Chester Airbnb Market Analysis 2025: Short Term Rental Data & Vacation Rental Statistics in Lower Connecticut River Valley Planning Region, United States
Is Airbnb profitable in Chester in 2025? Explore comprehensive Airbnb analytics for Chester, Lower Connecticut River Valley Planning Region, United States to uncover income potential. This 2025 STR market report for Chester, based on AirROI data from September 2024 to August 2025, reveals key trends in the niche market of 18 active listings.
Whether you're considering an Airbnb investment in Chester, optimizing your existing vacation rental, or exploring rental arbitrage opportunities, understanding the 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 Chester Airbnb Performance Metrics Overview
Monthly Airbnb Revenue Variations & Income Potential in Chester (2025)
Understanding the monthly revenue variations for Airbnb listings in 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 Chester 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 Chester across different performance tiers:
- Best-in-class properties (Top 10%) achieve $6,042+ monthly, often utilizing dynamic pricing and superior guest experiences.
- Strong performing properties (Top 25%) earn $3,679 or more, indicating effective management and desirable locations/amenities.
- Typical properties (Median) generate around $2,554 per month, representing the average market performance.
- Entry-level properties (Bottom 25%) see earnings around $1,593, often with potential for optimization.
Average Monthly Airbnb Earnings Trend in Chester
Chester Airbnb Occupancy Rate Trends (2025)
Maximize your bookings by understanding the Chester STR occupancy trends. Seasonal demand shifts significantly influence how often properties are booked. Typically, Septembersees the highest demand (peak season occupancy), while March 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 Chester:
- Best-in-class properties (Top 10%) achieve 68%+ occupancy, indicating high desirability and potentially optimized availability.
- Strong performing properties (Top 25%) maintain 56% 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 23% occupancy, potentially facing higher vacancy.
Average Monthly Occupancy Rate Trend in Chester
Average Daily Rate (ADR) Airbnb Trends in Chester (2025)
Effective short term rental pricing strategy in Chester involves understanding monthly ADR fluctuations. The Average Daily Rate (ADR) for Airbnb in Chester typically peaks in June and dips lowest during February. 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 $391+ 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 $206 per night.
- Entry-level properties (Bottom 25%) earn around $168 per night.
Average Daily Rate (ADR) Trend by Month in Chester
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Airbnb Seasonality Analysis & Trends in Chester (2025)
Peak Season (July, October, August)
- Revenue averages $4,362 per month
- Occupancy rates average 53.2%
- Daily rates average $262
Shoulder Season
- Revenue averages $2,988 per month
- Occupancy maintains around 40.8%
- Daily rates hold near $248
Low Season (January, February, March)
- Revenue drops to average $1,724 per month
- Occupancy decreases to average 25.7%
- Daily rates adjust to average $225
Seasonality Insights for Chester
- The Airbnb seasonality in 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 Chester's highest earning potential, with monthly revenues capable of climbing to $4,419, occupancy reaching a high of 56.9%, and ADRs peaking at $279.
- 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 $1,570, occupancy could drop to 23.2%, and ADRs may adjust down to $223.
- 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 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 Chester seasonality benchmarks and adjust your pricing and availability strategy accordingly.
Best Areas for Airbnb Investment in Chester (2025)
Exploring the top neighborhoods for short-term rentals in 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 / Area | Why Host Here? (Target Guests & Appeal) | Key Attractions & Landmarks |
|---|---|---|
| Chester Town Center | Chester's charming town center features historic architecture, boutique shops, and locally-owned restaurants, making it an attractive destination for visitors seeking quaint New England experiences. | Chester Village West, Chester Historical Society, Wadsworth Falls State Park, The Maple Café, The Connecticut River Museum |
| Deep River | Just north of Chester, Deep River offers scenic riverfront views and a peaceful atmosphere, appealing to families and those looking for outdoor activities. | Deep River Museum, Plattwood Park, The Deep River Landing, Hidden Lake Park, Devil's Hopyard State Park |
| Essex | Known for its picturesque riverside charm and historic sites, Essex attracts visitors interested in maritime history and outdoor activities, making it a fantastic spot for Airbnb hosting. | Essex Steam Train, Connecticut River Museum, Bushy Hill Nature Center, Essex Village, Goodspeed Opera House |
| Old Saybrook | This coastal town, located at the mouth of the Connecticut River, is a popular summer getaway with beaches, theaters, and shopping, drawing in numerous tourists year-round. | Kayak Point Beach, Harvey's Beach, Old Saybrook Lighthouse, The Kate - Katharine Hepburn Cultural Arts Center, Old Saybrook Town Green |
| Hadlyme | A serene area known for its natural beauty, hiking trails, and proximity to the Connecticut River, appealing to nature lovers and outdoor enthusiasts. | Gillette Castle State Park, Devil's Hopyard State Park, Connecticut River Kayaking, Hadlyme Ferry, Highland Lake |
| Higganum | A small village with a tight-knit community, Higganum offers a quiet retreat for guests looking to escape city life while still being close to attractions in Middletown and Chester. | Higganum State Park, Middlesex County Historical Society, Higganum Cove, Baldwin Bridge, Connecticut Valley Railroad |
| Killingworth | Known for its rural character and beautiful landscapes, Killingworth offers a relaxing getaway, making it suited for guests seeking tranquility and outdoor recreational activities. | Chatfield Hollow State Park, Killingworth Library, Killingworth Historical Society, The Killingworth Cider Mill, Clinton Crossing Premium Outlets |
| Westbrook | This coastal town features beautiful beaches and a vibrant shopping scene, attracting summer tourists and weekend getaways throughout the year, ideal for Airbnb hosts. | Westbrook Town Beach, The Westbrook Outlet, Indian River Marina, Westbrook Arts Center, Salt Meadow Park |
Understanding Airbnb License Requirements & STR Laws in Chester (2025)
While Chester, Lower Connecticut River Valley 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 Chester to ensure full compliance before hosting.
(Source: AirROI data, 2025, finding no licensed listings among those analyzed)
Top Performing Airbnb Properties in Chester (2025)
Benchmark your potential! Explore examples of top-performing Airbnb properties in Chesterbased on Trailing Twelve Month (TTM) revenue. Analyze their characteristics, revenue, occupancy rate, and ADR to understand what drives success in this market.
Charmingly Chester on the Great Brook and Pond
Entire Place • 4 bedrooms
Charming Chester Retreat - Cottage
Entire Place • 2 bedrooms
The Millhouse Downtown Chester
Entire Place • 2 bedrooms
Updated cottage "Beriozka" on Cedar Lake
Entire Place • 2 bedrooms
Chester Village 'Pied-à-terre' above art gallery
Entire Place • 1 bedroom
Stunning Artisan Waterfall Escape, Walk Downtown
Entire Place • 2 bedrooms
Note: Performance varies based on location, size, amenities, seasonality, and management quality. Data reflects the past 12 months.
Top Performing Airbnb Hosts in Chester (2025)
Learn from the best! This table showcases top-performing Airbnb hosts in Chester based on the number of properties managed and estimated total revenue over the past year. Analyze their scale and performance metrics.
| Host Name | Properties | Grossing Revenue | Stay Reviews | Avg Rating |
|---|---|---|---|---|
| Nikki | 1 | $84,951 | 70 | 4.81/5.0 |
| Bridget | 2 | $56,650 | 187 | 4.99/5.0 |
| Lisa | 1 | $42,968 | 102 | 4.99/5.0 |
| Yulka | 1 | $41,558 | 284 | 4.98/5.0 |
| Lori | 1 | $39,391 | 390 | 4.93/5.0 |
| Kristin Alexandria | 1 | $35,356 | 213 | 4.97/5.0 |
| Karli | 1 | $33,693 | 68 | 4.87/5.0 |
| Host #36119136 | 1 | $32,174 | 56 | 4.98/5.0 |
| Ashlee Dawn | 1 | $26,772 | 151 | 4.99/5.0 |
| Christopher | 1 | $26,343 | 102 | 4.86/5.0 |
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 Chester.
Dive Deeper: Advanced Chester STR Market Data (2025)
Ready to unlock more insights? AirROI provides access to advanced metrics and comprehensive Airbnb data for Chester. Explore detailed analytics beyond this report to refine your investment strategy, optimize pricing, and maximize your vacation rental profits.
Explore Advanced MetricsChester Short-Term Rental Market Composition (2025): Property & Room Types
Room Type Distribution
Property Type Distribution
Market Composition Insights for Chester
- The Chester Airbnb market composition is heavily skewed towards Entire Home/Apt listings, which make up 94.4% of the 18 active rentals. This indicates strong guest preference for privacy and space.
- Looking at the property type distribution in Chester, House properties are the most common (44.4%), reflecting the local real estate landscape.
- Houses represent a significant 44.4% portion, catering likely to families or larger groups.
- The presence of 5.6% Hotel/Boutique listings indicates integration with traditional hospitality.
Chester Airbnb Room Capacity Analysis (2025): Bedroom Distribution
Distribution of Listings by Number of Bedrooms
Room Capacity Insights for Chester
- The dominant room capacity in Chester is 2 bedrooms listings, making up 33.3% of the market. This suggests a strong demand for properties suitable for couples or solo travelers.
- Together, 2 bedrooms and 1 bedroom properties represent 55.5% of the active Airbnb listings in Chester, indicating a high concentration in these sizes.
- A significant 39.0% of listings offer 3+ bedrooms, catering to larger groups and families seeking more space in Chester.
Chester Vacation Rental Guest Capacity Trends (2025)
Distribution of Listings by Guest Capacity
Guest Capacity Insights for Chester
- The most common guest capacity trend in Chester vacation rentals is listings accommodating 4 guests (27.8%). This suggests the primary traveler segment is likely small families or groups.
- Properties designed for 4 guests and 8+ guests dominate the Chester STR market, accounting for 44.5% of listings.
- 39.0% of properties accommodate 6+ guests, serving the market segment for larger families or group travel in Chester.
- On average, properties in Chester are equipped to host 4.8 guests.
Chester Airbnb Booking Patterns (2025): Available vs. Booked Days
Available Days Distribution
Booked Days Distribution
Booking Pattern Insights for Chester
- The most common availability pattern in Chester falls within the 181-270 days range, representing 38.9% of listings. This suggests many properties have significant open periods on their calendars.
- Approximately 77.8% 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 Chester (44.4%), reflecting common guest stay durations or potential owner blocking patterns.
- A notable 22.2% of properties secure long booking periods (181+ days booked per year), highlighting successful long-term rental strategies or significant owner usage.
Chester Airbnb Minimum Stay Requirements Analysis
Distribution of Listings by Minimum Night Requirement
1 Night
7 listings
38.9% of total
2 Nights
7 listings
38.9% of total
3 Nights
1 listings
5.6% of total
30+ Nights
3 listings
16.7% of total
Key Insights
- The most prevalent minimum stay requirement in Chester is 1 Night, adopted by 38.9% of listings. This highlights the market's preference for shorter, flexible bookings.
- A strong majority (77.8%) of the Chester Airbnb data shows acceptance of very short stays (1-2 nights), indicating a dynamic, high-turnover market.
- A significant segment (16.7%) caters to monthly stays (30+ nights) in Chester, pointing to opportunities in the extended-stay market.
Recommendations
- Align with the market by considering a 1 Night minimum stay, as 38.9% of Chester hosts use this setting.
- Explore offering discounts for stays of 30+ nights to attract the 16.7% of the market seeking extended stays.
- Adjust minimum nights based on seasonality – potentially shorter during low season and longer during peak demand periods in Chester.
Chester Airbnb Cancellation Policy Trends Analysis (2025)
Flexible
3 listings
16.7% of total
Moderate
3 listings
16.7% of total
Firm
7 listings
38.9% of total
Strict
5 listings
27.8% of total
Cancellation Policy Insights for Chester
- The prevailing Airbnb cancellation policy trend in Chester is Firm, used by 38.9% of listings.
- A majority (66.7%) of hosts in Chester 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 38.9% market standard in Chester.
- Regularly review your cancellation policy against competitors and market demand shifts in Chester.
Chester STR Booking Lead Time Analysis (2025)
Average Booking Lead Time by Month
Booking Lead Time Insights for Chester
- The overall average booking lead time for vacation rentals in Chester is 54 days.
- Guests book furthest in advance for stays during October (average 80 days), likely coinciding with peak travel demand or local events.
- The shortest booking windows occur for stays in March (average 22 days), indicating more last-minute travel plans during this time.
- Seasonally, Summer (60 days avg.) sees the longest lead times, while Winter (42 days avg.) has the shortest, reflecting typical travel planning cycles.
Recommendations for Hosts
- Use the overall average lead time (54 days) as a baseline for your pricing and availability strategy in Chester.
- For October stays, consider implementing length-of-stay discounts or slightly higher rates for bookings made less than 80 days out to capitalize on advance planning.
- Target marketing efforts for the Summer season well in advance (at least 60 days) to capture early planners.
- Monitor your own booking lead times against these Chester averages to identify opportunities for dynamic pricing adjustments.
Popular & Essential Airbnb Amenities in Chester (2025)
Amenity Prevalence
Amenity Insights for Chester
- Essential amenities in Chester that guests expect include: Smoke alarm, Air conditioning, Wifi. Lacking these (any) could significantly impact bookings.
- Popular amenities like Shampoo, Hangers, Microwave are common but not universal. Offering these can provide a competitive edge.
Recommendations for Hosts
- Ensure your listing includes all essential amenities for Chester: Smoke alarm, Air conditioning, Wifi.
- Consider adding popular differentiators like Shampoo 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 Chester to stay competitive.
Chester Airbnb Guest Demographics & Profile Analysis (2025)
Guest Profile Summary for Chester
- The typical guest profile for Airbnb in Chester consists of primarily domestic travelers (96%), often arriving from nearby New York, typically belonging to the Post-2000s (Gen Z/Alpha) group (50%), primarily speaking English or French.
- Domestic travelers account for 96.0% of guests.
- Key international markets include United States (96%) and United Kingdom (1.2%).
- Top languages spoken are English (72.3%) followed by French (9.9%).
- 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 New York and Chicago.
- 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 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.
| Market | Active Properties | Monthly Revenue | Daily Rate | Avg. Occupancy |
|---|---|---|---|---|
| Freeland | 11 | $8,117 | $693.03 | 38% |
| Berlin Township | 16 | $7,496 | $684.68 | 33% |
| Town of Pound Ridge | 18 | $5,635 | $573.86 | 44% |
| Frankford Township | 12 | $5,609 | $556.39 | 43% |
| Town of Ancram | 22 | $5,474 | $516.77 | 39% |
| Town of Kingston | 13 | $5,277 | $444.51 | 46% |
| Stroud Township | 149 | $5,253 | $459.16 | 41% |
| Penn Estates | 55 | $5,109 | $402.21 | 45% |
| Town of Pleasant Valley | 31 | $5,054 | $509.49 | 41% |
| Knowlton Township | 13 | $5,036 | $352.41 | 47% |