Top-Performing Airbnb Listings in Bennington, United States

Updated October 2026 · Data period: Sep 2025–Sep 2026

Compare 30 leading Airbnb listings in Bennington, ranked by the Airbtics Listing Score, a score out of 100 based on guest reviews, Guest Favorite status, and occupancy compared with the market median over the same period. See guest ratings, occupancy, average daily rates, and estimated annual revenue for each property.

Listings are ranked by the Airbtics Listing Score, a score out of 100 based on guest reviews, Guest Favorite status, and occupancy over the last 12 months.

How the score works

Factor Maximum points
Guest rating (vs. a 4.3 floor)30
Guest Favorite badge30
Occupancy (last 12 months)30
Operating scale (listing-months)10

When listings tie on the same score, the listing with more guest reviews ranks higher — a larger review history gives stronger evidence of sustained performance.

Revenue and nightly rate are shown separately so you can compare commercial performance alongside the score. This leaderboard highlights strong guest experience and booking performance — not the market’s highest earners by revenue alone.

Bennington Airbnb market at a glance

Listings tracked Median occupancy Median daily rate Median annual revenue
723 50% $356 $67,820

Market figures cover Sep 2025–Sep 2026 and provide context for the leaderboard below. See the full Bennington Market Overview →

Top 30 Airbnb listings in Bennington

Ranked by Listing Score among the 723 active Airbnb listings Airbtics tracks in Bennington. When listings tie on the same score, the one with more guest reviews ranks higher.

Rank Listing Scoreout of 100 Airbnb listing Guest rating Occupancy Average daily rate Estimated annual revenue Listing Insights
#1 90
Schoolhouse Spa Retreat on a Vermont Farm
2 BR · Entire cottage · Bennington
5.0
782 reviews
85–100% $365 $120,571 View listing
#2 90
Birch House - lake, green trees + modern comforts
1 BR · Entire guesthouse · Bennington
5.0
366 reviews
85–100% $154 $47,648 View listing
#3 90
Cooper's Place
1 BR · Entire rental unit · Bennington
5.0
195 reviews
85–100% $97 $29,569 View listing
#4 90
Converted Vermont Barn on 6.5 acres with hot tub
4 BR · Entire home · Bennington
5.0
158 reviews
80% $274 $81,558 View listing
#5 90
Fully renovated 1830's farm house
5 BR · Entire cottage · Bennington
5.0
92 reviews
81% $510 $51,298 View listing
#6 90
Willow Tree Cottage on Peaceful Mountain Lake
2 BR · Entire cottage · Bennington
5.0
91 reviews
85–100% $255 $28,604 View listing
#7 90
1769 Henry House/Tavern / Near Manchester
6 BR · Entire home · Bennington
5.0
58 reviews
82% $444 $122,000 View listing
#8 90
Emerald Cottage @ Harriman Reservoir
1 BR · Entire cottage · Bennington
5.0
51 reviews
85–100% $254 $76,952 View listing
#9 90
The Crik House: modern digs, American farm country
2 BR · Entire cottage · Bennington
5.0
44 reviews
85–100% $230 $26,404 View listing
#10 89
Bauhaus Guest House in So. VT.
1 BR · Entire guesthouse · Bennington
4.8
577 reviews
76% $118 $14,181 View listing
#11 89
Quiet Vermont Home with Amazing View
4 BR · Entire home · Bennington
4.9
124 reviews
78% $299 $78,908 View listing
#12 89
Red Country Escape | Mountain Views
3 BR · Entire home · Bennington
4.8
38 reviews
78% $201 $51,581 View listing
#13 89
Breathtaking Mtn Views: Stylish Rustic Retreat!
2 BR · Entire cabin · Bennington
5.0
35 reviews
78% $412 $100,658 View listing
#14 89
White Creek Cottage
1 BR · Entire cottage · Bennington
5.0
13 reviews
77% $102 $12,017 View listing
#15 88
Modern retreat in heart of town
2 BR · Entire rental unit · Bennington
4.9
131 reviews
74% $207 $55,042 View listing
#16 87
Rollin Cottage
2 BR · Entire cottage · Bennington
5.0
176 reviews
72% $212 $56,515 View listing
#17 87
White Rock Farm
5 BR · Farm stay · Bennington
5.0
140 reviews
71% $405 $94,090 View listing
#18 87
The Vermont Farmhouse|Hiking|Dog Trails|Village
2 BR · Entire home · Bennington
5.0
136 reviews
72% $328 $82,129 View listing
#19 87
Vermont Downtown Oasis
2 BR · Entire rental unit · Bennington
5.0
92 reviews
72% $197 $46,807 View listing
#20 87
Historic Cottage • 140-Year Pool Table & Garden
3 BR · Entire cottage · Bennington
5.0
40 reviews
73% $300 $75,131 View listing
#21 87
“Heaven on the Hill” Lake view from every room
4 BR · Entire home · Bennington
5.0
19 reviews
72% $451 $97,741 View listing
#22 86
Cozy Modern Sugar House with spectacular views.
2 BR · Entire home · Bennington
5.0
353 reviews
68% $253 $64,423 View listing
#23 86
Artistic Nature Cottage
1 BR · Entire cottage · Bennington
5.0
138 reviews
70% $237 $60,497 View listing
#24 86
Modern Rustic Hideaway in Town
1 BR · Entire rental unit · Bennington
5.0
100 reviews
68% $133 $24,871 View listing
#25 86
Beautiful, 100 Acre Retreat, Williamstown 10 Mins
1 BR · Entire cottage · Bennington
5.0
78 reviews
68% $272 $61,037 View listing
#26 86
1865 Farmhouse: mountain, monument & meadow views
3 BR · Entire home · Bennington
5.0
32 reviews
68% $247 $52,068 View listing
#27 86
Cozy, welcoming, Cabin in the woods!
3 BR · Entire cabin · Bennington
5.0
11 reviews
68% $358 $58,182 View listing
#28 85
Quaint One-Story Vermont House with Mountain View
3 BR · Entire home · Bennington
4.9
154 reviews
67% $242 $42,062 View listing
#29 85
Cozy Home in Pownal VT
2 BR · Entire home · Bennington
5.0
77 reviews
66% $156 $33,668 View listing
#30 85
Rustic 1830s Barn. Updated and funky.
4 BR · Entire home · Bennington
4.9
53 reviews
67% $278 $57,814 View listing

Data note: Every featured listing held Airbnb’s Guest Favorite badge as of 2026-10-29. Occupancy above 85% is shown as 85–100%. Revenue, occupancy and daily rates are Airbtics estimates for the stated data period.

Data Seen By

Explore listings in Bennington

Compare the 723 listings tracked in Bennington. Filter by property type, review revenue history, and build your own comp set in the Airbtics app.

Explore Bennington listings →

Bennington Airbnb listing FAQs

  • Which are the top-performing Airbnb listings in Bennington?

    Schoolhouse Spa Retreat on a Vermont Farm ranks first on this leaderboard with a Listing Score of 90 out of 100. It has a 5.0 guest rating from 782 reviews and an estimated occupancy rate above 85% during Sep 2025–Sep 2026. The table shows how it compares with the other featured listings.

  • How are the listings ranked?

    Listings are ranked by the Airbtics Listing Score, which considers guest reviews, Guest Favorite status, and occupancy compared with similar local properties. When listings tie on the same score, the listing with more guest reviews ranks higher. To qualify, a listing must meet Airbnb rating data, at least 90 active days in the last 12 months, and occupancy data available.

    The score evaluates the combination of guest experience and booking performance. Revenue and nightly rate are shown separately so you can compare commercial performance alongside the score.

    Read the full scoring methodology →

  • How much do these Airbnb listings earn?

    Among the 30 featured listings with revenue estimates, estimated annual revenue ranges from $12,017 to $122,000, with a median of $57,164, during Sep 2025–Sep 2026.

    These figures describe the listings featured on this leaderboard. For a broader view, see Airbnb revenue across Bennington.

  • How does their occupancy compare with the market?

    The featured listings with occupancy estimates have a median occupancy rate 74%, compared with 50% across Bennington during Sep 2025–Sep 2026.

    Listing occupancy above 85% is shown as a band (85–100%) rather than an exact figure.

  • What does Guest Favorite mean?

    Guest Favorite is an Airbnb badge identifying homes that stand out based on ratings, reviews and reliability. It applies to an individual listing.

    Every listing featured on this leaderboard held the Guest Favorite badge as of 2026-10-29. Learn how Airbnb identifies Guest Favorites →

  • Can I use these listings as Airbnb comps?

    Use the leaderboard to discover properties worth investigating, then choose comps that match your property’s location, bedrooms, property type and amenities. Include a wider range of comparable properties when estimating expected revenue, because this leaderboard highlights leading listings.

    You can filter listings and build your own comp set in the Airbtics app.

  • Can I see the historical data behind a listing?

    Open Listing Insights to review the property’s historical revenue, occupancy and nightly rates. You can also inspect calendar snapshots showing the availability and prices recorded over time.

    Explore listing-level data in Bennington →

Review monthly performance for each listing

See up to three years of estimated monthly revenue, occupancy and nightly rates for an individual listing. Investigate how its performance changes through the seasons and how it compares with the wider market. If you have an address in mind, use our calculator to estimate income for a specific property.

Monthly revenue, occupancy and average daily rate for an individual Airbnb listing in Airbtics.
Monthly revenue, occupancy and nightly rate for one listing.

Inspect the calendar observations behind the estimates

Review calendar snapshots from the last 12 months to see which nights were available or unavailable when Airbtics checked, along with the prices recorded for available nights.

An unavailable night can reflect a booking or an owner block. The snapshots give you a record of the observed calendar, so you can inspect the evidence alongside the estimated performance.

Historical coverage varies by listing.

Historical Airbnb calendar snapshots showing observed availability and nightly prices in Airbtics.
Calendar snapshots: observed availability and nightly prices.