Windsor, VT Airbnb Market Data, Statistics, and Occupancy Rates

Windsor Short-Term Rental Market Overview

Windsor, VT earns an ROI score of 83 out of 100, placing it in standout-opportunity territory for short-term rental investors. With just 23 active Airbnb listings and an average annual revenue of $45,968 against average home values of $402,925, the revenue-to-price ratio sits above average for the state. The market's ADR of $275 comes in well below Vermont's $452 state average, yet the small supply base and strong winter-season demand create a compelling entry point for investors seeking exposure to New England's outdoor recreation and seasonal tourism corridors.

Key Market Statistics

According to Rabbu market data, the Windsor short-term rental market shows:

Data sources: Rabbu proprietary analytics as of Apr, 27 2026 and Zillow Home Value Index (ZHVI) as of Apr, 27 2026.

Why Investors Consider Windsor

Windsor's combination of a favorable revenue-to-price ratio, constrained supply of just 23 listings, and dual-season demand driven by winter skiing and summer recreation makes it an appealing market for STR investors seeking above-average returns in a small Vermont town.

Expert Market Assessment

"Windsor represents a strong opportunity for investors comfortable with seasonal revenue swings. The market's 83/100 ROI score reflects an above-average revenue-to-price ratio and a favorable supply/demand balance, though occupancy stability is average at 38% — well below Vermont's 51% state figure. Seasonality is the defining characteristic here: February pulls in nearly $7,000 in average revenue while April bottoms out at roughly $1,367, so investors need to budget for lean spring months. Properties with three bedrooms stand out as the clear performers, commanding 50% occupancy and $187 RevPAN, making larger units the sweet spot for maximizing returns in this small but promising market."

— Rabbu Market Analysis Team

Key Airbnb Metrics & Trends in Windsor

Average revenue by month in Windsor

Windsor displays a strongly seasonal revenue pattern, with February leading at $6,992 and April trailing at just $1,367 — a nearly 5x spread. Winter months (December through February) are the clear revenue drivers, while a smaller summer bump in July–August adds a secondary earning window, making year-round cash flow planning essential for investors.

Active Airbnb listings by property size in Windsor

One-bedroom units dominate Windsor's supply with 9 of the 23 active listings, while 2-bedroom and 3-bedroom properties each account for just 5. The relatively thin inventory of larger properties, combined with their stronger revenue performance, may signal an opportunity for investors willing to acquire multi-bedroom homes.

Average daily rate (ADR) by property size in Windsor

ADR scales meaningfully with size in Windsor: 1-bedroom listings average $170, 2-bedrooms command $295, and 3-bedrooms reach $374 per night. The jump from 1 to 2 bedrooms — a $125 increase — is particularly notable and suggests that even a modest step up in property size can unlock substantially higher nightly rates.

Average RevPAN by property size in Windsor

Three-bedroom properties deliver the strongest RevPAN at $187, nearly triple the $64 earned by 1-bedroom units, with 2-bedrooms sitting at $114. This gap highlights that larger homes not only charge more per night but also convert that pricing advantage into meaningfully higher revenue per available night after accounting for occupancy.

Average occupancy rates by property size in Windsor

Occupancy is fairly uniform for 1-bedroom (38%) and 2-bedroom (39%) properties, but 3-bedroom listings pull ahead at 50% — the only size segment approaching the Vermont state average. For investors focused on cash-flow consistency, the larger units offer a clear advantage in keeping nights booked.

Average monthly revenue by property size in Windsor

Two-bedroom units edge out 3-bedrooms for the highest average monthly revenue at $5,250 versus $5,079, while 1-bedroom properties trail at $3,062. The close performance between 2- and 3-bedroom listings suggests that both configurations are viable, though the lower acquisition cost of a 2-bedroom could yield a better return on investment.

Average annual revenue by property size in Windsor

On an annual basis, 2-bedroom properties lead with $63,005 in average revenue, closely followed by 3-bedrooms at $60,951, while 1-bedroom units generate $36,753. Given Windsor's average home value of $402,925, 2-bedroom properties appear to offer the strongest return potential when balancing revenue against likely acquisition costs.

Most common amenities for Airbnb listings in Windsor

Parking is a universal amenity in Windsor at 100% prevalence, reflecting the car-dependent nature of this rural Vermont market. Kitchens (83%), laundry facilities (61–65%), and outdoor spaces like backyards (57%) and patios (48%) round out guest expectations — investors should treat these as baseline requirements, while pet-friendly policies (48%) could serve as a meaningful differentiator.

Understanding Windsor's ROI Score: 83/100

Rabbu's ROI Score is a proprietary metric that evaluates short-term rental investment potential based on multiple factors.

How the ROI Score is Calculated

What This Means for Investors

Windsor's ROI score of 83 out of 100 places it in the "Standout Opportunity" band, driven primarily by an above-average revenue-to-price ratio and a favorable supply/demand balance that reflects the market's limited inventory of just 23 listings. Occupancy stability and market growth trend both score at average levels, meaning the market's strength lies more in pricing power and scarcity than in year-round booking consistency. Investors should pair these metrics with local regulatory research and a seasonal cash-flow model to ensure the opportunity aligns with their return targets.

Short-Term Rental Regulations in Windsor

Understanding local STR regulations is essential before investing in Windsor. Here's the current regulatory landscape:

Permit Requirements

Windsor, Vermont may require short-term rental operators to register or obtain a permit before listing a property. Investors should verify current requirements directly with the Town of Windsor and the Vermont Department of Taxes, as local STR regulations in Vermont towns can vary and may have been updated recently.

Key Restrictions

Common restrictions that may apply to short-term rentals in Vermont communities include occupancy limits, minimum-stay requirements, noise and parking regulations, and fire-safety or building-code compliance. HOA covenants can also restrict or prohibit STR use in certain neighborhoods, so reviewing any applicable deed restrictions before purchasing is essential.

Tax Obligations

Vermont imposes a 9% rooms and meals tax on short-term rental stays, and hosts should confirm whether any additional local taxes apply in Windsor. Platforms like Airbnb typically collect and remit state-level taxes on behalf of hosts, but operators are responsible for ensuring full compliance with all applicable tax obligations.

Regulations subject to change. Always verify with local authorities before purchasing. A Rabbu partner agent specializing in Windsor can provide current regulatory guidance.

Future Outlook & Long-Term Forecast

"Over the next 12–18 months, Windsor's STR market is expected to maintain its pronounced winter peak, with February likely remaining the top-earning month at roughly $6,900–$7,100 in average revenue. Summer months should see modest improvement as outdoor recreation continues to draw visitors, potentially pushing occupancy rates from the current 38% toward 40–42% during July and August. ADR growth of 2–4% is a reasonable estimate given the limited supply and above-average supply/demand balance, though the spring shoulder season will likely remain soft. Investors should plan for significant revenue swings between peak and off-peak periods when modeling cash flow."

— Rabbu Market Analysis Team

Frequently asked questions about Airbnb in Windsor, VT

What is the average Airbnb occupancy rate in Windsor?

The average occupancy rate for Airbnb listings in Windsor, VT is currently 38%, which is below the Vermont state average of 51%. Occupancy varies by property size — 3-bedroom properties lead at 50%, while 1-bedroom and 2-bedroom units hover around 38–39%. The lower overall average reflects Windsor's seasonal nature, with winter months driving the bulk of bookings and spring seeing significantly less demand.

How much do Airbnb hosts make in Windsor?

Airbnb hosts in Windsor earn an average of $3,830 per month and approximately $45,968 per year based on trailing 12-month booking data. Revenue varies considerably by property size: 2-bedroom listings average $63,005 annually and 3-bedroom units bring in around $60,951, while 1-bedroom properties earn about $36,753. Monthly earnings also fluctuate heavily with seasonality, ranging from roughly $1,367 in April to nearly $6,992 in February.

Is Windsor a good market for Airbnb investment?

Windsor scores 83 out of 100 on Rabbu's ROI Score, placing it in the "Standout Opportunity" category. The market benefits from an above-average revenue-to-price ratio, with average home values around $402,925 and annual STR revenue near $46,000. The limited supply of just 23 active listings and a favorable supply/demand balance add to the appeal, though investors should be prepared for pronounced seasonal revenue swings and below-state-average occupancy during shoulder months.

What is the average daily rate (ADR) for Airbnb in Windsor?

The average daily rate in Windsor is $275, which is notably lower than the Vermont state average of $452. ADR scales with property size: 1-bedroom units average $170 per night, 2-bedroom properties command $295, and 3-bedroom listings reach $374. While the ADR is below the state benchmark, the lower entry cost for homes in Windsor means the revenue-to-price ratio remains above average.

Are short-term rentals legal in Windsor?

Short-term rentals are generally permitted in Windsor, VT, though operators may need to register or obtain a local permit. Vermont requires STR hosts to collect and remit the state's 9% rooms and meals tax. Regulations can evolve, so prospective investors should check with the Town of Windsor and the Vermont Department of Taxes for the most current rules before listing a property.

When is peak season for Airbnb in Windsor?

Peak season in Windsor aligns with the winter months. February is the top-earning month with average revenue of $6,992, followed by January at $5,589 and December at $5,278. A secondary peak occurs in late summer, with August averaging $4,540. The slowest period runs from April through June, when average monthly revenue drops to between $1,367 and $2,531.

How many Airbnbs are there in Windsor?

There are currently 23 active Airbnb listings in Windsor, VT. The supply is dominated by 1-bedroom properties (9 listings), with 2-bedroom and 3-bedroom listings each accounting for 5 units. This small inventory means less competition for hosts, and the above-average supply/demand balance suggests there may be room for additional well-positioned listings without oversaturating the market.

How is Airbnb revenue calculated in Windsor?

The annual and monthly revenue figures for Windsor are derived from the trailing 12 months of historical booking performance for active comparable Airbnb listings in the market — they are not forward-looking projections. We average each comparable listing's actual revenue per available night (RevPAN) by month over the past year, remove regional outliers, and roll the remainder up to a market-level historical average. This approach anchors the figures to what hosts have actually earned recently while naturally reflecting seasonal peaks and slower months, since each month uses its own historical performance window. Individual results can vary based on property quality, pricing strategy, and operational management.

About Rabbu Market Data

Rabbu provides Airbnb and short-term rental market data and statistics across the United States. Our mission is to empower investors with accurate insights and easy-to-use tools, so they can confidently identify and act on the best opportunities in the Airbnb market.

What this data includes

• Regularly updated active Airbnb and STR listing counts for Windsor, VT and surrounding areas
• Average daily rate, occupancy rate, and RevPAN trends by property size and month
• Annual and monthly revenue estimates based on trailing 12-month booking performance of comparable listings
• Home value benchmarks sourced from the Zillow Home Value Index (ZHVI)
• Amenity prevalence data across active listings to help investors benchmark guest expectations

Sources and disclaimers

Rabbu proprietary analytics as of Apr, 27 2026 and Zillow Home Value Index (ZHVI) as of Apr, 27 2026. Revenue projections are estimates based on comparable properties and do not guarantee future performance. Data reflects trailing 12-month historical averages and may not capture very recent market shifts. Local regulations, permit requirements, and tax obligations are subject to change — always verify with municipal authorities before investing.