Town of Southold, New York Airbnb Market Data 2026: STR Report & Statistics

Source: AirROIReviewed by Jun Zhou, Founder @ AirROI
Updated:

How much can you earn on Airbnb in Town of Southold, New York? Based on AirROI's 2026 dataset (April 2025 – March 2026), the short answer is $52,792 per year — at a $658 nightly rate, 34.7% occupancy, and a $245 RevPAR that reflects moderate rate-to-revenue efficiency with room to optimize.

Town of Southold's 490 active listings and selective demand that rewards strong listing quality and pricing strategy position it as a midsize vacation rental market. Supply grew 40.8% over the past year, yet revenue and nightly rates both trended upward — a signal that traveler demand is outpacing new inventory rather than being diluted by it. For hosts, pricing power remains intact even as competition increases.

Regulation is low with minimal registration requirements, pointing to an operator-friendly environment. The data points to a market where fundamentals reward execution — the right property, priced well, in the right neighborhood still outperforms.

What Are the Key Airbnb Metrics in Town of Southold?

In Town of Southold, the headline Airbnb metrics are $52,792 in average annual revenue,34.7% occupancy, $658 ADR, and $245 in RevPAR, and guests book about 67 days in advance.

Avg. Daily Rate (ADR)(?)
$658
The average rental revenue earned for an occupied room per day in Town of Southold.
Occupancy Rate(?)
34.7%
Moderate demand with booking opportunities.
Avg. Annual Revenue(?)
$52,792
Average annual income for an Airbnb listing in Town of Southold. Factors like property type, size, and location influence actual earnings.
RevPAR(?)
$245
Revenue per available rental night, combining occupancy and ADR into one efficiency metric.
Revenue Growth YoY(?)
5.7%
Positive growth (5.7%) vs. last year.
Active Airbnb Listings(?)
490
Total number of active short-term rentals listed.
Avg. Booking Lead Time(?)
67 days
How far in advance guests typically book in Town of Southold. Longer lead times indicate planned travel; shorter ones suggest last-minute demand.
STR Regulation Level(?)
Low
Fewer regulations, offering more operational flexibility.
Peak Revenue Month(?)
August
The month with the highest average earnings, indicating peak season in Town of Southold.
Lowest Revenue Month(?)
March
The month with the lowest average earnings, indicating the low season in Town of Southold.
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How Much Do Airbnb Hosts Earn Monthly in Town of Southold?

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

  • Best-in-class properties (Top 10%) achieve $13,412+ monthly, often utilizing dynamic pricing and superior guest experiences.
  • Strong performing properties (Top 25%) earn $8,339 or more, indicating effective management and desirable locations/amenities.
  • Typical properties (Median) generate around $4,623 per month, representing the average market performance.
  • Entry-level properties (Bottom 25%) see earnings around $2,431, often with potential for optimization.

Average Monthly Airbnb Earnings Trend in Town of Southold

What Is the Monthly Airbnb Occupancy Rate in Town of Southold?

Maximize your bookings by understanding the Town of Southold 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 Town of Southold:

  • Best-in-class properties (Top 10%) achieve 63%+ occupancy, indicating high desirability and potentially optimized availability.
  • Strong performing properties (Top 25%) maintain 45% or higher occupancy, suggesting good market fit and guest satisfaction.
  • Typical properties (Median) have an occupancy rate around 28%.
  • Entry-level properties (Bottom 25%) average 15% occupancy, potentially facing higher vacancy.

Average Monthly Occupancy Rate Trend in Town of Southold

What Is the Average Airbnb Nightly Rate in Town of Southold?

Effective short term rental pricing strategy in Town of Southold involves understanding monthly ADR fluctuations. The Average Daily Rate (ADR) for Airbnb in Town of Southold typically peaks in July and dips lowest during April. 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 $1,148+ per night, often due to premium features or locations.
  • Strong performing properties (Top 25%) achieve nightly rates of $782 or more.
  • Typical properties (Median) charge around $537 per night.
  • Entry-level properties (Bottom 25%) earn around $382 per night.

Average Daily Rate (ADR) Trend by Month in Town of Southold

What Is the RevPAR for Airbnb in Town of Southold?

RevPAR in Town of Southold is currently $245. Because RevPAR combines nightly rates with realized occupancy, it is one of the cleanest ways to compare how efficiently listings turn demand into revenue across the market.

  • Entry-level properties (Bottom 25%) see $114 RevPAR.
  • Typical properties (Median) generate $201 RevPAR.
  • Strong performers (Top 25%) earn $313 RevPAR.
  • Best-in-class (Top 10%) achieve $472 RevPAR.

Average Monthly RevPAR Trend in Town of Southold

RevPAR Insights for Town of Southold

  • The average RevPAR in Town of Southold is $245. This metric combines nightly rates with realized occupancy, making it one of the best single-number indicators of market efficiency.
  • The gap between the top 10% ($472) and bottom 25% ($114) is $358, indicating significant performance disparity driven by property quality, pricing strategy, and location.
  • RevPAR peaks in Aug and bottoms out in Mar, mirroring the broader seasonal demand pattern and suggesting opportunities for dynamic pricing.

Recommendations for Hosts

  • Track your own RevPAR monthly against these Town of Southold benchmarks. If your RevPAR falls below the median of $201, examine whether low occupancy or low ADR is the primary drag.
  • Top-quartile listings achieve $313+ RevPAR through a combination of competitive pricing, strong reviews, and strategic amenities. Target this tier through incremental improvements.
  • Use RevPAR rather than revenue alone when comparing properties of different sizes — it normalizes for available nights and gives a more accurate picture of performance.

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When Is the Peak Season for Airbnb in Town of Southold?

Town of Southold's peak Airbnb season falls in August, July, June, while the softest stretch is January, February, March. Overall, the market shows highly seasonal trends requiring careful strategy, which should guide pricing, minimum stays, and cash-flow planning.

Peak Season (August, July, June)
  • Revenue averages $11,892 per month
  • Occupancy rates average 49.9%
  • Daily rates average $722
Shoulder Season
  • Revenue averages $5,319 per month
  • Occupancy maintains around 30.5%
  • Daily rates hold near $635
Low Season (January, February, March)
  • Revenue drops to average $2,550 per month
  • Occupancy decreases to average 17.3%
  • Daily rates adjust to average $626

Seasonality Insights for Town of Southold

  • Airbnb seasonality in Town of Southold is pronounced. Revenue swings sharply between peak and low months, which means pricing strategy, minimum-stay settings, and cash reserves all need to account for extended slower periods.
  • During the high season, the absolute peak month showcases Town of Southold's highest earning potential, with monthly revenues climbing to $14,800, occupancy reaching 59.3%, and ADRs peaking at $731.
  • Conversely, the slowest single month marks the market's lowest point — revenue may dip to $2,169, occupancy could drop to 14.7%, and ADRs may adjust to $597.
  • Lower occupancy paired with meaningful seasonality means hosts in Town of Southold need to maximize every peak-season booking and seriously consider whether off-season pricing adjustments or minimum-stay changes can capture incremental revenue.

Seasonal Strategies for Maximizing Profit

  • Peak Season: Maximize revenue through premium pricing and potentially longer minimum stays. Ensure high availability and consider tightening cancellation policies to reduce last-minute gaps.
  • Low Season: Offer competitive pricing, extended-stay discounts, and flexible cancellation policies. Target off-season travelers like remote workers, budget-conscious guests, and travelers with flexible schedules.
  • Shoulder Seasons: Implement dynamic pricing that bridges peak and low rates. Target weekend travelers, local events, and business visitors. Slightly more flexible terms than peak season can help maintain occupancy without deep discounting.
  • In a highly seasonal market like Town of Southold, building a cash reserve during the top months is essential for covering fixed costs during the slow period. Automated pricing tools can help capture demand shifts in real time.

Do You Need a License for Airbnb in Town of Southold?

Low regulation and minimal registration activity in Town of Southold, New York, United States point to an operator-friendly environment. That said, even low-regulation markets may have tax collection requirements, safety standards, or HOA rules that affect short-term rental operations. Always verify the latest short-term rental regulations and Airbnb license requirements directly with local government authorities for Town of Southold to ensure full compliance before hosting.

(Source: AirROI data, 2026, based on 1% licensed listings)

What Are the Best Neighborhoods for Airbnb in Town of Southold?

Location within Town of Southold matters. Even in a midsize market, the difference between neighborhoods can mean a material gap in occupancy, nightly rate, and overall Airbnb revenue. Below are 8 areas where short-term rental activity and guest interest are concentrated — along with the reasons each neighborhood appeals to travelers.

Best neighborhoods for Airbnb in Town of Southold
Neighborhood / AreaWhy Host Here? (Target Guests & Appeal)Key Attractions & Landmarks
Southold Town Center
The Town Center is the heart of Southold, offering a mix of shops, restaurants, and local attractions. It's popular with visitors wanting easy access to various local amenities, parks, and events.
Southold Historical Society Museum, Founders Landing Park, Breweries in North Fork, Local Farmers Markets, Nearby Wineries
Greenport
Greenport is a picturesque waterfront village known for its charming shops, restaurants, and scenic views. It's a top destination for tourists seeking a quaint, maritime atmosphere with plenty of activities.
Greenport Harbor Brewing Co., East End Seaport Museum & Marine Foundation, Long Island Science Center, Port of Greenport, Local wineries and vineyards
Mattituck
Mattituck combines rural charm with a variety of family attractions, making it ideal for family-friendly stays. It's located near the beach and several vineyard options.
Mattituck Creek County Park, Local Vineyards, Bayside Marina, Agricultural fairs, Close proximity to beaches
Jamesport
Jamesport is a quiet, residential area that attracts those looking for a peaceful getaway, while still being close to attractions in the North Fork region. Perfect for relaxation and escape.
Jamesport Vineyards, Local farm stands, Beaches at nearby Hampton Bays, Biking trails, Potato fields and agricultural tours
Peconic
Peconic is known for its beautiful landscapes and proximity to nature reserves. Attracts visitors who appreciate outdoor activities, especially wine-tasting tours in the North Fork.
Bailie Beach Park, Peconic River Kayaking, Local vineyards, Summer Farmers Markets, Nature hikes in the area
Matters Beach
Matters Beach is a small, scenic beach area that attracts visitors looking for sun and relaxation. Ideal for families and small gatherings, it's perfect for those wanting a beach experience.
Matters Beach, Picnic spots and relaxation areas, Local seafood shacks, Water sports activities, Sunset views
Cutchogue
Cutchogue is famous for its wineries and farms, giving visitors a taste of the North Fork's agriculture. It's popular among those looking for a unique, rural stay.
Cutchogue Harbor, Local wineries, Wine tastings and tours, Historical landmarks, Farmers markets
Orient Point
Orient Point is at the tip of the North Fork, known for its beach access and ferry services. Great for adventurous visitors wanting to explore nearby areas, including Shelter Island.
Orient Beach State Park, Ferry to Shelter Island, Historic Orient Point Lighthouse, Local fishing spots, Natural hiking trails

With 8 distinct neighborhoods showing meaningful short-term rental activity, Town of Southold offers diversification within a single market. Investors can tailor their strategy — from high-turnover tourist zones to quieter residential areas that attract longer stays and remote workers.

What Types of Properties Are on Airbnb in Town of Southold?

Room Type Distribution

Property Type Distribution

Market Composition Insights for Town of Southold

  • The Town of Southold Airbnb market composition is heavily skewed towards Entire Home/Apt listings, which make up 92.2% of the 490 active rentals. This indicates strong guest preference for privacy and space.
  • Looking at the property type distribution in Town of Southold, House properties are the most common (79.2%), reflecting the local real estate landscape.
  • Houses represent a significant 79.2% portion, catering likely to families or larger groups.
  • The presence of 6.3% Hotel/Boutique listings indicates integration with traditional hospitality.
  • Smaller segments like others, outdoor/unique (combined 3.2%) offer potential for unique stay experiences.

Town of Southold Airbnb Room Capacity Analysis (2026): Bedroom Distribution

Distribution of Listings by Number of Bedrooms

Room Capacity Insights for Town of Southold

  • The dominant room capacity in Town of Southold is 3 bedrooms listings, making up 32% of the market. This suggests a strong demand for properties suitable for families or small groups.
  • Together, 3 bedrooms and 4 bedrooms properties represent 54.7% of the active Airbnb listings in Town of Southold, indicating a high concentration in these sizes.
  • A significant 63.7% of listings offer 3+ bedrooms, catering to larger groups and families seeking more space in Town of Southold.

Town of Southold Vacation Rental Guest Capacity Trends (2026)

Distribution of Listings by Guest Capacity

Guest Capacity Insights for Town of Southold

  • The most common guest capacity trend in Town of Southold vacation rentals is listings accommodating 8+ guests (37.3%). This suggests the primary traveler segment is likely larger groups.
  • Properties designed for 8+ guests and 6 guests dominate the Town of Southold STR market, accounting for 64.6% of listings.
  • 66.6% of properties accommodate 6+ guests, serving the market segment for larger families or group travel in Town of Southold.
  • On average, properties in Town of Southold are equipped to host 5.8 guests.

How Do Listings in Town of Southold Compare on Quality?

Listing quality in Town of Southold can be approximated through presentation depth, bedroom count, and how often hosts disclose exact locations. These signals show how professionally the local supply base is merchandised.

Average Photos per Listing(?)
29.8
More photos correlate with higher conversion rates.
Average Beds per Listing(?)
4
Reflects the capacity profile of the local supply.
Exact Location Enabled(?)
13.7%
Builds guest trust and improves booking confidence.

Listing Quality Insights for Town of Southold

  • At 29.8 photos per listing on average, Town of Southold hosts invest well in visual presentation. Listings with 20+ photos consistently outperform in search ranking and conversion.
  • 13.7% of listings show their exact location. Lower disclosure rates can increase booking hesitation — guests want to know exactly where they are staying.

Recommendations for Hosts

  • Enable exact location if possible — it removes a common source of guest uncertainty and can improve your listing's position in map-based searches.
  • Use these quality indicators as a self-audit checklist. Listings that exceed the Town of Southold averages across all three metrics are better positioned for premium pricing.

What Amenities Do Airbnb Guests Expect in Town of Southold?

Amenity Prevalence

Amenity Insights for Town of Southold

  • Essential amenities in Town of Southold that guests expect include: TV, Air conditioning, Wifi, Smoke alarm, Carbon monoxide alarm, Heating, Free parking on premises. Lacking these (any) could significantly impact bookings.
  • Popular amenities like Kitchen, Hot water, Coffee maker are common but not universal. Offering these can provide a competitive edge.

Recommendations for Hosts

  • Ensure your listing includes all essential amenities for Town of Southold: TV, Air conditioning, Wifi, Smoke alarm, Carbon monoxide alarm, Heating, Free parking on premises.
  • Prioritize adding missing essentials: TV, Air conditioning, Wifi, Smoke alarm, Carbon monoxide alarm, Heating, Free parking on premises.
  • Consider adding popular differentiators like Kitchen or Hot water 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 Town of Southold to stay competitive.

Which Airbnb Amenities Boost Revenue in Town of Southold?

Not every amenity matters equally. This table focuses on the amenities most associated with higher revenue in Town of Southold, which makes it more useful for prioritizing upgrades than a simple popularity list alone.

AmenityPrevalenceRevenue WithRevenue WithoutRevenue Uplift
Heating
97.3%$53,856$13,730292.3%
Free parking on premises
96.1%$54,145$19,230181.6%
Kitchen
91.2%$55,751$22,032153.0%
Pool tableHigh opportunity
1.0%$119,547$52,103129.4%
Cooking basics
78.8%$59,968$26,156129.3%
Dishwasher
68.0%$63,754$29,539115.8%
Arcade gamesHigh opportunity
1.2%$112,093$52,056115.3%
Dishes and silverware
83.5%$57,793$27,537109.9%
Coffee maker
86.7%$56,685$27,333107.4%
Washer
80.6%$58,482$29,129100.8%

Revenue Impact Insights for Town of Southold

  • Heating tops the revenue impact list with a 292.3% uplift — listings with this amenity earn $53,856 vs. $13,730 without it.
  • High-opportunity amenities — Pool table, Arcade games — combine revenue uplift above 100% with prevalence under 10%, meaning most competitors haven't adopted them yet.
  • Heating, Free parking on premises, Kitchen, Dishes and silverware, Coffee maker, Washer — while widespread — still correlate with meaningful revenue gains, making them table stakes rather than true differentiators.

Recommendations for Hosts

  • Prioritize adding Pool table — it has the best combination of high revenue impact and low market saturation in Town of Southold.
  • Focus your upgrade budget on amenities in the top half of this table. Below-median amenities may improve guest experience but contribute less to revenue growth.
  • Highlight revenue-impacting amenities prominently in your listing title, photos, and description — guests can't value what they don't notice.

Dive Deeper: Advanced Town of Southold STR Market Data (2026)

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

Explore Advanced Metrics

Town of Southold Airbnb Guest Demographics & Profile Analysis (2026)

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 Town of Southold

  • The typical guest profile for Airbnb in Town of Southold 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 Spanish.
  • Domestic travelers account for 95.8% of guests.
  • Key international markets include United States (95.8%) and United Kingdom (1%).
  • Top languages spoken are English (65.4%) followed by Spanish (13.2%).
  • 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.

What Are Airbnb Guest Ratings in Town of Southold?

Listings in Town of Southold average 4.9 out of 5 overall, with about 50 reviews per active listing and 50.0% of listings carrying the Guest Favorite badge.

Rating Breakdown by Category

Guest Rating Insights for Town of Southold

  • With an overall rating of 4.9, Town of Southold listings meet an exceptionally high bar. Guests consistently report strong satisfaction, which drives repeat bookings and referral traffic.
  • The strongest subcategory is Check-in (4.95), while Value (4.77) trails behind — a useful signal for hosts looking to prioritize upgrades.
  • 50.0% of listings carry the Guest Favorite badge, a strong trust signal that can meaningfully lift click-through and booking rates.

Recommendations for Hosts

  • Focus improvement efforts on Value — even small gains in the weakest subcategory can lift overall ratings and search ranking.
  • Encourage guests to leave reviews after checkout. Listings with more reviews rank higher in search results and convert browsers into bookers more effectively.

Town of Southold Airbnb Booking Patterns (2026): Available vs. Booked Days

Available Days Distribution

Booked Days Distribution

Booking Pattern Insights for Town of Southold

  • The most common availability pattern in Town of Southold falls within the 271-366 days range, representing 64.5% of listings. This suggests many properties have significant open periods on their calendars.
  • Approximately 93.9% of listings show high availability (181+ days open annually), indicating potential for increased bookings or specific owner usage patterns.
  • For booked days, the 31-90 days range is most frequent in Town of Southold (42.2%), reflecting common guest stay durations or potential owner blocking patterns.
  • A notable 6.7% of properties secure long booking periods (181+ days booked per year), highlighting successful long-term rental strategies or significant owner usage.

How Far in Advance Do Guests Book Airbnb in Town of Southold?

Average Booking Lead Time by Month

Booking Lead Time Insights for Town of Southold

  • The overall average booking lead time for vacation rentals in Town of Southold is 67 days.
  • Guests book furthest in advance for stays during August (average 104 days), likely coinciding with peak travel demand or local events.
  • The shortest booking windows occur for stays in February (average 16 days), indicating more last-minute travel plans during this time.
  • Seasonally, Summer (86 days avg.) sees the longest lead times, while Winter (30 days avg.) has the shortest, reflecting typical travel planning cycles.

Recommendations for Hosts

  • Use the overall average lead time (67 days) as a baseline for your pricing and availability strategy in Town of Southold.
  • For August stays, consider implementing length-of-stay discounts or slightly higher rates for bookings made less than 104 days out to capitalize on advance planning.
  • Target marketing efforts for the Summer season well in advance (at least 86 days) to capture early planners.
  • Monitor your own booking lead times against these Town of Southold averages to identify opportunities for dynamic pricing adjustments.

What Is the Average Length of Stay for Airbnb in Town of Southold?

Guests in Town of Southold stay about 5.3 nights on average, generating roughly 8,378 reservations and 17.1 bookings per listing in the latest AirROI dataset. The most common check-in time is 3:00 PM and check-out is 11:00 AM.

Monthly Length of Stay in Town of Southold

Check-in Time Distribution

Check-out Time Distribution

Stay Pattern Insights for Town of Southold

  • A mid-range stay length points to leisure-driven demand — weekend getaways and short vacations. Hosts should optimize for quick turnover efficiency while keeping the guest experience smooth.
  • 17.1 bookings per listing is a manageable pace that balances revenue with operational overhead.
  • Stay lengths peak in Jul (6.8 nights) and shorten in Oct (3 nights). Adjust minimum-night requirements seasonally to match.

Recommendations for Hosts

  • Leverage the longer-stay pattern by offering weekly discounts — even 5-10% off can convert browsing into bookings for guests considering an extended stay.
  • Set your check-in time to match or beat the market standard of 3:00 PM. Offering early check-in flexibility can be a low-cost differentiator.
  • Monitor length-of-stay seasonality to adjust minimum-night requirements — longer minimums during peak periods maximize revenue while shorter minimums fill gaps in shoulder seasons.

Town of Southold Airbnb Minimum Stay Requirements Analysis

Distribution of Listings by Minimum Night Requirement

1 Night (10.2%)

1 Night

50 listings

10.2% of total

2 Nights (15.5%)

2 Nights

76 listings

15.5% of total

3 Nights (4.7%)

3 Nights

23 listings

4.7% of total

4-6 Nights (10.6%)

4-6 Nights

52 listings

10.6% of total

7-29 Nights (22.4%)

7-29 Nights

110 listings

22.4% of total

30+ Nights (36.5%)

30+ Nights

179 listings

36.5% of total

Key Insights

  • The most prevalent minimum stay requirement in Town of Southold is 30+ Nights, adopted by 36.5% of listings. This highlights the market's preference for longer commitments.
  • A significant segment (36.5%) caters to monthly stays (30+ nights) in Town of Southold, pointing to opportunities in the extended-stay market.

Recommendations

  • Align with the market by considering a 30+ Nights minimum stay, as 36.5% of Town of Southold hosts use this setting.
  • If feasible, allowing 1-night stays, especially midweek or during low season, could capture last-minute bookings, as only 10.2% currently do.
  • Explore offering discounts for stays of 30+ nights to attract the 36.5% of the market seeking extended stays.
  • Adjust minimum nights based on seasonality – potentially shorter during low season and longer during peak demand periods in Town of Southold.

Town of Southold Airbnb Cancellation Policy Trends Analysis (2026)

Super Strict 60 Days

7 listings

1.4% of total

Super Strict 30 Days

10 listings

2% of total

Limited

5 listings

1% of total

Flexible (6.9%)

Flexible

34 listings

6.9% of total

Moderate (13.3%)

Moderate

65 listings

13.3% of total

Firm (49.6%)

Firm

243 listings

49.6% of total

Strict (25.7%)

Strict

126 listings

25.7% of total

Cancellation Policy Insights for Town of Southold

  • The prevailing Airbnb cancellation policy trend in Town of Southold is Firm, used by 49.6% of listings.
  • A majority (75.3%) of hosts in Town of Southold 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 49.6% market standard in Town of Southold.
  • Regularly review your cancellation policy against competitors and market demand shifts in Town of Southold.

How Much Are Airbnb Cleaning Fees in Town of Southold?

Cleaning fees in Town of Southold are meaningful operating levers, not just pass-through charges. What matters most is how often hosts charge them, how high they run relative to market norms, and how large a share of gross revenue they consume.

Average Cleaning Fee
$401
Median Cleaning Fee
$200
Listings Charging a Fee
81.6%
Fee as Revenue Share
7.7%

Cleaning Fee Insights for Town of Southold

  • 81.6% of listings charge a cleaning fee, making it standard practice in Town of Southold. Guests expect it and factor it into their booking decisions.
  • The gap between the average ($401) and median ($200) cleaning fee indicates some high-end properties are pulling the average up considerably.
  • Cleaning fees represent 7.7% of gross revenue on average — a modest component of the overall booking price.

Recommendations for Hosts

  • Price your cleaning fee competitively against the Town of Southold median of $200. Fees significantly above market norms can deter bookings, especially for shorter stays.
  • Monitor competitor cleaning fees regularly. Airbnb's search algorithm factors in total price, so a well-calibrated cleaning fee can improve your listing's ranking.

What Do the Top Airbnb Listings in Town of Southold Look Like?

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

Greenport Beach House

Greenport Beach House

Entire Place • 6 bedrooms

$274,334
Revenue
54.9%
Occupancy
$1505.75
Daily Rate
North Fork Modern Farmhouse

North Fork Modern Farmhouse

Entire Place • 4 bedrooms

$265,876
Revenue
45.9%
Occupancy
$1941.61
Daily Rate
Stunning Beachfront Home ~ Family Friendly

Stunning Beachfront Home ~ Family Friendly

Entire Place • 5 bedrooms

$223,247
Revenue
46.1%
Occupancy
$1590.20
Daily Rate
Stunning 6br Waterfront Greenport Beach house

Stunning 6br Waterfront Greenport Beach house

Entire Place • 6 bedrooms

$220,048
Revenue
64.7%
Occupancy
$1417.25
Daily Rate
New! 6BR, 4.5 Bath, Pool, Hot Tub, Walk to Beach

New! 6BR, 4.5 Bath, Pool, Hot Tub, Walk to Beach

Entire Place • 6 bedrooms

$219,413
Revenue
58.8%
Occupancy
$1397.64
Daily Rate
NOFO Oasis: Wine Country Escape

NOFO Oasis: Wine Country Escape

Entire Place • 4 bedrooms

$202,030
Revenue
59.1%
Occupancy
$881.07
Daily Rate

Note: Performance varies based on location, size, amenities, seasonality, and management quality. Data reflects the past 12 months.

Who Are the Top Airbnb Hosts in Town of Southold?

Learn from the best! This table showcases top-performing Airbnb hosts in Town of Southold based on the number of properties managed and estimated total revenue over the past year. Analyze their scale and performance metrics.

Top Airbnb hosts in Town of Southold by revenue
Host NamePropertiesGrossing RevenueStay ReviewsAvg Rating
LuxuryBeachGetaway8$463,548624.69/5.0
Gasper5$352,0383394.95/5.0
Meredith2$308,319714.99/5.0
Cliffside9$280,733694.82/5.0
Antonia1$274,3341254.97/5.0
Dogan1$265,876105.00/5.0
Anthony2$264,7191354.88/5.0
Sofia Victoria6$264,1931154.93/5.0
Kelsey3$264,042295.00/5.0
Cj4$262,87613514.94/5.0

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 Town of Southold.

Who Are the Airbnb Hosts in Town of Southold?

Town of Southold has a relatively balanced host base.

Superhosts
46.7%
Professional Management
8.6%
Cohosted Listings
24.5%
Instant Book Enabled
4.1%
Simplified Pricing
61.0%

Host Profile Insights for Town of Southold

  • A 46.7% Superhost share is healthy — enough experienced operators to anchor quality without making the market impenetrable for newcomers.
  • 8.6% of listings are professionally managed, reflecting a market still dominated by individual hosts.
  • 4.1% of listings have Instant Book enabled. Lower Instant Book adoption means many guests must request approval, which can slow conversions.
  • 61.0% of listings use Airbnb's simplified pricing (host-only fee), where the host pays the entire platform service fee and the guest sees one all-in price with no separate Airbnb service charge. High adoption signals a professional, PMS-connected host base — Airbnb mandates simplified pricing for software-connected listings.

Recommendations for Hosts

  • Earning Superhost status can significantly improve search ranking and guest trust. Focus on maintaining high response rates, low cancellations, and strong reviews.
  • Consider enabling Instant Book — it reduces booking friction and Airbnb's algorithm tends to favor Instant Book listings in search results.
  • With 24.5% cohosted listings, there may be a growing local market for property management services.
  • Benchmark your host metrics against these Town of Southold averages regularly and adjust your hosting strategy based on what top performers do differently.

Top Professional Management Companies in Town of Southold

These are the highest-grossing professional property management operations in Town of Southold, ranked by total revenue across their portfolio. Their performance metrics offer a benchmark for what institutional-level hosting looks like in this market.

Top Airbnb management companies in Town of Southold
CompanyListingsRevenueADROcc.Rating
LuxuryBeachGetaway8$463,548$75137.8%4.69/5
Meredith2$308,319$1,10446.5%4.99/5
Cliffside9$280,733$51324.7%4.82/5
StayMarquis5$243,058$1,88120.9%4.88/5
Vince2$115,018$39561.9%4.99/5
Sound View Greenport New York3$107,642$54621.1%4.74/5
Evolve4$100,453$26634.9%4.91/5
Margie1$90,162$65340.7%4.91/5
Phaedra1$87,131$59368.1%4.96/5
Harborfront Inn At Greenport N2$59,694$35627.2%4.78/5

Management Company Insights for Town of Southold

  • The leading management company, LuxuryBeachGetaway, operates 8 listings with $463,548 in gross revenue — a useful benchmark for what scale looks like in Town of Southold.
  • Top managers average 4 properties each, suggesting professional management in Town of Southold still operates at a relatively boutique scale.
  • Professionally managed listings in the top tier average 4.87/5 in guest ratings — demonstrating that scale and quality can coexist.

Recommendations

  • With only 8.6% of listings professionally managed, there may be an opportunity to differentiate through more structured operations and consistent guest experiences.
  • Study how top management companies price, position, and maintain their portfolios — their ADR and occupancy rates reflect strategies refined across dozens of listings.
  • If you're considering hiring a property manager, compare their portfolio performance against these benchmarks before committing.

How Does Town of Southold's Airbnb Market Compare to Nearby Cities?

How does the Town of Southold 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.

Compared with Wellesley, Town of Southold has 14 percentage points lower occupancy and about $111 higher ADR. That helps frame whether this market is winning more on demand, pricing, or both.

Airbnb markets near Town of Southold — performance comparison
MarketActive PropertiesMonthly RevenueDaily RateAvg. Occupancy
Sag Harbor15$6,214$1281.7740%
Town of Ancram20$6,037$540.0138%
Town of East Hampton1,298$5,936$1031.2535%
Middletown395$5,624$614.8644%
Town of Southampton1,183$5,535$1042.6833%
Monterey39$5,492$465.0944%
Town of Pleasant Valley26$5,430$555.7940%
Wellesley21$5,292$546.3849%
New Shoreham120$5,232$662.4344%
North Andover12$5,229$454.4644%

Frequently Asked Questions About Airbnb in Town of Southold

These quick answers summarize the most common investor and operator questions using AirROI's latest market data for Town of Southold.

How much do Airbnb hosts make in Town of Southold?

Town of Southold hosts earn about $52,792 per year on average, with an average nightly rate of $658 and RevPAR of $245. Those figures describe the typical revenue environment for active listings in Town of Southold, New York, not the ceiling for the best operators. Source: AirROI 2026 data, Town of Southold market, April 2025 to March 2026.

What is the average Airbnb occupancy rate in Town of Southold?

The average Airbnb occupancy rate in Town of Southold is 34.7%. August is the strongest month and March is the softest, so hosts should expect demand to move meaningfully throughout the year rather than stay flat.

What is the average Airbnb daily rate in Town of Southold?

Listings in Town of Southold average $658 per night. The broader pricing spread also matters: lower-performing listings cluster closer to the lower quartiles, while premium homes can price materially above the city average when demand spikes or listing quality stands out.

How many Airbnb listings are active in Town of Southold?

Town of Southold currently has about 490 active Airbnb listings in AirROI's market dataset. That supply count helps explain how competitive the market is, how much depth there is for benchmarking, and whether the market behaves like a niche destination or a scaled urban market.

How strict are short-term rental regulations in Town of Southold?

AirROI currently classifies the short-term rental regulation level in Town of Southold as Low. The dataset also shows about 0.6% of listings with registration evidence. That is a market signal, not legal advice, so hosts should still confirm current licensing and compliance rules locally before listing.

What is the RevPAR for Airbnb in Town of Southold?

RevPAR in Town of Southold is about $245. That metric combines pricing and occupancy into one efficiency number, so it is often a better quick benchmark than ADR alone when investors want to compare how well listings convert nightly rates into realized revenue.

Is Airbnb profitable in Town of Southold?

Occupancy of 34.7% means Town of Southold is a more selective market. Profitability is achievable but requires careful cost management, premium positioning, or targeting longer stays to reduce turnover. Average annual revenue is $52,792, but individual returns depend on property type, location within the city, and the host's operating efficiency.

How far in advance do guests book Airbnb in Town of Southold?

The average booking lead time in Town of Southold is about 67 days — a longer planning horizon typical of destination or vacation markets where travelers book well in advance. Hosts who understand their market's booking cadence can adjust minimum stays and pricing windows accordingly.

What are the best neighborhoods for Airbnb in Town of Southold?

Based on AirROI's analysis, some of the top neighborhoods for short-term rentals in Town of Southold include Southold Town Center, Greenport, Mattituck. Each area attracts different guest profiles — from business travelers to leisure visitors — so the best location depends on the property type and target audience a host is aiming for. See the full neighborhood breakdown above.

What type of property performs best on Airbnb in Town of Southold?

entire_home listings make up 92.2% of the active supply in Town of Southold. The most common configuration does not always mean the most profitable — operators who identify underserved property types or bedroom counts can sometimes outperform the market average by filling a gap in local supply.

How does Town of Southold compare to nearby Airbnb markets?

Among neighboring markets, Sag Harbor posts $74,562 in average annual revenue with 39.7% occupancy, compared to Town of Southold's $52,792 and 34.7%. Comparing nearby markets helps investors understand whether a destination's performance reflects local demand or broader regional trends.

What is the average length of stay in Town of Southold?

The average Airbnb stay length in Town of Southold is about 5.3 nights. That matters for turnover, cleaning operations, and pricing strategy because shorter stays increase changeovers while longer stays can smooth occupancy and reduce operational friction.

What is the average Airbnb guest rating in Town of Southold?

Airbnb listings in Town of Southold average 4.9 out of 5 overall. About 50.0% of listings carry the guest favorite badge, which suggests a meaningful share of inventory is competing on review quality rather than price alone.

Which amenities boost Airbnb revenue in Town of Southold?

Heating and Free parking on premises are among the strongest revenue-linked amenities in Town of Southold. In AirROI's latest dataset, listings with these amenities outperform those without on average revenue, which makes amenities analysis useful for prioritizing investment and listing upgrades.

Do Airbnb hosts charge cleaning fees in Town of Southold?

Yes. About 81.6% of active Airbnb listings in Town of Southold charge a cleaning fee, and the average fee is $401. The more important operating benchmark is how much of gross revenue that fee consumes, not just the absolute dollar amount.

What percentage of Airbnb hosts are Superhosts in Town of Southold?

A 46.7% Superhost rate signals a highly competitive market where review quality and responsiveness are table stakes, not differentiators.

About AirROI Market Data

AirROI tracks over 20 million properties across 190+ countries and maintains 15+ years of historical performance data, making it one of the deepest Airbnb and STR intelligence platforms available. The analytics pipeline aggregates listing-level data monthly — revenue, occupancy, nightly rates, RevPAR, guest demographics, booking patterns, and competitive supply — so investors and operators can benchmark any market against its own history and against neighboring destinations.

Real estate investors, property managers, financial institutions, hedge funds, tourism boards, hospitality consultants, tech platforms, and academic researchers rely on AirROI data to underwrite acquisitions, optimize pricing, model macro trends, and conduct peer-reviewed research. Data is available through in-depth market reports like this one and the Airbnb API with 22 endpoints and an Airbnb MCP Server for AI agents.

AirROI proprietary analytics as of 2026-03-31. Metrics reflect trailing twelve-month aggregates from active listings. Revenue figures are market averages, not projections. Neighborhood descriptions are AI-generated and reviewed for accuracy. For full methodology, see the data methodology page.

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