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

Source: AirROI
Last updated: 2025-11-01

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 November 2024 to October 2025, reveals key trends in the niche market of 21 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)(?)
$336
The average rental revenue earned for an occupied room per day in Windsor.
Occupancy Rate(?)
29.8%
Lower demand, potentially seasonal or market factors at play.
Median Annual Revenue(?)
$18,230
Typical annual income for an Airbnb listing in Windsor. Factors like property type, size, and location influence actual earnings.
Revenue Growth YoY(?)
-2.4%
Slight decrease (-2.4%) vs. last year.
Peak Revenue Month(?)
August
The month with the highest average earnings, indicating peak season in Windsor.
Lowest Revenue Month(?)
April
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(?)
21
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 August, while April 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 $5,967+ monthly, often utilizing dynamic pricing and superior guest experiences.
  • Strong performing properties (Top 25%) earn $3,208 or more, indicating effective management and desirable locations/amenities.
  • Typical properties (Median) generate around $1,356 per month, representing the average market performance.
  • Entry-level properties (Bottom 25%) see earnings around $626, 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, Octobersees the highest demand (peak season occupancy), while April 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 67%+ occupancy, indicating high desirability and potentially optimized availability.
  • Strong performing properties (Top 25%) maintain 45% or higher occupancy, suggesting good market fit and guest satisfaction.
  • Typical properties (Median) have an occupancy rate around 23%.
  • 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 June 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 $359+ per night, often due to premium features or locations.
  • Strong performing properties (Top 25%) achieve nightly rates of $284 or more.
  • Typical properties (Median) charge around $156 per night.
  • Entry-level properties (Bottom 25%) earn around $117 per night.

Average Daily Rate (ADR) Trend by Month in Windsor

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Airbnb Seasonality Analysis & Trends in Windsor (2025)

Peak Season (August, October, March)
  • Revenue averages $3,123 per month
  • Occupancy rates average 36.9%
  • Daily rates average $312
Shoulder Season
  • Revenue averages $2,407 per month
  • Occupancy maintains around 32.0%
  • Daily rates hold near $296
Low Season (April, July, November)
  • Revenue drops to average $1,550 per month
  • Occupancy decreases to average 21.5%
  • Daily rates adjust to average $292

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 $3,530, occupancy reaching a high of 43.9%, and ADRs peaking at $334.
  • 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 $1,088, occupancy could drop to 16.7%, and ADRs may adjust down to $276.
  • 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 43% 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.

Stylish Ascutney Cabin with Mountain Views

Stylish Ascutney Cabin with Mountain Views

Entire Place • 2 bedrooms

$80,642
Revenue
52.5%
Occupancy
$420.73
Daily Rate
Kennedy’s House

Kennedy’s House

Entire Place • 3 bedrooms

$52,697
Revenue
45.1%
Occupancy
$351.86
Daily Rate
Charming Cabin in Central VT

Charming Cabin in Central VT

Entire Place • 3 bedrooms

$44,385
Revenue
40.2%
Occupancy
$308.03
Daily Rate
Stay at the largest Colonial Revival Mansion in US

Stay at the largest Colonial Revival Mansion in US

Private Room • 15 bedrooms

$33,076
Revenue
16.2%
Occupancy
$3244.95
Daily Rate
Quaint Vermont Village Apartment 2

Quaint Vermont Village Apartment 2

Entire Place • 1 bedroom

$24,489
Revenue
69.4%
Occupancy
$120.68
Daily Rate
Charming Brick Cape near Windsor Grasslands area.

Charming Brick Cape near Windsor Grasslands area.

Entire Place • 1 bedroom

$22,908
Revenue
24.1%
Occupancy
$262.26
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
Windsor7$83,1273684.87/5.0
Abhijit1$80,6421144.98/5.0
Alissa5$79,8891764.67/5.0
Malgorzata1$52,697354.97/5.0
Annat1$44,385385.00/5.0
Fiona1$22,9081134.97/5.0
Kathryn1$9,954495.00/5.0
Jaimie1$5,458484.56/5.0
Phyll2$2,167274.89/5.0
Kathy Marie1$1,6001Not Rated

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 Private Room listings, which make up 52.4% of the 21 active rentals. This indicates strong guest preference for privacy and space.
  • Looking at the property type distribution in Windsor, Hotel/Boutique properties are the most common (28.6%), reflecting the local real estate landscape.
  • Houses represent a significant 28.6% portion, catering likely to families or larger groups.
  • The presence of 28.6% Hotel/Boutique listings indicates integration with traditional hospitality.
  • Smaller segments like outdoor/unique (combined 4.8%) 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 1 bedroom listings, making up 33.3% of the market. This suggests a strong demand for properties suitable for couples or solo travelers.
  • Together, 1 bedroom and 3 bedrooms properties represent 47.6% 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 (28.6%). This suggests the primary traveler segment is likely couples or solo travelers.
  • Properties designed for 2 guests and 4 guests dominate the Windsor STR market, accounting for 42.9% of listings.
  • 14.3% 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 2.1 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 71.4% of listings. This suggests many properties have significant open periods on their calendars.
  • Approximately 90.4% 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 (42.9%), reflecting common guest stay durations or potential owner blocking patterns.
  • A notable 9.5% 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 (42.9%)

1 Night

9 listings

42.9% of total

2 Nights (23.8%)

2 Nights

5 listings

23.8% of total

7-29 Nights (23.8%)

7-29 Nights

5 listings

23.8% of total

30+ Nights (9.5%)

30+ Nights

2 listings

9.5% of total

Key Insights

  • The most prevalent minimum stay requirement in Windsor is 1 Night, adopted by 42.9% of listings. This highlights the market's preference for shorter, flexible bookings.
  • A strong majority (66.7%) 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 42.9% of Windsor hosts use this setting.
  • Explore offering discounts for stays of 30+ nights to attract the 9.5% 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 (9.5%)

Flexible

2 listings

9.5% of total

Moderate (23.8%)

Moderate

5 listings

23.8% of total

Firm (38.1%)

Firm

8 listings

38.1% of total

Strict (28.6%)

Strict

6 listings

28.6% of total

Cancellation Policy Insights for Windsor

  • The prevailing Airbnb cancellation policy trend in Windsor is Firm, used by 38.1% of listings.
  • A majority (66.7%) of hosts in Windsor utilize Firm or Strict policies, indicating a market where hosts prioritize booking security.

Recommendations for Hosts

  • Consider adopting a Firm policy to align with the 38.1% market standard in Windsor.
  • 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 51 days.
  • Guests book furthest in advance for stays during August (average 78 days), likely coinciding with peak travel demand or local events.
  • The shortest booking windows occur for stays in January (average 21 days), indicating more last-minute travel plans during this time.
  • Seasonally, Fall (66 days avg.) sees the longest lead times, while Winter (35 days avg.) has the shortest, reflecting typical travel planning cycles.

Recommendations for Hosts

  • Use the overall average lead time (51 days) as a baseline for your pricing and availability strategy in Windsor.
  • For August stays, consider implementing length-of-stay discounts or slightly higher rates for bookings made less than 78 days out to capitalize on advance planning.
  • Target marketing efforts for the Fall season well in advance (at least 66 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: Fire extinguisher, Free parking on premises, Smoke alarm, Wifi. Lacking these (any) could significantly impact bookings.
  • Popular amenities like Heating, Carbon monoxide alarm, Hangers are common but not universal. Offering these can provide a competitive edge.

Recommendations for Hosts

  • Ensure your listing includes all essential amenities for Windsor: Fire extinguisher, Free parking on premises, Smoke alarm, Wifi.
  • Prioritize adding missing essentials: Wifi.
  • Consider adding popular differentiators like Heating or Carbon monoxide alarm 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 (92%), often arriving from nearby Boston, typically belonging to the Post-2000s (Gen Z/Alpha) group (50%), primarily speaking English or French.
  • Domestic travelers account for 91.8% of guests.
  • Key international markets include United States (91.8%) and United Kingdom (2%).
  • Top languages spoken are English (57.8%) followed by French (10.9%).
  • 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 Springs12$7,188$540.4428%
Pomfret15$6,489$521.4242%
Fort Ann34$6,388$812.3737%
Town of Ancram22$5,888$536.8037%
North Andover12$5,779$461.7146%
Wellesley19$5,685$572.1950%
Winchendon12$5,537$388.9445%
Hanover35$5,482$1102.8436%
Goffstown13$5,372$350.4754%
Town of Stillwater54$5,366$588.1941%

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