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

Source: AirROI
Last updated: 2025-03-31

Is Airbnb profitable in Windsor in 2025? Explore comprehensive Airbnb analytics for Windsor, Vermont, United States to uncover income potential. This 2025 STR market report for Windsor, based on AirROI data from April 2024 to March 2025, reveals key trends in the niche market of 20 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. Navigating the high regulation landscape 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)(?)
$188
The average rental revenue earned for an occupied room per day in Windsor.
Occupancy Rate(?)
34.0%
Moderate demand with booking opportunities.
Median Annual Revenue(?)
$18,480
Typical annual income for an Airbnb listing in Windsor. Factors like property type, size, and location influence actual earnings.
Revenue Growth YoY(?)
-20.6%
Significant decrease (-20.6%) vs. last year.
Peak Revenue Month(?)
July
The month with the highest average earnings, indicating peak season in Windsor.
Lowest Revenue Month(?)
November
The month with the lowest average earnings, indicating the low season in Windsor.
STR Regulation Level(?)
High
Strict regulations. Compliance is crucial (licensing, taxes, stay limits may apply).
Active Airbnb Listings(?)
20
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 November 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 $6,312+ monthly, often utilizing dynamic pricing and superior guest experiences.
  • Strong performing properties (Top 25%) earn $3,435 or more, indicating effective management and desirable locations/amenities.
  • Typical properties (Median) generate around $1,319 per month, representing the average market performance.
  • Entry-level properties (Bottom 25%) see earnings around $573, 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 May 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 73%+ occupancy, indicating high desirability and potentially optimized availability.
  • Strong performing properties (Top 25%) maintain 44% or higher occupancy, suggesting good market fit and guest satisfaction.
  • Typical properties (Median) have an occupancy rate around 21%.
  • Entry-level properties (Bottom 25%) average 12% 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 October and dips lowest during January. 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 $298+ per night, often due to premium features or locations.
  • Strong performing properties (Top 25%) achieve nightly rates of $239 or more.
  • Typical properties (Median) charge around $143 per night.
  • Entry-level properties (Bottom 25%) earn around $110 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, October)
  • Revenue averages $3,143 per month
  • Occupancy rates average 32.6%
  • Daily rates average $253
Shoulder Season
  • Revenue averages $2,252 per month
  • Occupancy maintains around 30.2%
  • Daily rates hold near $225
Low Season (January, February, November)
  • Revenue drops to average $1,874 per month
  • Occupancy decreases to average 28.9%
  • Daily rates adjust to average $185

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 $3,532, occupancy reaching a high of 37.8%, and ADRs peaking at $260.
  • 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 $1,598, occupancy could drop to 24.7%, and ADRs may adjust down to $183.
  • 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
The historic heart of Windsor, with charming architecture and convenient access to local shops and dining. A popular destination for visitors looking to experience the local culture and community events.
Windsor Village Historic District, Harpoon Brewery, Windsor Art Museum, the Connecticut River, local restaurants and cafes
Lake Runnemede
A serene area perfect for nature lovers and those looking to enjoy outdoor activities. Ideal for family gatherings and summer vacations near the water.
Lake Runnemede, Kayaking and canoeing, Picnic areas, Fishing spots, Scenic walking trails
Windsor State Forest
An expansive natural area that offers hiking, biking, and a chance to experience the great outdoors of Vermont. Attracts nature enthusiasts and outdoor adventurers.
Numerous hiking trails, Camping sites, Wildlife viewing areas, Scenic viewpoints, Picnic spots
Cedar Creek
A tranquil, residential area with close access to recreational opportunities. It’s a favorite for families and those seeking a peaceful retreat.
Cedar Creek Park, Walking trails, Fishing spots, Family-friendly parks, Local markets
Windsor Lake
A beautiful spot for vacation rentals, appealing to guests seeking relaxation and recreation by the water. Popular for summer getaways.
Windsor Lake Beach, Swimming and sunbathing, Boating and fishing, Scenic views, Picnic areas
Vermont Welcome Center
A well-known location for tourists arriving in Vermont, offering convenience and accessibility to various travel information and local attractions.
Visitor information services, Local artisan crafts, Access to nearby attractions, Scenic views, Community events
Windsor Historical Society
Rich in history and culture, this area attracts visitors interested in the local heritage and events hosted by the society. Ideal for cultural tourism.
Historical exhibits, Cultural events, Guided tours, Local history archives, Community activities
Mount Ascutney State Park
A prime location for outdoor enthusiasts, featuring hiking, mountain biking, and stunning views. Perfect for an active vacation experience.
Hiking trails, Scenic overlooks, Camping facilities, Biking paths, Wildlife viewing

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

Yes, Windsor, Vermont, United States enforces high STR regulations. Obtaining a license and ensuring compliance is almost certainly required according to current 2025 STR laws. 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 45% 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.

Modern Ascutney mountain cabin with views

Modern Ascutney mountain cabin with views

Entire Place • 2 bedrooms

$80,337
Revenue
52.3%
Occupancy
$386.82
Daily Rate
Kennedy’s House

Kennedy’s House

Entire Place • 3 bedrooms

$69,953
Revenue
62.8%
Occupancy
$266.67
Daily Rate
Charming Cabin in Central VT

Charming Cabin in Central VT

Entire Place • 3 bedrooms

$36,179
Revenue
40.6%
Occupancy
$240.72
Daily Rate
Quaint Vermont Village Apartment 4

Quaint Vermont Village Apartment 4

Entire Place • 1 bedroom

$30,167
Revenue
69.1%
Occupancy
$117.97
Daily Rate
Charming Brick Cape near Windsor Grasslands area.

Charming Brick Cape near Windsor Grasslands area.

Entire Place • 1 bedroom

$22,890
Revenue
23.3%
Occupancy
$269.00
Daily Rate
Wonderful house on 24 private acres

Wonderful house on 24 private acres

Entire Place • 3 bedrooms

$18,901
Revenue
41.3%
Occupancy
$297.57
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
Abhijit1$80,337734.99/5.0
Malgorzata1$69,953245.00/5.0
Windsor6$66,4683414.86/5.0
Alissa5$60,7201644.69/5.0
Annat1$36,179365.00/5.0
Fiona1$22,8901104.97/5.0
Laramie & Wendi1$18,901544.71/5.0
Host #87757931$6,023195.00/5.0
Jaimie1$5,191424.55/5.0
Phyll2$2,947254.89/5.0

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 55% of the 20 active rentals. This indicates strong guest preference for privacy and space.
  • However, a notable 45% share for Private Rooms suggests opportunities for budget-conscious travelers or hosts renting out spare rooms.
  • Looking at the property type distribution in Windsor, House properties are the most common (30%), reflecting the local real estate landscape.
  • Houses represent a significant 30% portion, catering likely to families or larger groups.
  • The presence of 25% Hotel/Boutique listings indicates integration with traditional hospitality.

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 1 bedroom listings, making up 40% of the market. This suggests a strong demand for properties suitable for couples or solo travelers.
  • Together, 1 bedroom and 3 bedrooms properties represent 60.0% of the active Airbnb listings in Windsor, indicating a high concentration in these sizes.

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 2 guests (35%). This suggests the primary traveler segment is likely couples or solo travelers.
  • Properties designed for 2 guests and 7 guests dominate the Windsor STR market, accounting for 45.0% of listings.
  • 20.0% 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 2.5 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 70% of listings. This suggests many properties have significant open periods on their calendars.
  • Approximately 85.0% 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 (50%), reflecting common guest stay durations or potential owner blocking patterns.
  • A notable 15.0% 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 (42.1%)

1 Night

8 listings

42.1% of total

2 Nights (26.3%)

2 Nights

5 listings

26.3% of total

3 Nights (5.3%)

3 Nights

1 listings

5.3% of total

7-29 Nights (26.3%)

7-29 Nights

5 listings

26.3% of total

Key Insights

  • The most prevalent minimum stay requirement in Windsor is 1 Night, adopted by 42.1% of listings. This highlights the market's preference for shorter, flexible bookings.
  • A strong majority (68.4%) of the Windsor Airbnb data shows acceptance of very short stays (1-2 nights), indicating a dynamic, high-turnover market.

Recommendations

  • Align with the market by considering a 1 Night minimum stay, as 42.1% of Windsor hosts use this setting.
  • 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 (15%)

Flexible

3 listings

15% of total

Moderate (35%)

Moderate

7 listings

35% of total

Firm (10%)

Firm

2 listings

10% of total

Strict (40%)

Strict

8 listings

40% of total

Cancellation Policy Insights for Windsor

  • The prevailing Airbnb cancellation policy trend in Windsor is Strict, used by 40% of listings.
  • There's a relatively balanced mix between guest-friendly (50.0%) and stricter (50.0%) policies, offering choices for different guest needs.

Recommendations for Hosts

  • Consider adopting a Strict policy to align with the 40% market standard in Windsor.
  • With 40% using Strict terms, this is a viable option in Windsor, particularly for high-value properties or during peak demand periods.
  • 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 63 days.
  • Guests book furthest in advance for stays during November (average 94 days), likely coinciding with peak travel demand or local events.
  • The shortest booking windows occur for stays in February (average 26 days), indicating more last-minute travel plans during this time.
  • Seasonally, Fall (82 days avg.) sees the longest lead times, while Winter (43 days avg.) has the shortest, reflecting typical travel planning cycles.

Recommendations for Hosts

  • Use the overall average lead time (63 days) as a baseline for your pricing and availability strategy in Windsor.
  • For November stays, consider implementing length-of-stay discounts or slightly higher rates for bookings made less than 94 days out to capitalize on advance planning.
  • Target marketing efforts for the Fall season well in advance (at least 82 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: Free parking on premises, Smoke alarm, Heating, Fire extinguisher, Wifi. Lacking these (any) could significantly impact bookings.
  • Popular amenities like Hangers, Essentials, Iron are common but not universal. Offering these can provide a competitive edge.

Recommendations for Hosts

  • Ensure your listing includes all essential amenities for Windsor: Free parking on premises, Smoke alarm, Heating, Fire extinguisher, Wifi.
  • Prioritize adding missing essentials: Smoke alarm, Heating, Fire extinguisher, Wifi.
  • Consider adding popular differentiators like Hangers or Essentials 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 (96%), often arriving from nearby Boston, typically belonging to the Post-2000s (Gen Z/Alpha) group (50%), primarily speaking English or Spanish.
  • Domestic travelers account for 95.9% of guests.
  • Key international markets include United States (95.9%) and Canada (1%).
  • Top languages spoken are English (67.9%) followed by Spanish (11.3%).
  • 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 Boston and New York.
  • 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
Middletown Springs11$8,614$550.2436%
Town of Stuyvesant10$6,757$533.7441%
Milford11$6,343$500.1059%
Pomfret13$6,142$449.7949%
Jefferson28$5,920$432.8350%
Fort Ann27$5,803$761.4438%
Stony Creek11$5,749$484.5143%
Hanover28$5,449$863.4939%
Town of Stillwater54$5,325$536.4846%
Craryville21$5,255$522.5338%

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