Middletown Airbnb Market Analysis 2025: Short Term Rental Data & Vacation Rental Statistics in Lower Connecticut River Valley Planning Region, United States

Source: AirROI
Last updated: 2025-03-31

Is Airbnb profitable in Middletown in 2025? Explore comprehensive Airbnb analytics for Middletown, Lower Connecticut River Valley Planning Region, United States to uncover income potential. This 2025 STR market report for Middletown, based on AirROI data from April 2024 to March 2025, reveals key trends in the niche market of 49 active listings.

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

Avg. Daily Rate (ADR)(?)
$145
The average rental revenue earned for an occupied room per day in Middletown.
Occupancy Rate(?)
53.0%
High demand. Good booking frequency.
Median Annual Revenue(?)
$27,604
Typical annual income for an Airbnb listing in Middletown. Factors like property type, size, and location influence actual earnings.
Revenue Growth YoY(?)
20.2%
Strong growth (20.2%) vs. last year.
Peak Revenue Month(?)
May
The month with the highest average earnings, indicating peak season in Middletown.
Lowest Revenue Month(?)
March
The month with the lowest average earnings, indicating the low season in Middletown.
STR Regulation Level(?)
Low
Fewer regulations, offering more operational flexibility.
Active Airbnb Listings(?)
49
Total number of active short-term rentals listed.

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

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

  • Best-in-class properties (Top 10%) achieve $5,785+ monthly, often utilizing dynamic pricing and superior guest experiences.
  • Strong performing properties (Top 25%) earn $3,274 or more, indicating effective management and desirable locations/amenities.
  • Typical properties (Median) generate around $2,031 per month, representing the average market performance.
  • Entry-level properties (Bottom 25%) see earnings around $1,206, often with potential for optimization.

Average Monthly Airbnb Earnings Trend in Middletown

Middletown Airbnb Occupancy Rate Trends (2025)

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

  • Best-in-class properties (Top 10%) achieve 87%+ occupancy, indicating high desirability and potentially optimized availability.
  • Strong performing properties (Top 25%) maintain 74% or higher occupancy, suggesting good market fit and guest satisfaction.
  • Typical properties (Median) have an occupancy rate around 56%.
  • Entry-level properties (Bottom 25%) average 36% occupancy, potentially facing higher vacancy.

Average Monthly Occupancy Rate Trend in Middletown

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

Effective short term rental pricing strategy in Middletown involves understanding monthly ADR fluctuations. The Average Daily Rate (ADR) for Airbnb in Middletown typically peaks in July and dips lowest during March. 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 $259+ per night, often due to premium features or locations.
  • Strong performing properties (Top 25%) achieve nightly rates of $155 or more.
  • Typical properties (Median) charge around $114 per night.
  • Entry-level properties (Bottom 25%) earn around $76 per night.

Average Daily Rate (ADR) Trend by Month in Middletown

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Airbnb Seasonality Analysis & Trends in Middletown (2025)

Peak Season (May, April, June)
  • Revenue averages $3,873 per month
  • Occupancy rates average 55.5%
  • Daily rates average $164
Shoulder Season
  • Revenue averages $3,022 per month
  • Occupancy maintains around 59.5%
  • Daily rates hold near $158
Low Season (January, February, March)
  • Revenue drops to average $1,952 per month
  • Occupancy decreases to average 39.8%
  • Daily rates adjust to average $141

Seasonality Insights for Middletown

  • The Airbnb seasonality in Middletown 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 Middletown's highest earning potential, with monthly revenues capable of climbing to $4,082, occupancy reaching a high of 65.9%, and ADRs peaking at $167.
  • 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 $1,753, occupancy could drop to 37.0%, and ADRs may adjust down to $140.
  • 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 Middletown.

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

Best Areas for Airbnb Investment in Middletown (2025)

Exploring the top neighborhoods for short-term rentals in Middletown? 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
Middletown Downtown
A vibrant downtown area with a mix of historic charm and modern amenities. Ideal for travelers looking to explore local shops, restaurants, and nightlife.
Middletown Riverfront, Wesleyan University, Middletown Historical Society, Middletown Arts and Culture, Community Event Spaces
Middlesex County YMCA
A family-friendly area with recreational activities and community events. Great for guests looking for family-oriented attractions and outdoor activities.
Middlesex County YMCA, Crystal Lake, Wesleyan Potters, Outdoor Parks, Family Activity Centers
Wesleyan University Area
A culturally rich area due to the proximity of the university, attracting students, visitors, and academics throughout the year.
Wesleyan University, CFA Arts Center, Fayerweather Brick House, The Center for the Arts, The University Art Gallery
Middletown Industrial District
Emerging area with modern amenities, businesses, and access to transport. Suitable for business travelers and industry professionals.
Industrial Parks, Business Incubators, Warehouse Tours, Corporate Offices, Business Networking Events
Millers Pond State Park
Natural park area ideal for nature lovers and outdoor enthusiasts. Attracts those looking for a peaceful retreat close to nature.
Millers Pond, Nature Trails, Fishing Areas, Picnic Spots, Wildlife Observation
Middletown Historic District
Rich in history with beautiful architecture, museums, and cultural sites. Attracts history buffs and tourists interested in heritage.
Russell Library, Middletown Historical Society Museum, Old Church on the Green, Historic Buildings, Guided Tours
Pine Brook
A serene residential area with parks and family attractions. Great for guests wanting a quieter stay while being close to the city.
Pine Brook Park, Local Cafes, Family Restaurants, Community Events, Outdoor Sports Fields
Higganum
Charming small town atmosphere with access to the Connecticut River. Ideal for those seeking a quaint escape with local charm.
Connecticut River, Historic Higganum Town, Local Artisan Shops, Hiking Trails, Scenic Views

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

While Middletown, 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 Middletown to ensure full compliance before hosting.

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

Top Performing Airbnb Properties in Middletown (2025)

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

A Luxury Estate Elegant & Private~White Lion Manor

A Luxury Estate Elegant & Private~White Lion Manor

Entire Place • 9 bedrooms

$239,807
Revenue
59.2%
Occupancy
$927.42
Daily Rate
#40 - Spacious, Sleek & Cozy

#40 - Spacious, Sleek & Cozy

Entire Place • 3 bedrooms

$89,449
Revenue
70.4%
Occupancy
$315.03
Daily Rate
Hot Tub and pool Home away from home

Hot Tub and pool Home away from home

Entire Place • 3 bedrooms

$88,672
Revenue
37.3%
Occupancy
$568.02
Daily Rate
#29 - Modern 5 Bedroom/2 Bath

#29 - Modern 5 Bedroom/2 Bath

Entire Place • 5 bedrooms

$76,398
Revenue
60.1%
Occupancy
$294.54
Daily Rate
MIDDLETOWN CT PRIVATE APT  - WALK TO WESLEYAN U

MIDDLETOWN CT PRIVATE APT - WALK TO WESLEYAN U

Entire Place • 2 bedrooms

$42,191
Revenue
70.3%
Occupancy
$164.15
Daily Rate
Cozy 2 bdrm 1 bthrm apartment with WI-FI, parking

Cozy 2 bdrm 1 bthrm apartment with WI-FI, parking

Entire Place • 2 bedrooms

$42,041
Revenue
84.1%
Occupancy
$133.38
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 Middletown (2025)

Learn from the best! This table showcases top-performing Airbnb hosts in Middletown 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
Liza1$239,807514.96/5.0
Tyca3$205,189984.76/5.0
Jan1$88,672404.95/5.0
Bill & Megan4$81,8987214.86/5.0
Barbara2$57,755122.50/5.0
Nancie1$42,191824.98/5.0
Natalie1$42,041514.78/5.0
Kerry1$41,599624.89/5.0
Full Circle Property1$36,695234.52/5.0
Mark1$35,4047674.94/5.0

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 Middletown.

Dive Deeper: Advanced Middletown STR Market Data (2025)

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

Explore Advanced Metrics

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

Room Type Distribution

Property Type Distribution

Market Composition Insights for Middletown

  • The Middletown Airbnb market composition is heavily skewed towards Entire Home/Apt listings, which make up 65.3% of the 49 active rentals. This indicates strong guest preference for privacy and space.
  • However, a notable 34.7% share for Private Rooms suggests opportunities for budget-conscious travelers or hosts renting out spare rooms.
  • Looking at the property type distribution in Middletown, House properties are the most common (49%), reflecting the local real estate landscape.
  • Houses represent a significant 49% portion, catering likely to families or larger groups.
  • Smaller segments like others (combined 4.1%) offer potential for unique stay experiences.

Middletown Airbnb Room Capacity Analysis (2025): Bedroom Distribution

Distribution of Listings by Number of Bedrooms

Room Capacity Insights for Middletown

  • The dominant room capacity in Middletown is 1 bedroom listings, making up 34.7% of the market. This suggests a strong demand for properties suitable for couples or solo travelers.
  • Together, 1 bedroom and 2 bedrooms properties represent 59.2% of the active Airbnb listings in Middletown, indicating a high concentration in these sizes.
  • A significant 22.5% of listings offer 3+ bedrooms, catering to larger groups and families seeking more space in Middletown.

Middletown Vacation Rental Guest Capacity Trends (2025)

Distribution of Listings by Guest Capacity

Guest Capacity Insights for Middletown

  • The most common guest capacity trend in Middletown vacation rentals is listings accommodating 4 guests (16.3%). This suggests the primary traveler segment is likely small families or groups.
  • Properties designed for 4 guests and 6 guests dominate the Middletown STR market, accounting for 32.6% of listings.
  • 22.4% of properties accommodate 6+ guests, serving the market segment for larger families or group travel in Middletown.
  • On average, properties in Middletown are equipped to host 3.1 guests.

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

Available Days Distribution

Booked Days Distribution

Booking Pattern Insights for Middletown

  • The most common availability pattern in Middletown falls within the 91-180 days range, representing 42.9% of listings. This suggests many properties have significant open periods on their calendars.
  • Approximately 51.0% of listings show high availability (181+ days open annually), indicating potential for increased bookings or specific owner usage patterns.
  • For booked days, the 181-270 days range is most frequent in Middletown (44.9%), reflecting common guest stay durations or potential owner blocking patterns.
  • A notable 51.0% of properties secure long booking periods (181+ days booked per year), highlighting successful long-term rental strategies or significant owner usage.

Middletown Airbnb Minimum Stay Requirements Analysis

Distribution of Listings by Minimum Night Requirement

1 Night (29.8%)

1 Night

14 listings

29.8% of total

2 Nights (36.2%)

2 Nights

17 listings

36.2% of total

3 Nights (17%)

3 Nights

8 listings

17% of total

4-6 Nights (2.1%)

4-6 Nights

1 listings

2.1% of total

7-29 Nights (6.4%)

7-29 Nights

3 listings

6.4% of total

30+ Nights (8.5%)

30+ Nights

4 listings

8.5% of total

Key Insights

  • The most prevalent minimum stay requirement in Middletown is 2 Nights, adopted by 36.2% of listings. This highlights the market's preference for shorter, flexible bookings.
  • A strong majority (66.0%) of the Middletown 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 36.2% of Middletown hosts use this setting.
  • If feasible, allowing 1-night stays, especially midweek or during low season, could capture last-minute bookings, as only 29.8% currently do.
  • Explore offering discounts for stays of 30+ nights to attract the 8.5% of the market seeking extended stays.
  • Adjust minimum nights based on seasonality – potentially shorter during low season and longer during peak demand periods in Middletown.

Middletown Airbnb Cancellation Policy Trends Analysis (2025)

Flexible (29.5%)

Flexible

13 listings

29.5% of total

Moderate (13.6%)

Moderate

6 listings

13.6% of total

Firm (25%)

Firm

11 listings

25% of total

Strict (31.8%)

Strict

14 listings

31.8% of total

Cancellation Policy Insights for Middletown

  • The prevailing Airbnb cancellation policy trend in Middletown is Strict, used by 31.8% of listings.
  • A majority (56.8%) of hosts in Middletown utilize Firm or Strict policies, indicating a market where hosts prioritize booking security.

Recommendations for Hosts

  • Consider adopting a Strict policy to align with the 31.8% market standard in Middletown.
  • With 31.8% using Strict terms, this is a viable option in Middletown, particularly for high-value properties or during peak demand periods.
  • Regularly review your cancellation policy against competitors and market demand shifts in Middletown.

Middletown STR Booking Lead Time Analysis (2025)

Average Booking Lead Time by Month

Booking Lead Time Insights for Middletown

  • The overall average booking lead time for vacation rentals in Middletown is 45 days.
  • Guests book furthest in advance for stays during May (average 87 days), likely coinciding with peak travel demand or local events.
  • The shortest booking windows occur for stays in February (average 27 days), indicating more last-minute travel plans during this time.
  • Seasonally, Summer (73 days avg.) sees the longest lead times, while Winter (40 days avg.) has the shortest, reflecting typical travel planning cycles.

Recommendations for Hosts

  • Use the overall average lead time (45 days) as a baseline for your pricing and availability strategy in Middletown.
  • For May stays, consider implementing length-of-stay discounts or slightly higher rates for bookings made less than 87 days out to capitalize on advance planning.
  • Target marketing efforts for the Summer season well in advance (at least 73 days) to capture early planners.
  • Monitor your own booking lead times against these Middletown averages to identify opportunities for dynamic pricing adjustments.

Popular & Essential Airbnb Amenities in Middletown (2025)

Amenity Prevalence

Amenity Insights for Middletown

  • Essential amenities in Middletown that guests expect include: Smoke alarm, Wifi, Air conditioning, Carbon monoxide alarm, TV. Lacking these (any) could significantly impact bookings.
  • Popular amenities like Essentials, Heating, Kitchen are common but not universal. Offering these can provide a competitive edge.

Recommendations for Hosts

  • Ensure your listing includes all essential amenities for Middletown: Smoke alarm, Wifi, Air conditioning, Carbon monoxide alarm, TV.
  • Prioritize adding missing essentials: Smoke alarm, Wifi, Air conditioning, Carbon monoxide alarm, TV.
  • Consider adding popular differentiators like Essentials or Heating 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 Middletown to stay competitive.

Middletown 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 Middletown

  • The typical guest profile for Airbnb in Middletown consists of primarily domestic travelers (94%), 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 93.5% of guests.
  • Key international markets include United States (93.5%) and United Kingdom (1.2%).
  • Top languages spoken are English (66.8%) followed by Spanish (13.6%).
  • 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 Middletown 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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