Airbnb Market Analytics, Statistics and Data in Town of Chester, New York, United States

Last updated: 2025-01-31

Looking to make more money with hosting or rental arbitraging Airbnbs, short-term rentals, vacation rentals in Town of Chester? AirROI have just the data insights! Over the last twelve months from February 2024 to January 2025, we've uncovered key trends and opportunities that successful hosts are leveraging in Town of Chester:

Average Daily Rate
$336
Occupancy Rate
36.42%
Annual Revenue
$42,974
Revenue Growth YoY
27.52%
Best Month
August
Worst Month
January
Regulation
Low
Active Listings
123

How much do Airbnb hosts make on average per month in Town of Chester?

The short-term rental market in Town of Chester shows distinct revenue patterns across different property tiers. Our analysis reveals that successful properties combine strategic pricing with quality management to maximize earnings potential. Market data demonstrates clear revenue differentiation among properties:

  • Typical properties (median) earn $2,840 per month
  • Strong performing properties (top 25%) make $5,678 or more
  • Best-in-class properties (top 10%) achieve $11,210+ monthly
  • Entry-level properties (bottom 25%) typically earn around $1,417

Revenue Variations by Month

Occupancy Rates Throughout the Year in Town of Chester

The market in Town of Chester shows distinct occupancy patterns influenced by seasonal trends and local dynamics. Properties that maintain high guest satisfaction scores and implement strategic pricing consistently achieve stronger occupancy rates. Current market data shows:

  • Typical properties (median) maintain 32% occupancy rates
  • Strong performing properties (top 25%) achieve 51% or higher
  • Best-in-class properties (top 10%) reach 68%+occupancy
  • Entry-level properties (bottom 25%) average around 18%

Occupancy Variations by Month

Average Daily Rates Seasonal Trends in Town of Chester

Daily rates in Town of Chester vary based on seasonality, property quality, and market dynamics. Properties that effectively balance competitive pricing with strong amenities typically command higher rates. Market analysis shows the following rate structure:

  • Typical properties (median) generate $259 per night
  • Strong performing properties (top 25%) secure $410 or more
  • Best-in-class properties (top 10%) pull in $602+ per night
  • Entry-level properties (bottom 25%) earn around $174

Daily Rate Variations by Month

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Seasonality patterns in Town of Chester

Peak Season (August, July, October)
  • Revenue peaks at $6283.60 per month
  • Occupancy rates reach 52.23%
  • Daily rates average $351.22
Shoulder Season
  • Revenue averages $4856.53 per month
  • Occupancy maintains 35.83%
  • Daily rates hold at $337.19
Low Season (November, September, January)
  • Revenue drops to $3670.92 per month
  • Occupancy decreases to 25.56%
  • Daily rates adjust to $317.97

Is it still profitable to do Airbnb in Town of Chester in 2025?

Yes! Town of Chester demonstrates moderate seasonality with good off-peak opportunities, featuring a growing occupancy rate of 36% and strong monthly revenue averaging $4857 and The market's 123 active listings indicate growing demand with plenty of opportunity for new properties. There's also room for profit through rental arbitrage strategies, if you can identify competitively priced properties. To maximize your return on investment, consider employing the following strategies:

Peak Season Strategy
  • Implement premium seasonal pricing strategies
  • Set longer minimum stay requirements during high-demand periods
  • Enforce stricter cancellation policies
Shoulder Season Strategy
  • Maintain competitive market-based pricing
  • Offer moderate-length stay incentives
  • Target a mix of leisure and business travelers with flexible booking terms
  • Focus on weekend getaway packages and mid-week business traveler promotions
Low Season Strategy
  • Adjust pricing to remain competitive in the market
  • Target different guest segments (business travelers, long-term stays, holiday visitors, event attendees, remote workers)
  • Create targeted promotional campaigns to drive occupancy

Top Places to Start Airbnb in Town of Chester

AreaWhy Choose This AreaKey Attractions
Chester Village
Charming village atmosphere with historical architecture and local shops. Ideal for visitors looking to experience the local culture and enjoy community events throughout the year.
Chester Historical Society, Sugar Loaf Performing Arts Center, Chester Library, Local Artisan Shops, Nearby hiking trails
Lake Minnewaska
Scenic lake surrounded by hiking trails and natural beauty, great for outdoor enthusiasts. A peaceful escape for families and nature lovers.
Minnewaska State Park Preserve, Lake Minnewaska, Hiking Trails, Scenic Waterfalls, Wildlife Watching
Bear Mountain State Park
Popular destination for outdoor activities such as hiking, picnicking, and scenic views. Attracts tourists year-round for its recreational opportunities.
Bear Mountain Zoo, Hiking Trails, Hudson River Views, Lake and Picnic Areas, Historic Forts
Storm King Art Center
Renowned outdoor sculpture park that draws art lovers and families. Visitors come to enjoy art in a stunning natural setting.
Outdoor Sculptures, Art Exhibitions, Picnic Areas, Scenic Trails, Workshops and Events
Woodstock
Famous small town known for its arts, music, and historic connection to the 1969 festival. A hotspot for tourists looking for a cultural experience.
Woodstock Music Festival Site, Art Galleries, Live Music Venues, Local Craft Shops, Natural Beauty
Hudson Valley Wine Region
An emerging destination for wine enthusiasts seeking vineyard tours and tastings. Known for picturesque landscapes and charming wineries.
Wineries and Vineyards, Wine Tours, Scenic Views, Wine Festivals, Farm-to-Table Restaurants
Sullivan County
Region known for its natural beauty and outdoor activities, including fishing, hiking, and skiing. A growing destination for adventure seekers.
Catskill Mountains, River Activities, Ski Resorts, Hiking Trails, Nature Preserves
New Paltz
Quaint college town with vibrant activities, arts, and dining. Attracts visitors for its historic sites and outdoor adventures.
Historic Huguenot Street, Shawangunk Ridge Hiking, Local Breweries, Art Galleries, Fashionable Shops

Do you need a license for Airbnb in Town of Chester?

We recommend checking directly with Town of Chester's local government regarding short-term rental licensing requirements. Current market data shows limited licensing information (0% of listings), making it essential to verify current regulations before starting your Airbnb business.

Top Performing Airbnb Properties in Town of Chester

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

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

Entire Place • 7 bedrooms

$334,179
Revenue
57.1%
Occupancy
$1226.72
Daily Rate
Elegant Home w/7BRs, Game Room, Luxury Yard, Pool

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

Entire Place • 7 bedrooms

$219,794
Revenue
47.2%
Occupancy
$879.28
Daily Rate
Schroon Lake Waterfront - Hot Tub - Sleeps 19

Schroon Lake Waterfront - Hot Tub - Sleeps 19

Entire Place • 8 bedrooms

$163,791
Revenue
32.8%
Occupancy
$682.54
Daily Rate
Private Relaxing Secluded Home with heated Pool.

Private Relaxing Secluded Home with heated Pool.

Entire Place • 4 bedrooms

$161,603
Revenue
41.3%
Occupancy
$665.55
Daily Rate
The Sweet Spot: Your Fun-Filled Fall Getaway

The Sweet Spot: Your Fun-Filled Fall Getaway

Entire Place • 5 bedrooms

$157,292
Revenue
54.6%
Occupancy
$588.32
Daily Rate
Blue Bay Retreat - Loon Lake Lakefront w/ Hot Tub

Blue Bay Retreat - Loon Lake Lakefront w/ Hot Tub

Entire Place • 4 bedrooms

$143,542
Revenue
26.8%
Occupancy
$575.63
Daily Rate

Top Performing Professional Hosts in Town of Chester

Host NamePropertiesGrossing RevenueStay ReviewsAvg Rating
Max1$334,1791024.86/5.0
Ricky1$219,794374.78/5.0
Josh2$190,523364.88/5.0
Vacasa Upstate New York5$180,5841224.70/5.0
Evolve3$174,519874.90/5.0
Cheri4$162,2543734.87/5.0
Israel1$161,603644.64/5.0
Home Sweet Hudson1$157,292364.61/5.0
Andrew1$143,542345.00/5.0
Lisa1$125,324644.97/5.0

Additional analytics on vacation rental, real estate, short term rental data in Town of Chester

AirROI also have other key metrics and comprehensive data for your vacation rental, real estate needs. Go explore the advanced metrics that can help you make informed decisions:

Room Type Distribution

Property Type Distribution

Key Insights

  • Market dominated by entire home listings (89.4%), with house and outdoor & mobile properties comprising 87.0% of inventory
  • Strong specialty sector (21.1%) combining boutique hotels, unique stays, and outdoor accommodations indicates market maturity and premium opportunities
  • Untapped potential in others, unique stays, boutique & hotels segments (6.5% combined)

Room Capacity Distribution

Analysis of 123 properties in Town of Chester shows that 3 bedrooms properties are most prevalent, making up 28.5% of the market. The market tends to favor larger properties, with 3 bedrooms and 2 bedrooms together representing 48.8% of all listings.

Key Insights

  • Most common: 3 bedrooms (28.5%)
  • Least common: 1 bedroom (8.9%)
  • Market concentration: 48.8% in top 2 sizes
  • Market skew: Favors larger properties

Guest Capacity Distribution

Analysis of 123 properties in Town of Chester reveals that 8+ guests properties dominate the market, representing 46.3% of all listings. The average property accommodates 6.1 guests, with a clear trend towards larger guest capacities. Properties accommodating 8+ guests and 6 guests make up 64.2% of the market.

Key Insights

  • Most common capacity: 8+ guests (46.3% of market)
  • Least common capacity: 3 guests (0.8% of market)
  • Average guest capacity: 6.1 guests per property
  • Market concentration: 64.2% in top 2 capacity sizes
  • Market segmentation: Predominantly larger guest capacities

Booking and Availability Patterns

Available Days Distribution

Booked Days Distribution

Among 123 properties in Town of Chester, the most common availability pattern is 271-366 days (43.9% of properties). For actual bookings, properties most frequently secure bookings for 91-180 days (31.7% of properties).

Key Insights

  • Most common availability window: 271-366 days (43.9%)
  • Most common booking duration: 91-180 days (31.7%)
  • Properties with high availability (180+ days): 73.2%
  • Properties with long-term bookings (180+ days): 27.6%

Minimum Stay Distributions

1 Night (21.9%)

1 Night

25 listings

21.9% of total

2 Nights (50%)

2 Nights

57 listings

50% of total

3 Nights (10.5%)

3 Nights

12 listings

10.5% of total

4-6 Nights (4.4%)

4-6 Nights

5 listings

4.4% of total

7-29 Nights (1.8%)

7-29 Nights

2 listings

1.8% of total

30+ Nights (11.4%)

30+ Nights

13 listings

11.4% of total

Key Insights

  • Short stays (1-2 nights) dominate the market at 71.9%
  • Mid-length stays (4-6 nights) represent 4.4% of listings
  • Monthly+ stays (11.4%) suggest a stable extended-stay market
  • High market flexibility with 82.4% accepting 3 nights or less

Recommendations

  • Set minimum stays between 2-3 nights to align with market standards
  • Adjust minimum stays seasonally based on demand patterns
  • Consider monthly stay discounts to capture the growing extended-stay market
  • Implement different minimum stays for weekends vs. weekdays

Cancellation Policy Distribution

Super Strict 30 Days (5.3%)

Super Strict 30 Days

6 listings

5.3% 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 (25.4%)

Strict

29 listings

25.4% of total

Key Insights

  • Moderate is the preferred policy at 27.2% of listings
  • The market shows a balanced distribution between guest-friendly (43.0%) and strict (51.7%) policies
  • Strong market consensus around Moderate policies
  • Super Strict 30 Days policies are least common at 5.3% of listings

Recommendations

  • Market supports various policies - choose based on your property type and target guests
  • Strong market preference for Moderate policies suggests this should be your baseline

Booking Lead Time Trends

Key Insights

  • Peak booking lead times occur in Jul, Jun, Aug, averaging 86 days
  • Shortest booking windows are in Mar, Jan, Nov, averaging 42 days
  • Summer shows the longest average booking window at 86 days, while Fall has the shortest at 46 days

Recommendations

  • Implement dynamic pricing strategies for Summer bookings at least 86 days in advance
  • Consider early bird discounts during Fall to encourage longer lead times
  • Focus on last-minute booking promotions during Mar-Nov when lead times are shortest

Popular Airbnb Amenities in Town of Chester

Below is the distribution of amenities across listings in Town of Chester:

Traveler Demographics

Guest Origin Distribution
Top 5 Cities of Origin
Top 5 Countries of Origin
Top 5 Languages Spoken
Age Distribution

Key Insights

  • Domestic travelers make up 93.6% of total guests, indicating a dominant local market share.
  • Primary international markets: Canada (2.1%) and DC (0.6%)
  • English is the top language at 74.1%, followed by Spanish (14.1%)
  • Notable demographic segment in <=1950s (Pre-1950s (Silent Gen)) at 5.2%

Recommendations

  • Target marketing campaigns for New York and Rochester markets
  • Develop localized content for Canada and DC
  • Prioritize English and Spanish language support
  • Tailor experiences for Pre-1950s (Silent Gen) while maintaining broad age appeal
  • Implement seasonal promotions aligned with key market travel patterns

Nearby Markets

Explore short-term rental performance in markets surrounding Town of Chester. These nearby markets offer diverse opportunities for property investors and hosts:

MarketPropertiesMonthly RevenueDaily RateOccupancy
Middletown Springs11$8,930$561.9038%
Town of Stuyvesant11$6,822$515.8241%
Town of Niskayuna11$6,323$506.3047%
Fort Ann26$6,226$760.8539%
Stony Creek11$5,934$497.9643%
Pomfret15$5,871$468.1851%
Town of Stillwater57$5,703$557.0044%
Cooperstown12$5,506$856.1138%
Jewett55$5,449$472.5435%
Hanover25$5,431$761.1137%

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