Chester Airbnb Market Analysis 2025: Short Term Rental Data & Vacation Rental Statistics in Maryland, United States
Is Airbnb profitable in Chester in 2025? Explore comprehensive Airbnb analytics for Chester, Maryland, United States to uncover income potential. This 2025 STR market report for Chester, 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 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 $14,050+ monthly, often utilizing dynamic pricing and superior guest experiences.
- Strong performing properties (Top 25%) earn $9,556 or more, indicating effective management and desirable locations/amenities.
- Typical properties (Median) generate around $4,677 per month, representing the average market performance.
- Entry-level properties (Bottom 25%) see earnings around $2,755, 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, Julysees the highest demand (peak season occupancy), while February 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 72%+ occupancy, indicating high desirability and potentially optimized availability.
- Strong performing properties (Top 25%) maintain 53% or higher occupancy, suggesting good market fit and guest satisfaction.
- Typical properties (Median) have an occupancy rate around 36%.
- Entry-level properties (Bottom 25%) average 22% 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 November 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 $701+ per night, often due to premium features or locations.
- Strong performing properties (Top 25%) achieve nightly rates of $553 or more.
- Typical properties (Median) charge around $407 per night.
- Entry-level properties (Bottom 25%) earn around $232 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, May, June)
- Revenue averages $9,996 per month
- Occupancy rates average 48.0%
- Daily rates average $434
Shoulder Season
- Revenue averages $6,848 per month
- Occupancy maintains around 44.2%
- Daily rates hold near $423
Low Season (January, February, March)
- Revenue drops to average $2,464 per month
- Occupancy decreases to average 23.8%
- Daily rates adjust to average $404
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 $10,662, occupancy reaching a high of 58.7%, and ADRs peaking at $440.
- 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 $2,086, occupancy could drop to 22.2%, and ADRs may adjust down to $399.
- 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 River Waterfront | Scenic waterfront area offering beautiful views and access to outdoor activities like boating and fishing. Popular among families and nature lovers looking for a peaceful getaway. | Chester River, Sandy Point State Park, Historic Stevensville, Crab Alley, local seafood restaurants |
| Kent Island | A beautiful island community known for its stunning waterfront homes and recreational opportunities. Ideal for those looking to escape the city while enjoying nature and water activities. | Terrapin Nature Park, Kent Island/Sidney Kimmel Cancer Center, The Jetty, Romancoke Pier, local beaches |
| Historic Downtown Chestertown | Charming historic district filled with unique shops, restaurants, and cultural attractions. Attracts visitors interested in history and arts, making it a great location for short-term rentals. | Chester River Arts, Historical Society of Kent County, The Custom House, local art galleries, charming cafes |
| Queen Anne's County | A broader county area that includes various towns and beautiful countryside, attracting travelers looking for a quiet retreat with access to nature. | Black Walnut Point Inn, Sandy Point State Park, Cacaway Island, local farms, nature trails |
| Rock Hall | A small waterfront town known for its maritime heritage, boating, and fishing. Ideal for visitors looking to experience a laid-back coastal lifestyle. | Rock Hall Museum, Main Street, local marinas, waterfront dining, outdoor festivals |
| Grasonville | Close to various attractions and just a short drive to the Chesapeake Bay Bridge, making it convenient for visitors heading to the Eastern Shore for vacation. | Union Church, Pencil Sharpener Museum, local parks, shopping outlets, Chesapeake Bay scenery |
| Centreville | A historic town with a charming atmosphere and diverse amenities. Home to various parks and cultural sites, making it appealing for visitors seeking a mix of local experiences. | Queen Anne's County Courthouse, Historic Centreville, local art festivals, town events, nature walks |
| Matapeake State Park | Offers an escape into nature with its trails and bay views, making it attractive for outdoor enthusiasts and families looking for recreational activities. | beach access, picnic areas, nature trails, biking paths, playgrounds |
Understanding Airbnb License Requirements & STR Laws in Chester (2025)
While Chester, Maryland, 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, based on 6% licensed listings)
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.
Waterfront Farmhouse Meets Modern Luxury
Entire Place • 5 bedrooms
A Shore Thing waterfront private pier dog-friendly
Entire Place • 3 bedrooms
Shore Harbor House on Kent Island
Entire Place • 3 bedrooms
*Waterfront Sunset Bayview* sleeps 6
Entire Place • 3 bedrooms
Waterfront Guest Cottage: Sunsets, Pool, Pier
Entire Place • 2 bedrooms
Waterfront Paradise to Work or Rest
Entire Place • 3 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 |
|---|---|---|---|---|
| Kevin | 1 | $167,976 | 81 | 4.99/5.0 |
| Sean | 1 | $145,393 | 12 | 5.00/5.0 |
| Jordan & Kenny | 1 | $140,480 | 67 | 4.90/5.0 |
| Jeremiah | 1 | $80,361 | 33 | 5.00/5.0 |
| Diane | 1 | $74,412 | 53 | 5.00/5.0 |
| Blanche | 1 | $73,754 | 43 | 4.95/5.0 |
| Lisa | 3 | $64,567 | 229 | 3.33/5.0 |
| Julia | 1 | $64,540 | 66 | 5.00/5.0 |
| Kathryn | 1 | $58,266 | 8 | 4.75/5.0 |
| Janet | 1 | $57,031 | 10 | 5.00/5.0 |
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 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 88.2% of the 17 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 (88.2%), reflecting the local real estate landscape.
- Houses represent a significant 88.2% portion, catering likely to families or larger groups.
- The presence of 5.9% 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 4 bedrooms listings, making up 29.4% of the market. This suggests a strong demand for properties suitable for families or small groups.
- Together, 4 bedrooms and 3 bedrooms properties represent 58.8% of the active Airbnb listings in Chester, indicating a high concentration in these sizes.
- A significant 64.7% 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 8+ guests (52.9%). This suggests the primary traveler segment is likely larger groups.
- Properties designed for 8+ guests and 6 guests dominate the Chester STR market, accounting for 76.4% of listings.
- 76.4% 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 6.0 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 41.2% of listings. This suggests many properties have significant open periods on their calendars.
- Approximately 70.6% 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 (47.1%), reflecting common guest stay durations or potential owner blocking patterns.
- A notable 29.4% 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
4 listings
25% of total
2 Nights
8 listings
50% of total
3 Nights
1 listings
6.3% of total
4-6 Nights
1 listings
6.3% of total
7-29 Nights
1 listings
6.3% of total
30+ Nights
1 listings
6.3% of total
Key Insights
- The most prevalent minimum stay requirement in Chester is 2 Nights, adopted by 50% of listings. This highlights the market's preference for shorter, flexible bookings.
- A strong majority (75.0%) of the Chester 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 50% 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 25% currently do.
- Explore offering discounts for stays of 30+ nights to attract the 6.3% 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
18.8% of total
Moderate
3 listings
18.8% of total
Firm
7 listings
43.8% of total
Strict
3 listings
18.8% of total
Cancellation Policy Insights for Chester
- The prevailing Airbnb cancellation policy trend in Chester is Firm, used by 43.8% of listings.
- A majority (62.6%) 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 43.8% 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 62 days.
- Guests book furthest in advance for stays during June (average 109 days), likely coinciding with peak travel demand or local events.
- The shortest booking windows occur for stays in March (average 40 days), indicating more last-minute travel plans during this time.
- Seasonally, Summer (96 days avg.) sees the longest lead times, while Winter (54 days avg.) has the shortest, reflecting typical travel planning cycles.
Recommendations for Hosts
- Use the overall average lead time (62 days) as a baseline for your pricing and availability strategy in Chester.
- For June stays, consider implementing length-of-stay discounts or slightly higher rates for bookings made less than 109 days out to capitalize on advance planning.
- Target marketing efforts for the Summer season well in advance (at least 96 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: Hot water, TV, Carbon monoxide alarm, Kitchen, Air conditioning, Wifi, Heating, Free parking on premises, Smoke alarm. Lacking these (any) could significantly impact bookings.
- Popular amenities like Essentials are common but not universal. Offering these can provide a competitive edge.
Recommendations for Hosts
- Ensure your listing includes all essential amenities for Chester: Hot water, TV, Carbon monoxide alarm, Kitchen, Air conditioning, Wifi, Heating, Free parking on premises, Smoke alarm.
- Consider adding popular differentiators like Essentials 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 (92%), often arriving from nearby Washington, typically belonging to the Post-2000s (Gen Z/Alpha) group (50%), primarily speaking English or Spanish.
- Domestic travelers account for 92.3% of guests.
- Key international markets include United States (92.3%) and DC (7.1%).
- Top languages spoken are English (82.8%) followed by Spanish (10.3%).
- 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 Washington and Philadelphia.
- 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 |
|---|---|---|---|---|
| Centreville | 15 | $6,205 | $510.77 | 47% |
| Mayo | 13 | $5,786 | $439.15 | 52% |
| Stevensville | 70 | $5,476 | $499.46 | 43% |
| Shannondale | 47 | $5,288 | $292.94 | 56% |
| Arundel on the Bay | 25 | $5,285 | $509.37 | 39% |
| Middletown Township | 10 | $5,208 | $392.83 | 53% |
| Lower Windsor Township | 15 | $5,190 | $348.51 | 45% |
| Middleburg | 40 | $4,976 | $454.58 | 41% |
| Haymarket | 10 | $4,965 | $335.50 | 42% |
| Easton | 46 | $4,818 | $650.75 | 37% |