Middletown, CT Airbnb Market Data, Statistics, and Occupancy Rates

Middletown Short-Term Rental Market Overview

Middletown, CT presents an attractive short-term rental opportunity with an ROI score of 62 out of 100, driven by above-average occupancy stability and a favorable supply/demand balance. With just 31 active Airbnb listings and an average annual revenue of $25,907, this compact market offers investors a relatively low-competition environment. The average daily rate of $172 sits well below Connecticut's $373 state average, but healthy occupancy at 38% — slightly above the 37% state benchmark — signals consistent demand that can support steady returns.

Key Market Statistics

According to Rabbu market data, the Middletown short-term rental market shows:

Data sources: Rabbu proprietary analytics as of Apr, 27 2026 and Zillow Home Value Index (ZHVI) as of Apr, 27 2026.

Why Investors Consider Middletown

Investors are drawn to Middletown for its favorable supply/demand dynamics, steady occupancy, and accessible property values relative to Connecticut's broader market.

Expert Market Assessment

"Middletown represents a moderate-to-strong opportunity for STR investors willing to navigate a small but promising market. The pronounced seasonality — with revenues climbing from a January low of $998 to an August peak of $4,446 — means investors should plan for leaner winter months while capitalizing on robust summer demand. The above-average scores for occupancy stability and supply/demand balance suggest the market isn't oversaturated, giving well-managed properties a real edge. Three-bedroom units stand out as the top performers, generating $36,123 annually, making them the configuration most likely to deliver meaningful returns."

— Rabbu Market Analysis Team

Key Airbnb Metrics & Trends in Middletown

Average revenue by month in Middletown

Middletown exhibits strong seasonality, with August delivering peak revenue of $4,446 — more than four times the January low of $998. The summer corridor from June through September accounts for the bulk of annual earnings, so investors should build winter cash reserves to weather the quieter months from November through March.

Active Airbnb listings by property size in Middletown

Supply is distributed across 1-bedroom (11 listings), 3-bedroom (10 listings), and 2-bedroom (7 listings) properties. The relatively thin 2-bedroom segment could represent an underserved niche, though 3-bedroom units currently dominate revenue performance and may offer better investment justification despite similar supply levels.

Average daily rate (ADR) by property size in Middletown

ADR scales meaningfully with size: 1-bedroom units average $84 per night, 2-bedrooms hit $120, and 3-bedroom properties command $185. The jump from 2 to 3 bedrooms — a $65 premium — is particularly notable and suggests larger properties can capture significantly higher nightly rates in this market.

Average RevPAN by property size in Middletown

Three-bedroom properties deliver the strongest RevPAN at $69, more than double the $28 earned by 1-bedroom units. Two-bedroom listings land in the middle at $46, confirming that larger configurations convert their higher ADR into meaningfully better revenue per available night even after factoring in occupancy.

Average occupancy rates by property size in Middletown

Occupancy rates are relatively consistent across property sizes, ranging from 34% for 1-bedrooms to 39% for 2-bedrooms, with 3-bedrooms at 38%. This narrow spread suggests demand is fairly evenly distributed, though 1-bedroom units face slightly softer bookings that compound their already lower ADR.

Average monthly revenue by property size in Middletown

Three-bedroom properties lead monthly revenue at $3,010, nearly tripling the $1,122 earned by 1-bedroom units. Two-bedroom listings generate $1,771 per month, making the step up to a 3-bedroom the most impactful move an investor can make to boost cash flow in this market.

Average annual revenue by property size in Middletown

At $36,123 per year, 3-bedroom properties generate nearly 2.7 times the revenue of 1-bedroom units ($13,469) and roughly 70% more than 2-bedroom listings ($21,253). For investors targeting the strongest return potential in Middletown, the data clearly favors 3-bedroom configurations as the top-performing asset class.

Most common amenities for Airbnb listings in Middletown

Parking (94%) and a kitchen (90%) are near-universal in Middletown listings, reflecting guest expectations for home-like stays with convenient access. Workspace, washer, and self check-in each appear in 74% of listings, signaling that extended-stay readiness and contactless arrival are becoming baseline requirements rather than differentiators in this market.

Understanding Middletown's ROI Score: 62/100

Rabbu's ROI Score is a proprietary metric that evaluates short-term rental investment potential based on multiple factors.

How the ROI Score is Calculated

What This Means for Investors

Middletown's ROI score of 62 out of 100 places it in the 'Attractive Opportunity' band, reflecting a market where healthy demand and manageable competition create genuine investment potential. The score is bolstered by above-average marks in occupancy stability and supply/demand balance, while revenue-to-price ratio and market growth trend both come in at average levels — suggesting solid fundamentals without outsized upside on pricing alone. Pairing this data with thorough research into Middletown's local STR regulations and property-specific financials will give investors the clearest picture of whether this market fits their portfolio.

Short-Term Rental Regulations in Middletown

Understanding local STR regulations is essential before investing in Middletown. Here's the current regulatory landscape:

Permit Requirements

Short-term rental operators in Middletown, Connecticut may be required to obtain local permits or register their property with the city before listing. Investors should verify current requirements directly with Middletown's planning and zoning department and check Connecticut state-level registration obligations.

Key Restrictions

Common restrictions that may apply include occupancy limits based on property size, minimum stay requirements, noise ordinances, and parking provisions for guests. HOA rules can impose additional limitations on short-term rentals, and some Connecticut municipalities have introduced caps on the number of STR permits issued, so it's important to confirm local specifics before purchasing.

Tax Obligations

Short-term rental hosts in Connecticut are typically required to collect and remit state sales tax and room occupancy tax on stays of fewer than 30 days. Platforms like Airbnb often handle tax collection automatically, but operators should confirm their obligations with the Connecticut Department of Revenue Services to ensure full compliance.

Regulations subject to change. Always verify with local authorities before purchasing. A Rabbu partner agent specializing in Middletown can provide current regulatory guidance.

Future Outlook & Long-Term Forecast

"Over the next 12–18 months, Middletown's STR market is expected to maintain its current trajectory, with occupancy rates likely holding in the 36–40% range given the market's above-average demand stability. Summer months should continue to deliver the strongest performance, with August revenues potentially reaching $4,000–$4,500 per listing. The 114% year-over-year growth in active listings signals rising investor interest, though the market's small absolute size (31 listings) means even modest supply additions could shift dynamics. Investors entering now may benefit from first-mover positioning before the market matures further, though ADR growth is likely to remain moderate given Middletown's positioning as a value alternative within Connecticut."

— Rabbu Market Analysis Team

Frequently asked questions about Airbnb in Middletown, CT

What is the average Airbnb occupancy rate in Middletown?

The average Airbnb occupancy rate in Middletown is currently 38%, which sits just above the Connecticut state average of 37%. Occupancy varies by property size, with 2-bedroom units leading at 39% and 1-bedroom listings averaging 34%. These figures reflect consistent demand across the market, particularly for mid-sized properties.

How much do Airbnb hosts make in Middletown?

Airbnb hosts in Middletown earn an average of $2,158 per month, or approximately $25,907 per year based on trailing 12-month performance data. Revenue varies significantly by property size — 1-bedroom listings average $13,469 annually, while 3-bedroom properties generate roughly $36,123 per year. Peak summer months like August can push monthly income above $4,400.

Is Middletown a good market for Airbnb investment?

Middletown scores 62 out of 100 on Rabbu's ROI Score, placing it in the 'Attractive Opportunity' category. The market benefits from above-average occupancy stability and a favorable supply/demand balance, with only 31 active listings. While the revenue-to-price ratio is average, the low competition and steady demand make it a compelling option, particularly for 3-bedroom properties that earn the highest returns.

What is the average daily rate (ADR) for Airbnb in Middletown?

The average daily rate in Middletown is $172, which is significantly below the Connecticut state average of $373. ADR scales with property size: 1-bedroom listings average $84 per night, 2-bedrooms come in at $120, and 3-bedroom properties command $185 per night. This more affordable pricing relative to the state average can attract budget-conscious travelers looking for value.

Are short-term rentals legal in Middletown?

Short-term rentals are generally permitted in Middletown, CT, though operators may need to obtain local permits or register with the city. Connecticut also has state-level requirements for STR operators. We strongly recommend consulting Middletown's local planning and zoning office as well as the Connecticut Department of Revenue Services for the most current regulatory requirements before listing a property.

When is peak season for Airbnb in Middletown?

Peak season in Middletown runs from June through September, with August being the strongest month at an average revenue of $4,446 per listing. July follows closely at $3,759, and September rounds out the high season at $2,693. The slowest months are January ($998) and February ($1,062), meaning hosts should expect seasonal variation and budget accordingly.

How many Airbnbs are there in Middletown?

As of April 2026, there are 31 active Airbnb listings in Middletown. The supply breaks down to 11 one-bedroom units, 7 two-bedroom units, and 10 three-bedroom properties. This relatively small inventory, combined with 114% year-over-year growth in listing count, suggests the market is gaining traction but still has room for new entrants.

How is Airbnb revenue calculated in Middletown?

The annual and monthly revenue figures for Middletown are derived from the trailing 12 months of historical booking performance for active comparable Airbnb listings in the market — they are not forward-looking projections. Rabbu averages each comparable listing's actual revenue per available night (RevPAN) by month over the past year, removes regional outliers, and rolls up the results into a market-level historical average. This approach anchors the figures to what hosts have actually earned recently, while naturally reflecting seasonal peaks (like August at $4,446) and slower months (like January at $998) because each month uses its own historical data. Individual results can vary based on property quality, pricing strategy, and how actively the listing is managed.

About Rabbu Market Data

Rabbu provides Airbnb and short-term rental market data and statistics across the United States. Our mission is to empower investors with accurate insights and easy-to-use tools, so they can confidently identify and act on the best opportunities in the Airbnb market.

What this data includes

• Regularly updated active Airbnb and STR listing counts for Middletown and surrounding areas
• Average daily rate, occupancy, and RevPAN trends by property size
• Monthly and annual revenue estimates based on trailing 12-month booking performance
• Popular amenity prevalence across active listings
• Home value benchmarks sourced from the Zillow Home Value Index (ZHVI)

Sources and disclaimers

Rabbu proprietary analytics as of Apr, 27 2026 and Zillow Home Value Index (ZHVI) as of Apr, 27 2026. Revenue projections are estimates based on comparable properties and do not guarantee future performance. Data reflects trailing 12-month averages as of April 2026 and may not capture very recent market shifts. Local regulations, HOA rules, and tax obligations vary and should be independently verified before investing.