peak travel demand or local events.
  • The shortest booking windows occur for stays in January (average 20 days), indicating more last-minute travel plans during this time.
  • Seasonally, Summer (48 days avg.) sees the longest lead times, while Winter (27 days avg.) has the shortest, reflecting typical travel planning cycles.

Recommendations for Hosts

  • Use the overall average lead time (34 days) as a baseline for your pricing and availability strategy in Windsor.
  • For June stays, consider implementing length-of-stay discounts or slightly higher rates for bookings made less than 66 days out to capitalize on advance planning.
  • Target marketing efforts for the Summer season well in advance (at least 48 days) to capture early planners.
  • Monitor your own booking lead times against these Windsor averages to identify opportunities for dynamic pricing adjustments.

Popular & Essential Airbnb Amenities in Windsor (2025)

Amenity Prevalence

Amenity Insights for Windsor

  • Essential amenities in Windsor that guests expect include: Smoke alarm, Wifi, Air conditioning, Dishes and silverware, Refrigerator, Heating, Coffee maker, TV. Lacking these (any) could significantly impact bookings.
  • Popular amenities like Carbon monoxide alarm, Fire extinguisher are common but not universal. Offering these can provide a competitive edge.

Recommendations for Hosts

  • Ensure your listing includes all essential amenities for Windsor: Smoke alarm, Wifi, Air conditioning, Dishes and silverware, Refrigerator, Heating, Coffee maker, TV.
  • Prioritize adding missing essentials: Dishes and silverware, Refrigerator, Heating, Coffee maker, TV.
  • Consider adding popular differentiators like Carbon monoxide alarm or Fire extinguisher to increase appeal.
  • Highlight unique or less common amenities you offer (e.g., hot tub, dedicated workspace, EV charger) in your listing description and photos.
  • Regularly check competitor amenities in Windsor to stay competitive.

Windsor Airbnb Guest Demographics & Profile Analysis (2025)

Guest Origin: Domestic vs. International
Top 5 Cities of Origin
Top 5 Countries of Origin
Top 5 Languages Spoken
Guest Age Distribution (Birth Decade)

Guest Profile Summary for Windsor

  • The typical guest profile for Airbnb in Windsor consists of primarily domestic travelers (93%), often arriving from nearby New York, typically belonging to the Post-2000s (Gen Z/Alpha) group (50%), primarily speaking English or Spanish.
  • Domestic travelers account for 93.0% of guests.
  • Key international markets include United States (93%) and United Kingdom (1.1%).
  • Top languages spoken are English (73%) followed by Spanish (15.7%).
  • A significant demographic segment is the Post-2000s (Gen Z/Alpha) group, representing 50% of guests.

Recommendations for Hosts

  • Target domestic marketing efforts towards travelers from New York and Hartford.
  • Tailor amenities and listing descriptions to appeal to the dominant Post-2000s (Gen Z/Alpha) demographic (e.g., highlight fast WiFi, smart home features, local guides).
  • Highlight unique local experiences or amenities relevant to the primary guest profile.
  • Consider seasonal promotions aligned with peak travel times for key origin markets.

Nearby Short-Term Rental Market Comparison

How does the Windsor Airbnb market stack up against its neighbors? Compare key performance metrics like average monthly revenue, ADR, and occupancy rates in surrounding areas to understand the broader regional STR landscape.

MarketActive PropertiesMonthly RevenueDaily RateAvg. Occupancy
North Andover10$5,541$391.6353%
Brookfield12$5,384$540.5250%
Town of East Hampton1,471$5,335$968.7336%
Town/Village of Harrison10$5,205$562.4755%
Town of Southampton1,380$5,091$963.6634%
Town of Pawling16$5,041$387.6653%
Town of Pleasant Valley32$4,915$514.9941%
Middletown407$4,775$545.6744%
Town of Ancram24$4,768$479.8041%
Town of Putnam Valley53$4,761$405.7948%

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