Woodstock Airbnb Market Analysis 2025: Short Term Rental Data & Vacation Rental Statistics in Northeastern Connecticut Planning Region, United States

Source: AirROI
Last updated: 2025-03-31

Is Airbnb profitable in Woodstock in 2025? Explore comprehensive Airbnb analytics for Woodstock, Northeastern Connecticut Planning Region, United States to uncover income potential. This 2025 STR market report for Woodstock, based on AirROI data from April 2024 to March 2025, reveals key trends in the niche market of 17 active listings.

Whether you're considering an Airbnb investment in Woodstock, optimizing your existing vacation rental, or exploring rental arbitrage opportunities, understanding the Woodstock 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 Woodstock Airbnb Performance Metrics Overview

Avg. Daily Rate (ADR)(?)
$347
The average rental revenue earned for an occupied room per day in Woodstock.
Occupancy Rate(?)
42.1%
Moderate demand with booking opportunities.
Median Annual Revenue(?)
$42,380
Typical annual income for an Airbnb listing in Woodstock. Factors like property type, size, and location influence actual earnings.
Revenue Growth YoY(?)
3.6%
Positive growth (3.6%) vs. last year.
Peak Revenue Month(?)
July
The month with the highest average earnings, indicating peak season in Woodstock.
Lowest Revenue Month(?)
January
The month with the lowest average earnings, indicating the low season in Woodstock.
STR Regulation Level(?)
Low
Fewer regulations, offering more operational flexibility.
Active Airbnb Listings(?)
17
Total number of active short-term rentals listed.

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

Understanding the monthly revenue variations for Airbnb listings in Woodstock 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 Woodstock is typically July, while January often presents the lowest earnings, highlighting opportunities for strategic pricing adjustments during shoulder and low seasons. Explore the typical Airbnb income in Woodstock across different performance tiers:

  • Best-in-class properties (Top 10%) achieve $9,511+ monthly, often utilizing dynamic pricing and superior guest experiences.
  • Strong performing properties (Top 25%) earn $5,325 or more, indicating effective management and desirable locations/amenities.
  • Typical properties (Median) generate around $2,802 per month, representing the average market performance.
  • Entry-level properties (Bottom 25%) see earnings around $1,490, often with potential for optimization.

Average Monthly Airbnb Earnings Trend in Woodstock

Woodstock Airbnb Occupancy Rate Trends (2025)

Maximize your bookings by understanding the Woodstock 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 Woodstock:

  • Best-in-class properties (Top 10%) achieve 70%+ occupancy, indicating high desirability and potentially optimized availability.
  • Strong performing properties (Top 25%) maintain 55% or higher occupancy, suggesting good market fit and guest satisfaction.
  • Typical properties (Median) have an occupancy rate around 38%.
  • Entry-level properties (Bottom 25%) average 22% occupancy, potentially facing higher vacancy.

Average Monthly Occupancy Rate Trend in Woodstock

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

Effective short term rental pricing strategy in Woodstock involves understanding monthly ADR fluctuations. The Average Daily Rate (ADR) for Airbnb in Woodstock typically peaks in November and dips lowest during April. 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 $561+ per night, often due to premium features or locations.
  • Strong performing properties (Top 25%) achieve nightly rates of $379 or more.
  • Typical properties (Median) charge around $216 per night.
  • Entry-level properties (Bottom 25%) earn around $135 per night.

Average Daily Rate (ADR) Trend by Month in Woodstock

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Airbnb Seasonality Analysis & Trends in Woodstock (2025)

Peak Season (July, August, September)
  • Revenue averages $6,511 per month
  • Occupancy rates average 62.6%
  • Daily rates average $329
Shoulder Season
  • Revenue averages $3,682 per month
  • Occupancy maintains around 35.5%
  • Daily rates hold near $325
Low Season (January, February, March)
  • Revenue drops to average $2,103 per month
  • Occupancy decreases to average 25.3%
  • Daily rates adjust to average $332

Seasonality Insights for Woodstock

  • The Airbnb seasonality in Woodstock 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 Woodstock's highest earning potential, with monthly revenues capable of climbing to $7,868, occupancy reaching a high of 67.7%, and ADRs peaking at $347.
  • 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 $2,015, occupancy could drop to 21.6%, and ADRs may adjust down to $308.
  • 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 Woodstock.

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 Woodstock seasonality benchmarks and adjust your pricing and availability strategy accordingly.

Best Areas for Airbnb Investment in Woodstock (2025)

Exploring the top neighborhoods for short-term rentals in Woodstock? 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
Woodstock Village
Charming New England village with quaint shops, local cafes, and beautiful scenery. Popular for its close-knit community feel and seasonal events.
Woodstock Historical Society, Roseland Cottage, Woods Stock Art Gallery, Nature Trail at the Pomfret School, Local Farmers Market
Laurel Pond
Scenic area known for its beautiful lake and outdoor activities. Great for nature lovers and families looking for a peaceful retreat.
Laurel Pond, Hiking Trails, Fishing Spots, Picnic Areas, Wildlife Viewing
Mashamoquet Brook State Park
A natural area offering hiking, camping, and wildlife observation. Attracts outdoor enthusiasts looking for an immersive nature experience.
Hiking Trails, Camping Grounds, Picnic Areas, Laurel Hill, Wildlife Watching
Pomfret
Nearby community with rich history and beautiful landscapes. Offers a quieter atmosphere with close proximity to charming local attractions.
Pomfret Historical Society, Local Art Galleries, Pomfret School, Nature Trails, Farmers Markets
Eastford
Rural community that provides a serene setting for relaxation. Popular among visitors looking for tranquility away from city life.
Eastford Town Green, Hiking Trails, Wildlife Resevoir, Local Historic Sites
Putnam
Vibrant town with a growing arts scene and various festivals year-round. Attracts visitors for its cultural events and dining options.
The Bradley Playhouse, Putnam Arts Council, Main Street Shopping District, Local Restaurants, Seasonal Festivals
Killingly
Close-knit community offering historical attractions and local eateries. Good for visitors interested in exploring local culture.
Old Killingly Cemetery, Killingly Historical Society, Local Farms, Natural Parks
Pomfret Center
Scenic area known for its rural character and historical sites. Appeals to guests looking for a rural retreat with local charm.
Pomfret Center Historic District, Nature Trails, Farmers Markets, Local Events

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

While Woodstock, Northeastern Connecticut 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 Woodstock to ensure full compliance before hosting.

(Source: AirROI data, 2025, finding no licensed listings among those analyzed)

Top Performing Airbnb Properties in Woodstock (2025)

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

Waterfront, Pool, Lake,Resort, Fast Wi-Fi,Firepits

Waterfront, Pool, Lake,Resort, Fast Wi-Fi,Firepits

Entire Place • 6 bedrooms

$96,469
Revenue
27.0%
Occupancy
$1658.75
Daily Rate
Lakeside Paradise on 5 Acres— HotTub + Kayaks

Lakeside Paradise on 5 Acres— HotTub + Kayaks

Entire Place • 4 bedrooms

$94,761
Revenue
45.7%
Occupancy
$624.06
Daily Rate
Lakefront Cottage Complete with Kayaks!

Lakefront Cottage Complete with Kayaks!

Entire Place • 5 bedrooms

$85,030
Revenue
49.3%
Occupancy
$364.95
Daily Rate
Mid-Century Modern Lakefront Cabin

Mid-Century Modern Lakefront Cabin

Entire Place • 3 bedrooms

$74,770
Revenue
49.9%
Occupancy
$401.88
Daily Rate
Breathtaking Lake Front Property!

Breathtaking Lake Front Property!

Entire Place • 3 bedrooms

$60,947
Revenue
35.2%
Occupancy
$379.47
Daily Rate
Secluded 2 Acre Lake Front Home!

Secluded 2 Acre Lake Front Home!

Entire Place • 4 bedrooms

$60,597
Revenue
38.2%
Occupancy
$401.99
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 Woodstock (2025)

Learn from the best! This table showcases top-performing Airbnb hosts in Woodstock 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
Heather2$121,5441254.89/5.0
Claire1$96,469684.88/5.0
Jacob1$94,7611594.90/5.0
Lachonta1$85,030464.80/5.0
Erin1$74,770364.97/5.0
Arno1$42,2662334.94/5.0
Nicole1$37,693374.92/5.0
Ashley1$33,031374.84/5.0
Phyllis1$29,1363864.93/5.0
Sandeep1$21,984254.88/5.0

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 Woodstock.

Dive Deeper: Advanced Woodstock STR Market Data (2025)

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

Explore Advanced Metrics

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

Room Type Distribution

Property Type Distribution

Market Composition Insights for Woodstock

  • The Woodstock Airbnb market composition is heavily skewed towards Entire Home/Apt listings, which make up 88.2% of the 17 active rentals. This indicates strong guest preference for privacy and space.
  • Looking at the property type distribution in Woodstock, House properties are the most common (64.7%), reflecting the local real estate landscape.
  • Houses represent a significant 64.7% portion, catering likely to families or larger groups.
  • The presence of 5.9% Hotel/Boutique listings indicates integration with traditional hospitality.

Woodstock Airbnb Room Capacity Analysis (2025): Bedroom Distribution

Distribution of Listings by Number of Bedrooms

Room Capacity Insights for Woodstock

  • The dominant room capacity in Woodstock is 1 bedroom listings, making up 35.3% of the market. This suggests a strong demand for properties suitable for couples or solo travelers.
  • Together, 1 bedroom and 3 bedrooms properties represent 52.9% of the active Airbnb listings in Woodstock, indicating a high concentration in these sizes.
  • A significant 47.0% of listings offer 3+ bedrooms, catering to larger groups and families seeking more space in Woodstock.

Woodstock Vacation Rental Guest Capacity Trends (2025)

Distribution of Listings by Guest Capacity

Guest Capacity Insights for Woodstock

  • The most common guest capacity trend in Woodstock vacation rentals is listings accommodating 8+ guests (29.4%). This suggests the primary traveler segment is likely larger groups.
  • Properties designed for 8+ guests and 4 guests dominate the Woodstock STR market, accounting for 52.9% of listings.
  • 41.2% of properties accommodate 6+ guests, serving the market segment for larger families or group travel in Woodstock.
  • On average, properties in Woodstock are equipped to host 4.9 guests.

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

Available Days Distribution

Booked Days Distribution

Booking Pattern Insights for Woodstock

  • The most common availability pattern in Woodstock falls within the 181-270 days range, representing 52.9% of listings. This suggests many properties have significant open periods on their calendars.
  • Approximately 82.3% of listings show high availability (181+ days open annually), indicating potential for increased bookings or specific owner usage patterns.
  • For booked days, the 91-180 days range is most frequent in Woodstock (52.9%), reflecting common guest stay durations or potential owner blocking patterns.
  • A notable 23.5% of properties secure long booking periods (181+ days booked per year), highlighting successful long-term rental strategies or significant owner usage.

Woodstock Airbnb Minimum Stay Requirements Analysis

Distribution of Listings by Minimum Night Requirement

1 Night (23.5%)

1 Night

4 listings

23.5% of total

2 Nights (52.9%)

2 Nights

9 listings

52.9% of total

3 Nights (11.8%)

3 Nights

2 listings

11.8% of total

4-6 Nights (5.9%)

4-6 Nights

1 listings

5.9% of total

30+ Nights (5.9%)

30+ Nights

1 listings

5.9% of total

Key Insights

  • The most prevalent minimum stay requirement in Woodstock is 2 Nights, adopted by 52.9% of listings. This highlights the market's preference for shorter, flexible bookings.
  • A strong majority (76.4%) of the Woodstock 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 2 Nights minimum stay, as 52.9% of Woodstock hosts use this setting.
  • If feasible, allowing 1-night stays, especially midweek or during low season, could capture last-minute bookings, as only 23.5% currently do.
  • Explore offering discounts for stays of 30+ nights to attract the 5.9% of the market seeking extended stays.
  • Adjust minimum nights based on seasonality – potentially shorter during low season and longer during peak demand periods in Woodstock.

Woodstock Airbnb Cancellation Policy Trends Analysis (2025)

Moderate (52.9%)

Moderate

9 listings

52.9% of total

Firm (17.6%)

Firm

3 listings

17.6% of total

Strict (29.4%)

Strict

5 listings

29.4% of total

Cancellation Policy Insights for Woodstock

  • The prevailing Airbnb cancellation policy trend in Woodstock is Moderate, used by 52.9% of listings.
  • There's a relatively balanced mix between guest-friendly (52.9%) and stricter (47.0%) policies, offering choices for different guest needs.

Recommendations for Hosts

  • Consider adopting a Moderate policy to align with the 52.9% market standard in Woodstock.
  • Regularly review your cancellation policy against competitors and market demand shifts in Woodstock.

Woodstock STR Booking Lead Time Analysis (2025)

Average Booking Lead Time by Month

Booking Lead Time Insights for Woodstock

  • The overall average booking lead time for vacation rentals in Woodstock is 51 days.
  • Guests book furthest in advance for stays during June (average 98 days), likely coinciding with peak travel demand or local events.
  • The shortest booking windows occur for stays in January (average 13 days), indicating more last-minute travel plans during this time.
  • Seasonally, Summer (76 days avg.) sees the longest lead times, while Winter (29 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 Woodstock.
  • For June stays, consider implementing length-of-stay discounts or slightly higher rates for bookings made less than 98 days out to capitalize on advance planning.
  • During January, focus on last-minute booking availability and promotions, as guests book with very short notice (13 days avg.).
  • Target marketing efforts for the Summer season well in advance (at least 76 days) to capture early planners.
  • Monitor your own booking lead times against these Woodstock averages to identify opportunities for dynamic pricing adjustments.

Popular & Essential Airbnb Amenities in Woodstock (2025)

Amenity Prevalence

Amenity Insights for Woodstock

  • Essential amenities in Woodstock that guests expect include: Free parking on premises, Essentials, Wifi, Heating. Lacking these (any) could significantly impact bookings.
  • Popular amenities like Coffee maker, Hangers, TV are common but not universal. Offering these can provide a competitive edge.

Recommendations for Hosts

  • Ensure your listing includes all essential amenities for Woodstock: Free parking on premises, Essentials, Wifi, Heating.
  • Consider adding popular differentiators like Coffee maker or Hangers 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 Woodstock to stay competitive.

Woodstock 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 Woodstock

  • The typical guest profile for Airbnb in Woodstock 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 92.8% of guests.
  • Key international markets include United States (92.8%) and United Kingdom (1.6%).
  • Top languages spoken are English (73.1%) followed by Spanish (7.5%).
  • 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 Boston.
  • 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 Woodstock 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
Town of Stuyvesant10$6,757$533.7441%
Milford11$6,343$500.1059%
Town of East Hampton1,420$6,008$940.0238%
Town of Pawling16$5,956$392.4156%
Town of Southampton1,321$5,900$938.2336%
Brookfield13$5,891$486.6351%
Town/Village of Harrison10$5,764$590.2048%
Middletown384$5,575$548.0046%
Town of Stillwater54$5,325$536.4846%
Town of Putnam Valley50$5,316$394.3048%

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