Town of Chester Airbnb Market Analysis 2025: Short Term Rental Data & Vacation Rental Statistics in New York, United States

Source: AirROI
Last updated: 2025-03-31

Is Airbnb profitable in Town of Chester in 2025? Explore comprehensive Airbnb analytics for Town of Chester, New York, United States to uncover income potential. This 2025 STR market report for Town of Chester, based on AirROI data from April 2024 to March 2025, reveals key trends in the niche market of 121 active listings.

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

Avg. Daily Rate (ADR)(?)
$335
The average rental revenue earned for an occupied room per day in Town of Chester.
Occupancy Rate(?)
36.5%
Moderate demand with booking opportunities.
Median Annual Revenue(?)
$39,616
Typical annual income for an Airbnb listing in Town of Chester. Factors like property type, size, and location influence actual earnings.
Revenue Growth YoY(?)
20.4%
Strong growth (20.4%) vs. last year.
Peak Revenue Month(?)
August
The month with the highest average earnings, indicating peak season in Town of Chester.
Lowest Revenue Month(?)
March
The month with the lowest average earnings, indicating the low season in Town of Chester.
STR Regulation Level(?)
Low
Fewer regulations, offering more operational flexibility.
Active Airbnb Listings(?)
121
Total number of active short-term rentals listed.

Monthly Airbnb Revenue Variations & Income Potential in Town of Chester (2025)

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

  • Best-in-class properties (Top 10%) achieve $9,719+ monthly, often utilizing dynamic pricing and superior guest experiences.
  • Strong performing properties (Top 25%) earn $5,504 or more, indicating effective management and desirable locations/amenities.
  • Typical properties (Median) generate around $2,873 per month, representing the average market performance.
  • Entry-level properties (Bottom 25%) see earnings around $1,422, often with potential for optimization.

Average Monthly Airbnb Earnings Trend in Town of Chester

Town of Chester Airbnb Occupancy Rate Trends (2025)

Maximize your bookings by understanding the Town of Chester STR occupancy trends. Seasonal demand shifts significantly influence how often properties are booked. Typically, Augustsees 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 Town of Chester:

  • Best-in-class properties (Top 10%) achieve 69%+ occupancy, indicating high desirability and potentially optimized availability.
  • Strong performing properties (Top 25%) maintain 52% or higher occupancy, suggesting good market fit and guest satisfaction.
  • Typical properties (Median) have an occupancy rate around 33%.
  • Entry-level properties (Bottom 25%) average 18% occupancy, potentially facing higher vacancy.

Average Monthly Occupancy Rate Trend in Town of Chester

Average Daily Rate (ADR) Airbnb Trends in Town of Chester (2025)

Effective short term rental pricing strategy in Town of Chester involves understanding monthly ADR fluctuations. The Average Daily Rate (ADR) for Airbnb in Town of Chester typically peaks in December 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 $617+ per night, often due to premium features or locations.
  • Strong performing properties (Top 25%) achieve nightly rates of $412 or more.
  • Typical properties (Median) charge around $261 per night.
  • Entry-level properties (Bottom 25%) earn around $177 per night.

Average Daily Rate (ADR) Trend by Month in Town of Chester

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Airbnb Seasonality Analysis & Trends in Town of Chester (2025)

Peak Season (August, July, June)
  • Revenue averages $5,675 per month
  • Occupancy rates average 45.1%
  • Daily rates average $341
Shoulder Season
  • Revenue averages $4,212 per month
  • Occupancy maintains around 33.9%
  • Daily rates hold near $341
Low Season (March, September, November)
  • Revenue drops to average $3,083 per month
  • Occupancy decreases to average 32.8%
  • Daily rates adjust to average $334

Seasonality Insights for Town of Chester

  • The Airbnb seasonality in Town of Chester 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 Town of Chester's highest earning potential, with monthly revenues capable of climbing to $5,990, occupancy reaching a high of 52.2%, and ADRs peaking at $358.
  • 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 $2,742, occupancy could drop to 25.5%, and ADRs may adjust down to $325.
  • 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 Town of Chester.

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 Town of Chester seasonality benchmarks and adjust your pricing and availability strategy accordingly.

Best Areas for Airbnb Investment in Town of Chester (2025)

Exploring the top neighborhoods for short-term rentals in Town of Chester? 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
Lake Newfound
A serene and scenic area popular for vacation rentals, offering beautiful lake views and outdoor activities like boating and fishing. Ideal for families and groups seeking relaxation.
Lake Newfound, Hiking Trails, Fishing Spots, Picnic Areas, Kayaking
Chester Village
The charming village center offers quaint shops, restaurants, and easy access to local attractions. Perfect for visitors wanting a taste of small-town life with modern amenities.
Chester Historical Society, Local Farmers Market, Chester Library, Art Galleries, Community Events
Minnewaska State Park Preserve
Known for its stunning natural beauty and outdoor recreation, this area attracts nature lovers and adventure seekers looking for hikes, waterfalls, and picturesque landscapes.
Hiking Trails, Waterfalls, Scenic Views, Rock Climbing, Wildlife Viewing
Storm King Art Center
An open-air museum featuring large-scale sculptures and installations, attracting art enthusiasts and cultural tourists alike. A unique destination for the creative crowd.
Outdoor Sculptures, Art Exhibits, Nature Trails, Seasonal Events, Guided Tours
Ashokan Reservoir
A beautiful reservoir offering various outdoor activities such as hiking, biking, and fishing. A tranquil spot for visitors looking to enjoy nature.
Hiking Trails, Fishing Areas, Picnic Spots, Bird Watching, Scenic Views
Appalachian Trail
Part of the iconic hiking trail that runs through beautiful landscapes, this area attracts hikers and nature lovers year-round. A great spot for adventure seekers.
Hiking, Camping, Nature Photography, Scenic Views, Wildlife
Kaaterskill Falls
A stunning waterfall and hiking destination that draws many tourists. The scenic beauty makes it a sought-after location for nature-based stays.
Hiking Trails, Breathtaking Waterfalls, Photography Opportunities, Scenic Lookouts, Nature Walks
Sojourner Truth Park
A local park that hosts various community events and activities, making it a great spot for families and visitors wanting to engage with local culture.
Playgrounds, Picnic Areas, Walking Trails, Community Events, Nature Trails

Understanding Airbnb License Requirements & STR Laws in Town of Chester (2025)

While Town of Chester, New York, 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 Town of Chester to ensure full compliance before hosting.

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

Top Performing Airbnb Properties in Town of Chester (2025)

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

Mansion, Heated Pool, HotTub, FirePit, Huge B'yard

Mansion, Heated Pool, HotTub, FirePit, Huge B'yard

Entire Place • 7 bedrooms

$246,747
Revenue
47.8%
Occupancy
$1129.70
Daily Rate
Elegant Home w/7BRs, Game Room, Luxury Yard, Pool

Elegant Home w/7BRs, Game Room, Luxury Yard, Pool

Entire Place • 7 bedrooms

$154,569
Revenue
40.9%
Occupancy
$747.92
Daily Rate
The Sweet Spot: Your Fun-Filled Fall Getaway

The Sweet Spot: Your Fun-Filled Fall Getaway

Entire Place • 5 bedrooms

$136,316
Revenue
53.1%
Occupancy
$576.74
Daily Rate
Schroon Lake Waterfront - Hot Tub - Sleeps 19

Schroon Lake Waterfront - Hot Tub - Sleeps 19

Entire Place • 8 bedrooms

$132,831
Revenue
29.9%
Occupancy
$684.08
Daily Rate
Pine Tree Cove on Friends Lake

Pine Tree Cove on Friends Lake

Entire Place • 4 bedrooms

$126,780
Revenue
37.8%
Occupancy
$899.60
Daily Rate
Private Relaxing Secluded Home with heated Pool.

Private Relaxing Secluded Home with heated Pool.

Entire Place • 4 bedrooms

$117,195
Revenue
34.9%
Occupancy
$596.33
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 Town of Chester (2025)

Learn from the best! This table showcases top-performing Airbnb hosts in Town of Chester 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
Max1$246,7471024.86/5.0
Josh2$162,151364.88/5.0
Cheri4$158,5093734.87/5.0
Evolve3$156,796874.90/5.0
Ricky1$154,569374.78/5.0
Vacasa Upstate New York6$144,1991674.73/5.0
Home Sweet Hudson1$136,316364.61/5.0
Lisa1$126,780644.97/5.0
Israel1$117,195644.64/5.0
Andrew1$115,822345.00/5.0

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 Town of Chester.

Dive Deeper: Advanced Town of Chester STR Market Data (2025)

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

Explore Advanced Metrics

Town of Chester Short-Term Rental Market Composition (2025): Property & Room Types

Room Type Distribution

Property Type Distribution

Market Composition Insights for Town of Chester

  • The Town of Chester Airbnb market composition is heavily skewed towards Entire Home/Apt listings, which make up 89.3% of the 121 active rentals. This indicates strong guest preference for privacy and space.
  • Looking at the property type distribution in Town of Chester, House properties are the most common (68.6%), reflecting the local real estate landscape.
  • Houses represent a significant 68.6% portion, catering likely to families or larger groups.
  • Smaller segments like others, unique stays, hotel/boutique (combined 6.6%) offer potential for unique stay experiences.

Town of Chester Airbnb Room Capacity Analysis (2025): Bedroom Distribution

Distribution of Listings by Number of Bedrooms

Room Capacity Insights for Town of Chester

  • The dominant room capacity in Town of Chester is 3 bedrooms listings, making up 27.3% of the market. This suggests a strong demand for properties suitable for families or small groups.
  • Together, 3 bedrooms and 2 bedrooms properties represent 48.0% of the active Airbnb listings in Town of Chester, indicating a high concentration in these sizes.
  • A significant 63.7% of listings offer 3+ bedrooms, catering to larger groups and families seeking more space in Town of Chester.

Town of Chester Vacation Rental Guest Capacity Trends (2025)

Distribution of Listings by Guest Capacity

Guest Capacity Insights for Town of Chester

  • The most common guest capacity trend in Town of Chester vacation rentals is listings accommodating 8+ guests (47.1%). This suggests the primary traveler segment is likely larger groups.
  • Properties designed for 8+ guests and 6 guests dominate the Town of Chester STR market, accounting for 64.5% of listings.
  • 71.1% of properties accommodate 6+ guests, serving the market segment for larger families or group travel in Town of Chester.
  • On average, properties in Town of Chester are equipped to host 6.1 guests.

Town of Chester Airbnb Booking Patterns (2025): Available vs. Booked Days

Available Days Distribution

Booked Days Distribution

Booking Pattern Insights for Town of Chester

  • The most common availability pattern in Town of Chester falls within the 271-366 days range, representing 43.8% of listings. This suggests many properties have significant open periods on their calendars.
  • Approximately 75.2% 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 Town of Chester (33.1%), reflecting common guest stay durations or potential owner blocking patterns.
  • A notable 27.3% of properties secure long booking periods (181+ days booked per year), highlighting successful long-term rental strategies or significant owner usage.

Town of Chester Airbnb Minimum Stay Requirements Analysis

Distribution of Listings by Minimum Night Requirement

1 Night (19.8%)

1 Night

23 listings

19.8% of total

2 Nights (50.9%)

2 Nights

59 listings

50.9% of total

3 Nights (9.5%)

3 Nights

11 listings

9.5% of total

4-6 Nights (3.4%)

4-6 Nights

4 listings

3.4% of total

7-29 Nights (1.7%)

7-29 Nights

2 listings

1.7% of total

30+ Nights (14.7%)

30+ Nights

17 listings

14.7% of total

Key Insights

  • The most prevalent minimum stay requirement in Town of Chester is 2 Nights, adopted by 50.9% of listings. This highlights the market's preference for shorter, flexible bookings.
  • A strong majority (70.7%) of the Town of Chester Airbnb data shows acceptance of very short stays (1-2 nights), indicating a dynamic, high-turnover market.
  • A significant segment (14.7%) caters to monthly stays (30+ nights) in Town of Chester, pointing to opportunities in the extended-stay market.

Recommendations

  • Align with the market by considering a 2 Nights minimum stay, as 50.9% of Town of Chester hosts use this setting.
  • If feasible, allowing 1-night stays, especially midweek or during low season, could capture last-minute bookings, as only 19.8% currently do.
  • A 2-night minimum appears standard (50.9%). Consider this for weekends or peak periods.
  • Explore offering discounts for stays of 30+ nights to attract the 14.7% of the market seeking extended stays.
  • Adjust minimum nights based on seasonality – potentially shorter during low season and longer during peak demand periods in Town of Chester.

Town of Chester Airbnb Cancellation Policy Trends Analysis (2025)

Super Strict 30 Days (6.1%)

Super Strict 30 Days

7 listings

6.1% of total

Flexible (15.8%)

Flexible

18 listings

15.8% of total

Moderate (27.2%)

Moderate

31 listings

27.2% of total

Firm (26.3%)

Firm

30 listings

26.3% of total

Strict (24.6%)

Strict

28 listings

24.6% of total

Cancellation Policy Insights for Town of Chester

  • The prevailing Airbnb cancellation policy trend in Town of Chester is Moderate, used by 27.2% of listings.
  • A majority (50.9%) of hosts in Town of Chester utilize Firm or Strict policies, indicating a market where hosts prioritize booking security.

Recommendations for Hosts

  • Consider adopting a Moderate policy to align with the 27.2% market standard in Town of Chester.
  • Regularly review your cancellation policy against competitors and market demand shifts in Town of Chester.

Town of Chester STR Booking Lead Time Analysis (2025)

Average Booking Lead Time by Month

Booking Lead Time Insights for Town of Chester

  • The overall average booking lead time for vacation rentals in Town of Chester is 52 days.
  • Guests book furthest in advance for stays during July (average 100 days), likely coinciding with peak travel demand or local events.
  • The shortest booking windows occur for stays in March (average 34 days), indicating more last-minute travel plans during this time.
  • Seasonally, Summer (86 days avg.) sees the longest lead times, while Winter (47 days avg.) has the shortest, reflecting typical travel planning cycles.

Recommendations for Hosts

  • Use the overall average lead time (52 days) as a baseline for your pricing and availability strategy in Town of Chester.
  • For July stays, consider implementing length-of-stay discounts or slightly higher rates for bookings made less than 100 days out to capitalize on advance planning.
  • Target marketing efforts for the Summer season well in advance (at least 86 days) to capture early planners.
  • Monitor your own booking lead times against these Town of Chester averages to identify opportunities for dynamic pricing adjustments.

Popular & Essential Airbnb Amenities in Town of Chester (2025)

Amenity Prevalence

Amenity Insights for Town of Chester

  • Essential amenities in Town of Chester that guests expect include: Wifi, Free parking on premises, Carbon monoxide alarm, Smoke alarm, Heating, Coffee maker. Lacking these (any) could significantly impact bookings.
  • Popular amenities like Kitchen, Hot water, 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 Town of Chester: Wifi, Free parking on premises, Carbon monoxide alarm, Smoke alarm, Heating, Coffee maker.
  • Prioritize adding missing essentials: Wifi, Free parking on premises, Carbon monoxide alarm, Smoke alarm, Heating, Coffee maker.
  • Consider adding popular differentiators like Kitchen or Hot water 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 Town of Chester to stay competitive.

Town of Chester 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 Town of Chester

  • The typical guest profile for Airbnb in Town of Chester consists of primarily domestic travelers (95%), 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 94.5% of guests.
  • Key international markets include United States (94.5%) and Canada (1.7%).
  • Top languages spoken are English (65.8%) followed by Spanish (12.2%).
  • 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 Albany.
  • 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 Town of Chester 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%
Pomfret13$6,142$449.7949%
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%
Town of Niskayuna10$5,158$509.2245%
Jewett54$5,073$474.6435%

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