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

As of Apr, 27 2026

Rabbu ROI Score

37 / 100

Middletown presents a competitive opportunity: investor interest and demand are strong, but higher prices or tighter competition may require more selective deal sourcing.

Middletown Short-Term Rental Market Overview

Middletown, NY is a compact short-term rental market with just 23 active Airbnb listings and an average annual revenue of $20,236 per property. The market's ADR of $310 sits below the $381 state average, and occupancy clocks in at 28% — well under the 40% state benchmark — signaling that hosts here need to be strategic about pricing and guest acquisition. Still, a 109% year-over-year growth in active listings suggests rising investor interest, and a favorable supply/demand balance indicates demand hasn't been fully tapped.

Key Market Statistics

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

Key Airbnb and short-term rental market statistics.
Metric Context Value
Active Airbnb Listings As of Apr, 27 2026 23
Average Daily Rate (ADR) vs. $381 state avg. $310
Average Occupancy Rate vs. 40% state avg. 28%
RevPAN ADR * Occupancy Rate $87
Average Monthly Revenue Historical 12-month average $1,686
Average Annual Revenue Historical 12-month average $20,236

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 look at Middletown for its favorable supply/demand dynamics and proximity to the broader New York metro area, though selectivity in deal sourcing is essential given compressed margins.

Key investment factors

  • Supply/demand balance rated above average, suggesting room for well-positioned listings
  • 109% year-over-year listing growth reflects emerging investor confidence in the area
  • Strong summer-to-fall seasonality with August revenues reaching $2,872 on average
  • Average home values around $524,660 may offer a more accessible entry point than nearby metro markets
  • Located in New York's Hudson Valley region, benefiting from weekend getaway and leisure demand

Expert Market Assessment

"Middletown presents a competitive but narrow opportunity for STR investors. With only 23 active listings — virtually all studios — and occupancy sitting at 28%, the market is early-stage and best suited for operators who can capitalize on strong summer and fall demand while managing leaner winter months. August leads the revenue calendar at $2,872, while January bottoms out at just $890, creating a significant seasonal swing that investors need to plan around. The ROI score of 37 out of 100 reflects average revenue-to-price dynamics and below-average occupancy stability, meaning careful deal selection and operational efficiency will be critical to generating solid returns."

— Rabbu Market Analysis Team

Understanding Middletown's ROI Score: 37/100

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

Factor Middletown Performance Weight
Revenue-to-Price Ratio Average 40%
Occupancy Stability Below average 30%
Market Growth Trend Average 15%
Supply/Demand Balance Above average 15%

What This Means for Investors

Middletown's ROI score of 37 out of 100 places it in the competitive opportunity band, where investor interest is present but margins require careful deal selection. The revenue-to-price ratio is average and occupancy stability sits below average, which together limit the upside for passive or under-managed investments — though a favorable supply/demand balance offers a potential edge for operators who can differentiate. Pairing this data with thorough local regulatory research and a clear operational plan will be essential to unlocking value in this market.

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, NY may need to obtain permits or register with local authorities before listing a property. Investors should verify current requirements directly with the City of Middletown and check for any New York State-level STR regulations that may apply.

Key Restrictions

Common STR restrictions in similar New York markets include occupancy limits, minimum stay requirements, noise ordinances, parking regulations, and HOA rules that may restrict or prohibit short-term rentals. Some jurisdictions also impose caps on the number of permits issued, so early research into local zoning and building codes is advisable.

Tax Obligations

Short-term rental hosts in New York are typically subject to state and local occupancy taxes, sales tax, and potentially tourism-related levies. Platforms like Airbnb often collect and remit certain taxes on behalf of hosts, but operators should confirm their full tax obligations with a local tax professional.

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

Short-Term Rental Financing for Middletown

Financing an Airbnb investment in Middletown requires lenders who understand STR income. Rabbu partner lenders offer:

  • DSCR Loans: Qualify based on property income, not personal income
  • Low Down Payment: As low as 10–15% for investment properties
  • Fast Closing: 21–30 day average close times
  • STR Experience: Lenders who understand vacation rental underwriting
Connect with a Middletown Lender →

Future Outlook & Long-Term Forecast

"Over the next 12–18 months, Middletown's STR market is likely to remain seasonal, with the strongest performance concentrated between May and October when monthly revenues can exceed $2,000. ADR growth may stay modest at 1–3% given current occupancy levels, so investors should focus on maximizing summer and fall bookings rather than expecting dramatic year-round gains. The rapid growth in listing counts could put additional pressure on occupancy unless demand keeps pace — something to watch closely heading into the next peak season."

— Rabbu Market Analysis Team

Frequently asked questions about Airbnb in Middletown, NY

What is the average Airbnb occupancy rate in Middletown?
The average Airbnb occupancy rate in Middletown is currently 28%, which falls below the New York state average of 40%. This lower occupancy rate means investors should plan conservatively and focus on optimizing listing quality, pricing strategy, and seasonal demand to improve booking performance.
How much do Airbnb hosts make in Middletown?
Airbnb hosts in Middletown earn an average of $1,686 per month and approximately $20,236 per year based on trailing 12-month historical data. Revenue varies significantly by season — August averages around $2,872 while January drops to roughly $890 — so annual cash flow planning should account for this seasonal spread.
Is Middletown a good market for Airbnb investment?
Middletown carries an ROI score of 37 out of 100, reflecting a competitive opportunity where strong investor interest and favorable supply/demand dynamics are tempered by below-average occupancy and moderate revenue-to-price ratios. Success here will likely depend on selective property acquisition, efficient operations, and the ability to capture peak-season demand from May through October.
What is the average daily rate (ADR) for Airbnb in Middletown?
The average daily rate for Airbnb listings in Middletown is $310, which comes in below the New York state average of $381. While the ADR is respectable, the combination with a 28% occupancy rate yields a RevPAN of $87, so improving occupancy or commanding premium rates through superior amenities and listing optimization will be key to stronger returns.
Are short-term rentals legal in Middletown?
Short-term rentals may be subject to local permitting and registration requirements in Middletown, NY. Regulations can change, so prospective investors should check directly with the City of Middletown and review any applicable New York State rules before purchasing or listing a property.
When is peak season for Airbnb in Middletown?
Peak season for Airbnb in Middletown runs from roughly May through October. August is the highest-earning month at $2,872 in average revenue, followed by October at $2,137 and September at $2,065. The winter months from January through March represent the slowest period, with revenues dropping below $1,100.
How many Airbnbs are there in Middletown?
As of April 2026, there are 23 active Airbnb listings in Middletown. The market has seen significant growth, with a 109% year-over-year increase in active listings, indicating rising investor and host interest in the area.
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. We average each comparable listing's actual revenue per available night (RevPAN) by month over the past year, remove regional outliers, and roll the results up to a market-level historical average. This approach anchors the figures to what hosts have actually earned recently while naturally reflecting seasonal peaks and slower months, since each month uses its own historical performance. Individual results can vary based on property quality, pricing strategy, and operational management.

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
  • Occupancy rate and average daily rate trends based on trailing 12-month performance data
  • Revenue and yield metrics including RevPAN, monthly revenue, and annual revenue estimates
  • Home value data sourced from the Zillow Home Value Index (ZHVI)
  • Amenity prevalence and property size distribution across active listings

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. Local regulations, permit requirements, and tax obligations may change; always verify current rules with municipal and state authorities before investing. Individual property results will vary based on location, condition, pricing strategy, and management quality.

Next Steps

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