Stockbridge, Vermont Airbnb Market Data 2026: STR Report & Statistics

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

How much can you earn on Airbnb in Stockbridge, Vermont? Based on AirROI's 2026 dataset (April 2025 – March 2026), the short answer is $38,905 per year — at a $417 nightly rate, 34.8% occupancy, and a $156 RevPAR that reflects moderate rate-to-revenue efficiency with room to optimize.

With just 28 active listings, Stockbridge is a micro-market where selective demand that rewards strong listing quality and pricing strategy. Supply grew 55.6% year over year, and the market is recalibrating around a new competitive baseline. This is the stage where hosts who invest in amenities, guest experience, and dynamic pricing build durable advantages that compound as the market matures.

Regulation is low with minimal registration requirements, pointing to an operator-friendly environment. In a market this size, differentiated listings with strong reviews can capture outsized returns relative to the competition.

What Are the Key Airbnb Metrics in Stockbridge?

In Stockbridge, the headline Airbnb metrics are $38,905 in average annual revenue,34.8% occupancy, $417 ADR, and $156 in RevPAR, and guests book about 45 days in advance.

Avg. Daily Rate (ADR)(?)
$417
The average rental revenue earned for an occupied room per day in Stockbridge.
Occupancy Rate(?)
34.8%
Moderate demand with booking opportunities.
Avg. Annual Revenue(?)
$38,905
Average annual income for an Airbnb listing in Stockbridge. Factors like property type, size, and location influence actual earnings.
RevPAR(?)
$156
Revenue per available rental night, combining occupancy and ADR into one efficiency metric.
Revenue Growth YoY(?)
-15.3%
Significant decrease (-15.3%) vs. last year.
Active Airbnb Listings(?)
28
Total number of active short-term rentals listed.
Avg. Booking Lead Time(?)
45 days
How far in advance guests typically book in Stockbridge. 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(?)
February
The month with the highest average earnings, indicating peak season in Stockbridge.
Lowest Revenue Month(?)
May
The month with the lowest average earnings, indicating the low season in Stockbridge.
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How Much Do Airbnb Hosts Earn Monthly in Stockbridge?

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

  • Best-in-class properties (Top 10%) achieve $9,174+ monthly, often utilizing dynamic pricing and superior guest experiences.
  • Strong performing properties (Top 25%) earn $6,337 or more, indicating effective management and desirable locations/amenities.
  • Typical properties (Median) generate around $3,470 per month, representing the average market performance.
  • Entry-level properties (Bottom 25%) see earnings around $1,873, often with potential for optimization.

Average Monthly Airbnb Earnings Trend in Stockbridge

What Is the Monthly Airbnb Occupancy Rate in Stockbridge?

Maximize your bookings by understanding the Stockbridge STR occupancy trends. Seasonal demand shifts significantly influence how often properties are booked. Typically, Octobersees the highest demand (peak season occupancy), while May 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 Stockbridge:

  • Best-in-class properties (Top 10%) achieve 70%+ occupancy, indicating high desirability and potentially optimized availability.
  • Strong performing properties (Top 25%) maintain 49% or higher occupancy, suggesting good market fit and guest satisfaction.
  • Typical properties (Median) have an occupancy rate around 29%.
  • Entry-level properties (Bottom 25%) average 17% occupancy, potentially facing higher vacancy.

Average Monthly Occupancy Rate Trend in Stockbridge

What Is the Average Airbnb Nightly Rate in Stockbridge?

Effective short term rental pricing strategy in Stockbridge involves understanding monthly ADR fluctuations. The Average Daily Rate (ADR) for Airbnb in Stockbridge typically peaks in February 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 $725+ per night, often due to premium features or locations.
  • Strong performing properties (Top 25%) achieve nightly rates of $543 or more.
  • Typical properties (Median) charge around $332 per night.
  • Entry-level properties (Bottom 25%) earn around $190 per night.

Average Daily Rate (ADR) Trend by Month in Stockbridge

What Is the RevPAR for Airbnb in Stockbridge?

RevPAR in Stockbridge is currently $156. 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 $72 RevPAR.
  • Typical properties (Median) generate $139 RevPAR.
  • Strong performers (Top 25%) earn $189 RevPAR.
  • Best-in-class (Top 10%) achieve $301 RevPAR.

Average Monthly RevPAR Trend in Stockbridge

RevPAR Insights for Stockbridge

  • The average RevPAR in Stockbridge is $156. 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% ($301) and bottom 25% ($72) is $229, indicating significant performance disparity driven by property quality, pricing strategy, and location.
  • RevPAR peaks in Feb and bottoms out in May, mirroring the broader seasonal demand pattern and suggesting opportunities for dynamic pricing.

Recommendations for Hosts

  • Track your own RevPAR monthly against these Stockbridge benchmarks. If your RevPAR falls below the median of $139, examine whether low occupancy or low ADR is the primary drag.
  • Top-quartile listings achieve $189+ 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 Stockbridge?

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

Peak Season (February, January, March)
  • Revenue averages $8,209 per month
  • Occupancy rates average 46.8%
  • Daily rates average $480
Shoulder Season
  • Revenue averages $4,065 per month
  • Occupancy maintains around 34.3%
  • Daily rates hold near $391
Low Season (April, May, August)
  • Revenue drops to average $2,277 per month
  • Occupancy decreases to average 26.2%
  • Daily rates adjust to average $345

Seasonality Insights for Stockbridge

  • Airbnb seasonality in Stockbridge 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 Stockbridge's highest earning potential, with monthly revenues climbing to $8,652, occupancy reaching 52.6%, and ADRs peaking at $509.
  • Conversely, the slowest single month marks the market's lowest point — revenue may dip to $1,872, occupancy could drop to 24.4%, and ADRs may adjust to $334.
  • Lower occupancy paired with meaningful seasonality means hosts in Stockbridge 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 Stockbridge, 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 Stockbridge?

Low regulation and minimal registration activity in Stockbridge, Vermont, 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 Stockbridge to ensure full compliance before hosting.

(Source: AirROI data, 2026, finding no licensed listings among those analyzed)

What Are the Best Neighborhoods for Airbnb in Stockbridge?

With a compact short-term rental market, Stockbridge gives early-mover hosts an advantage in the right neighborhoods. The areas listed below are where guest demand and local attractions converge — a useful lens for investors evaluating whether to enter this market and where to position their listing.

Best neighborhoods for Airbnb in Stockbridge
Neighborhood / AreaWhy Host Here? (Target Guests & Appeal)Key Attractions & Landmarks
Stockbridge Village
Quaint village atmosphere with a rich history and proximity to scenic landscapes. Ideal for those looking for a peaceful retreat while enjoying local amenities.
Stockbridge Main Street, Norman Rockwell Museum, Pittsfield State Forest, Berkshire Botanical Garden, Naumkeag
Monument Mountain
A popular hiking destination featuring sweeping views of the Berkshires. A great spot for nature lovers and outdoor enthusiasts looking for adventure.
Monument Mountain, Appalachian Trail, Daisy's Farm, Great Barrington, Bash Bish Falls State Park
Lee
Charming town known for its antique shops and access to the picturesque Laurel Lake. Perfect for families and those looking to explore the Berkshires.
Lee Premium Outlets, Laurel Lake, Kennedy Park, Beartown State Forest, Housatonic River
Great Barrington
Vibrant town with a thriving arts scene and diverse dining options. Attracts a mix of tourists, art lovers, and foodies.
The Mahaiwe Performing Arts Center, Berkshire Hills Country Club, Catamount Ski Area, Great Barrington Fairgrounds, Lake Mansfield
Housatonic
A small, scenic village along the Housatonic River, known for its charming homes and community events. A peaceful location for those seeking tranquility.
Housatonic River Rail Trail, Parker Brook, Walking tours of historic homes, Housatonic Water Works, Local shops and eateries
Tanglewood
Famous summer music festival venue nestled in the Berkshire Mountains, frequented by music lovers and culture enthusiasts.
Tanglewood Music Center, Berkshire Symphony Orchestra, Lenox, Shakespeare & Company, Berkshire Theatre Festival
Barton Cove
Beautiful natural area beloved by kayakers and campers, offering a chance to reconnect with nature just outside the village.
Barton Cove Campground, Connecticut River, Fishing spots, Hiking trails, Kayaking and canoeing opportunities
Berkshire Scenic Railway Museum
A family-friendly attraction that educates visitors about railroad history, appealing to families and history buffs alike.
Train rides, Historic train displays, Educational exhibits, Museum tours, Family events

With 8 distinct neighborhoods showing meaningful short-term rental activity, Stockbridge 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 Stockbridge?

Room Type Distribution

Property Type Distribution

Market Composition Insights for Stockbridge

  • The Stockbridge Airbnb market composition is heavily skewed towards Entire Home/Apt listings, which make up 100% of the 28 active rentals. This indicates strong guest preference for privacy and space.
  • Looking at the property type distribution in Stockbridge, House properties are the most common (64.3%), reflecting the local real estate landscape.
  • Houses represent a significant 64.3% portion, catering likely to families or larger groups.
  • Smaller segments like apartment/condo, unique stays (combined 7.2%) offer potential for unique stay experiences.

Stockbridge Airbnb Room Capacity Analysis (2026): Bedroom Distribution

Distribution of Listings by Number of Bedrooms

Room Capacity Insights for Stockbridge

  • The dominant room capacity in Stockbridge is 4 bedrooms listings, making up 28.6% of the market. This suggests a strong demand for properties suitable for families or small groups.
  • Together, 4 bedrooms and 1 bedroom properties represent 53.6% of the active Airbnb listings in Stockbridge, indicating a high concentration in these sizes.
  • A significant 57.2% of listings offer 3+ bedrooms, catering to larger groups and families seeking more space in Stockbridge.

Stockbridge Vacation Rental Guest Capacity Trends (2026)

Distribution of Listings by Guest Capacity

Guest Capacity Insights for Stockbridge

  • The most common guest capacity trend in Stockbridge vacation rentals is listings accommodating 8+ guests (50%). This suggests the primary traveler segment is likely larger groups.
  • Properties designed for 8+ guests and 4 guests dominate the Stockbridge STR market, accounting for 67.9% of listings.
  • 64.3% of properties accommodate 6+ guests, serving the market segment for larger families or group travel in Stockbridge.
  • On average, properties in Stockbridge are equipped to host 6.0 guests.

How Do Listings in Stockbridge Compare on Quality?

Listing quality in Stockbridge 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(?)
38.8
More photos correlate with higher conversion rates.
Average Beds per Listing(?)
5.6
Reflects the capacity profile of the local supply.
Exact Location Enabled(?)
17.9%
Builds guest trust and improves booking confidence.

Listing Quality Insights for Stockbridge

  • At 38.8 photos per listing on average, Stockbridge hosts invest well in visual presentation. Listings with 20+ photos consistently outperform in search ranking and conversion.
  • 17.9% 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 Stockbridge averages across all three metrics are better positioned for premium pricing.

What Amenities Do Airbnb Guests Expect in Stockbridge?

Amenity Prevalence

Amenity Insights for Stockbridge

  • Essential amenities in Stockbridge that guests expect include: Pets allowed, Free parking on premises, Wifi. Lacking these (any) could significantly impact bookings.
  • Popular amenities like Fire extinguisher, Smoke alarm, Heating are common but not universal. Offering these can provide a competitive edge.

Recommendations for Hosts

  • Ensure your listing includes all essential amenities for Stockbridge: Pets allowed, Free parking on premises, Wifi.
  • Prioritize adding missing essentials: Pets allowed.
  • Consider adding popular differentiators like Fire extinguisher or Smoke alarm 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 Stockbridge to stay competitive.

Which Airbnb Amenities Boost Revenue in Stockbridge?

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

AmenityPrevalenceRevenue WithRevenue WithoutRevenue Uplift
Microwave
71.4%$48,347$15,299216.0%
Oven
71.4%$48,347$15,299216.0%
Indoor fireplace
75.0%$46,811$15,187208.2%
Stove
82.1%$44,240$14,364208.0%
Freezer
60.7%$52,845$17,360204.4%
Baking sheet
64.3%$51,149$16,864203.3%
Bed linens
71.4%$48,045$16,055199.3%
Toaster
50.0%$55,965$21,844156.2%
Exterior security cameras on property
46.4%$57,605$22,698153.8%
Conditioner
46.4%$57,191$23,057148.0%

Revenue Impact Insights for Stockbridge

  • Microwave tops the revenue impact list with a 216.0% uplift — listings with this amenity earn $48,347 vs. $15,299 without it.
  • Stove — while widespread — still correlate with meaningful revenue gains, making it table stakes rather than true differentiators.

Recommendations for Hosts

  • 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 Stockbridge STR Market Data (2026)

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

Explore Advanced Metrics

Stockbridge 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 Stockbridge

  • The typical guest profile for Airbnb in Stockbridge consists of primarily domestic travelers (92%), 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 92.4% of guests.
  • Key international markets include United States (92.4%) and DC (1.8%).
  • Top languages spoken are English (59.5%) followed by Spanish (15.5%).
  • 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 Stockbridge?

Listings in Stockbridge average 4.91 out of 5 overall, with about 69 reviews per active listing and 64.3% of listings carrying the Guest Favorite badge.

Rating Breakdown by Category

Guest Rating Insights for Stockbridge

  • With an overall rating of 4.91, Stockbridge listings meet an exceptionally high bar. Guests consistently report strong satisfaction, which drives repeat bookings and referral traffic.
  • The strongest subcategory is Check-in (4.97), while Value (4.79) trails behind — a useful signal for hosts looking to prioritize upgrades.
  • 64.3% 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.

Stockbridge Airbnb Booking Patterns (2026): Available vs. Booked Days

Available Days Distribution

Booked Days Distribution

Booking Pattern Insights for Stockbridge

  • The most common availability pattern in Stockbridge falls within the 271-366 days range, representing 57.1% of listings. This suggests many properties have significant open periods on their calendars.
  • Approximately 92.8% 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 Stockbridge (35.7%), reflecting common guest stay durations or potential owner blocking patterns.
  • A notable 7.1% 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 Stockbridge?

Average Booking Lead Time by Month

Booking Lead Time Insights for Stockbridge

  • The overall average booking lead time for vacation rentals in Stockbridge is 45 days.
  • Guests book furthest in advance for stays during February (average 70 days), likely coinciding with peak travel demand or local events.
  • The shortest booking windows occur for stays in June (average 27 days), indicating more last-minute travel plans during this time.
  • Seasonally, Winter (63 days avg.) sees the longest lead times, while Spring (39 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 Stockbridge.
  • For February stays, consider implementing length-of-stay discounts or slightly higher rates for bookings made less than 70 days out to capitalize on advance planning.
  • Target marketing efforts for the Winter season well in advance (at least 63 days) to capture early planners.
  • Monitor your own booking lead times against these Stockbridge averages to identify opportunities for dynamic pricing adjustments.

What Is the Average Length of Stay for Airbnb in Stockbridge?

Guests in Stockbridge stay about 3.9 nights on average, generating roughly 599 reservations and 21.4 bookings per listing in the latest AirROI dataset. The most common check-in time is 4:00 PM and check-out is 11:00 AM.

Monthly Length of Stay in Stockbridge

Check-in Time Distribution

Check-out Time Distribution

Stay Pattern Insights for Stockbridge

  • 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.
  • At 21.4 bookings per listing, the turnover rate is high. Hosts with streamlined operations (self-check-in, automated messaging, reliable cleaners) have a structural advantage.
  • Stay lengths peak in Sep (4.7 nights) and shorten in Oct (2.8 nights). Adjust minimum-night requirements seasonally to match.

Recommendations for Hosts

  • With shorter average stays, focus on streamlining turnover. Self-check-in, reliable cleaning crews, and pre-staged amenities can reduce per-booking operational costs.
  • Set your check-in time to match or beat the market standard of 4:00 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.

Stockbridge Airbnb Minimum Stay Requirements Analysis

Distribution of Listings by Minimum Night Requirement

1 Night (18.5%)

1 Night

5 listings

18.5% of total

2 Nights (33.3%)

2 Nights

9 listings

33.3% of total

3 Nights (3.7%)

3 Nights

1 listings

3.7% of total

30+ Nights (44.4%)

30+ Nights

12 listings

44.4% of total

Key Insights

  • The most prevalent minimum stay requirement in Stockbridge is 30+ Nights, adopted by 44.4% of listings. This highlights the market's preference for longer commitments.
  • A significant segment (44.4%) caters to monthly stays (30+ nights) in Stockbridge, pointing to opportunities in the extended-stay market.

Recommendations

  • Align with the market by considering a 30+ Nights minimum stay, as 44.4% of Stockbridge hosts use this setting.
  • If feasible, allowing 1-night stays, especially midweek or during low season, could capture last-minute bookings, as only 18.5% currently do.
  • A 2-night minimum appears standard (33.3%). Consider this for weekends or peak periods.
  • Explore offering discounts for stays of 30+ nights to attract the 44.4% of the market seeking extended stays.
  • Adjust minimum nights based on seasonality – potentially shorter during low season and longer during peak demand periods in Stockbridge.

Stockbridge Airbnb Cancellation Policy Trends Analysis (2026)

Flexible (7.1%)

Flexible

2 listings

7.1% of total

Moderate (17.9%)

Moderate

5 listings

17.9% of total

Firm (57.1%)

Firm

16 listings

57.1% of total

Strict (17.9%)

Strict

5 listings

17.9% of total

Cancellation Policy Insights for Stockbridge

  • The prevailing Airbnb cancellation policy trend in Stockbridge is Firm, used by 57.1% of listings.
  • A majority (75.0%) of hosts in Stockbridge 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 57.1% market standard in Stockbridge.
  • Regularly review your cancellation policy against competitors and market demand shifts in Stockbridge.

How Much Are Airbnb Cleaning Fees in Stockbridge?

Cleaning fees in Stockbridge 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
$225
Median Cleaning Fee
$198
Listings Charging a Fee
78.6%
Fee as Revenue Share
10.2%

Cleaning Fee Insights for Stockbridge

  • 78.6% of listings charge a cleaning fee, making it standard practice in Stockbridge. Guests expect it and factor it into their booking decisions.
  • The gap between the average ($225) and median ($198) cleaning fee indicates some high-end properties are pulling the average up considerably.
  • Cleaning fees represent 10.2% of gross revenue on average — a significant line item that impacts total guest cost and competitiveness.

Recommendations for Hosts

  • Price your cleaning fee competitively against the Stockbridge median of $198. Fees significantly above market norms can deter bookings, especially for shorter stays.
  • Consider whether bundling the cleaning fee into a slightly higher nightly rate might improve conversion, since many guests filter by total price and separate fees can feel punitive.
  • 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 Stockbridge Look Like?

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

Ski/MTB/Arcade/Pool Table near Killington/Pico/Sug

Ski/MTB/Arcade/Pool Table near Killington/Pico/Sug

Entire Place • 7 bedrooms

$162,949
Revenue
44.6%
Occupancy
$901.30
Daily Rate
Perfect, private chalet! Ski, bike, hike, 100mbps

Perfect, private chalet! Ski, bike, hike, 100mbps

Entire Place • 6 bedrooms

$110,087
Revenue
24.6%
Occupancy
$1180.34
Daily Rate
Gnome Home Mountain Ski Chalet w/Sauna Killington

Gnome Home Mountain Ski Chalet w/Sauna Killington

Entire Place • 4 bedrooms

$75,556
Revenue
37.9%
Occupancy
$493.51
Daily Rate
Ski Home/Arcade Mountain Views Near Killington/Woo

Ski Home/Arcade Mountain Views Near Killington/Woo

Entire Place • 3 bedrooms

$62,946
Revenue
39.2%
Occupancy
$395.29
Daily Rate
1800s Farmhouse with River Access. Private w/ Land

1800s Farmhouse with River Access. Private w/ Land

Entire Place • 3 bedrooms

$55,643
Revenue
36.3%
Occupancy
$444.11
Daily Rate
Romantic Treehouse- PVT Hot tub, 20 Min to KLT

Romantic Treehouse- PVT Hot tub, 20 Min to KLT

Entire Place • 1 bedroom

$54,810
Revenue
29.8%
Occupancy
$557.33
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 Stockbridge?

Learn from the best! This table showcases top-performing Airbnb hosts in Stockbridge 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 Stockbridge by revenue
Host NamePropertiesGrossing RevenueStay ReviewsAvg Rating
Miguel2$225,895255.00/5.0
Dana1$110,087214.90/5.0
Kendell1$75,5561584.97/5.0
Kalyn1$55,643334.94/5.0
Anthony1$54,8101434.94/5.0
Rowena1$53,127175.00/5.0
Dan1$50,802954.79/5.0
George3$50,5722104.74/5.0
Janie1$50,0021894.85/5.0
Simple Vacation Rentals1$42,59445.00/5.0

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 Stockbridge.

Who Are the Airbnb Hosts in Stockbridge?

Stockbridge is a quality-focused market, with a high Superhost share and fairly mature operating standards.

Superhosts
67.9%
Professional Management
10.7%
Cohosted Listings
42.9%
Instant Book Enabled
3.6%
Simplified Pricing
78.6%

Host Profile Insights for Stockbridge

  • With 67.9% Superhosts, Stockbridge has an experienced host base that sets high guest expectations. New entrants should plan for competitive quality standards.
  • 10.7% of listings are professionally managed, reflecting a market still dominated by individual hosts.
  • 3.6% of listings have Instant Book enabled. Lower Instant Book adoption means many guests must request approval, which can slow conversions.
  • 78.6% 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

  • Consider enabling Instant Book — it reduces booking friction and Airbnb's algorithm tends to favor Instant Book listings in search results.
  • With 42.9% cohosted listings, there may be a growing local market for property management services.
  • Benchmark your host metrics against these Stockbridge averages regularly and adjust your hosting strategy based on what top performers do differently.

Top Professional Management Companies in Stockbridge

These are the highest-grossing professional property management operations in Stockbridge, 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 Stockbridge
CompanyListingsRevenueADROcc.Rating
Kendell1$75,556$49437.9%4.97/5
Simple Vacation Rentals1$42,594$79618.7%5.00/5
Amy1$34,206$54126.9%4.91/5

Management Company Insights for Stockbridge

  • The leading management company, Kendell, operates 1 listings with $75,556 in gross revenue — a useful benchmark for what scale looks like in Stockbridge.
  • Top managers average 1 properties each, suggesting professional management in Stockbridge still operates at a relatively boutique scale.
  • Professionally managed listings in the top tier average 4.96/5 in guest ratings — demonstrating that scale and quality can coexist.

Recommendations

  • With only 10.7% 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 Stockbridge's Airbnb Market Compare to Nearby Cities?

How does the Stockbridge 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, Stockbridge has 14 percentage points lower occupancy and about $130 lower ADR. That helps frame whether this market is winning more on demand, pricing, or both.

Airbnb markets near Stockbridge — performance comparison
MarketActive PropertiesMonthly RevenueDaily RateAvg. Occupancy
Middletown Springs12$7,070$516.0433%
Fort Ann34$6,490$826.1634%
Town of Ancram20$6,037$540.0138%
Pomfret15$5,506$521.0442%
Monterey39$5,492$465.0944%
Barnstead35$5,367$494.5742%
Wellesley21$5,292$546.3849%
North Andover12$5,229$454.4644%
Winchendon14$5,156$375.3745%
Milton12$5,144$628.4538%

Frequently Asked Questions About Airbnb in Stockbridge

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

How much do Airbnb hosts make in Stockbridge?

Stockbridge hosts earn about $38,905 per year on average, with an average nightly rate of $417 and RevPAR of $156. Those figures describe the typical revenue environment for active listings in Stockbridge, Vermont, not the ceiling for the best operators. Source: AirROI 2026 data, Stockbridge market, April 2025 to March 2026.

What is the average Airbnb occupancy rate in Stockbridge?

The average Airbnb occupancy rate in Stockbridge is 34.8%. February is the strongest month and May 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 Stockbridge?

Listings in Stockbridge average $417 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 Stockbridge?

Stockbridge currently has about 28 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 Stockbridge?

AirROI currently classifies the short-term rental regulation level in Stockbridge as Low. The dataset also shows about 0.0% 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 Stockbridge?

RevPAR in Stockbridge is about $156. 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 Stockbridge?

Occupancy of 34.8% means Stockbridge 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 $38,905, 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 Stockbridge?

The average booking lead time in Stockbridge is about 45 days — a moderate lead time that gives hosts planning visibility while still benefiting from last-minute bookings. Hosts who understand their market's booking cadence can adjust minimum stays and pricing windows accordingly.

What are the best neighborhoods for Airbnb in Stockbridge?

Based on AirROI's analysis, some of the top neighborhoods for short-term rentals in Stockbridge include Stockbridge Village, Monument Mountain, Lee. 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 Stockbridge?

entire_home listings make up 100.0% of the active supply in Stockbridge. 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 Stockbridge compare to nearby Airbnb markets?

Among neighboring markets, Middletown Springs posts $84,834 in average annual revenue with 32.7% occupancy, compared to Stockbridge's $38,905 and 34.8%. 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 Stockbridge?

The average Airbnb stay length in Stockbridge is about 3.9 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 Stockbridge?

Airbnb listings in Stockbridge average 4.91 out of 5 overall. About 64.3% 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 Stockbridge?

Microwave and Oven are among the strongest revenue-linked amenities in Stockbridge. 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 Stockbridge?

Yes. About 78.6% of active Airbnb listings in Stockbridge charge a cleaning fee, and the average fee is $225. 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 Stockbridge?

A 67.9% 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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