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View PropertiesAs of Apr, 27 2026
Rabbu ROI Score
Pittsfield offers attractive short-term rental potential, with a balance of healthy demand and revenue relative to property values.
Pittsfield, VT is a small but compelling short-term rental market where above-average daily rates of $568—well above the state average of $452—pair with favorable revenue-to-price dynamics. With just 32 active listings and an ROI score of 71 out of 100, the market offers an attractive entry point for investors seeking exposure to Vermont's seasonal tourism economy. Year-over-year listing growth of 76% signals rising investor interest, though the compact supply base means the market remains relatively uncrowded.
According to Rabbu market data, the Pittsfield short-term rental market shows:
| Metric | Context | Value |
|---|---|---|
| Active Airbnb Listings | As of Apr, 27 2026 | 32 |
| Average Daily Rate (ADR) | vs. $452 state avg. | $568 |
| Average Occupancy Rate | vs. 51% state avg. | 43% |
| RevPAN | ADR * Occupancy Rate | $244 |
| Average Monthly Revenue | Historical 12-month average | $3,810 |
| Average Annual Revenue | Historical 12-month average | $45,725 |
Data sources: Rabbu proprietary analytics as of Apr, 27 2026 and Zillow Home Value Index (ZHVI) as of Apr, 27 2026.
Pittsfield's high nightly rates, limited supply, and strong seasonal demand create an appealing revenue-to-price ratio for STR investors targeting Vermont's mountain recreation market.
Key investment factors
"Pittsfield presents an attractive opportunity for investors comfortable with pronounced seasonality. February stands out as the top-earning month at $7,843 in average revenue, while spring months like April and May bottom out near $1,300–$1,400—a roughly 6x swing that demands disciplined budgeting. The market's above-average revenue-to-price ratio and favorable supply/demand balance partially offset the below-average occupancy stability, making it best suited for investors who can ride out quieter periods in exchange for strong winter and late-summer returns."
— Rabbu Market Analysis Team
Pittsfield displays dramatic seasonality, with February leading at $7,843 and May bringing in just $1,271—a spread of over $6,500. The winter months (December–March) collectively drive the majority of annual income, while a modest secondary bump in August ($3,848) adds a welcome mid-year lift.
| Month | Trend | Revenue |
|---|---|---|
| January |
|
$6,585 |
| February |
|
$7,843 |
| March |
|
$5,694 |
| April |
|
$1,413 |
| May |
|
$1,271 |
| June |
|
$1,371 |
| July |
|
$2,971 |
| August |
|
$3,848 |
| September |
|
$3,012 |
| October |
|
$3,275 |
| November |
|
$2,231 |
| December |
|
$6,208 |
Three-bedroom properties dominate the supply with 14 of 32 active listings, followed by 4-bedrooms (6) and 1-bedrooms (5). The absence of 2-bedroom listings in the data could signal an underserved niche worth exploring for investors seeking differentiation.
| Size | Trend | Value |
|---|---|---|
| 1 bedroom |
|
5 |
| 3 bedrooms |
|
14 |
| 4 bedrooms |
|
6 |
ADR scales sharply with size: 1-bedroom units average $211/night, 3-bedrooms jump to $534, and 4-bedroom properties command $745. The roughly 2.5x premium from 1- to 3-bedroom units suggests the strongest rate leverage comes from stepping up to mid-size properties.
| Size | Trend | Value |
|---|---|---|
| 1 bedroom |
|
$211 |
| 3 bedrooms |
|
$534 |
| 4 bedrooms |
|
$745 |
Four-bedroom listings deliver the highest RevPAN at $265, followed by 3-bedrooms at $199 and 1-bedrooms at $73. Despite similar occupancy levels across sizes, the significantly higher ADR of larger units translates directly into superior revenue per available night.
| Size | Trend | Value |
|---|---|---|
| 1 bedroom |
|
$73 |
| 3 bedrooms |
|
$199 |
| 4 bedrooms |
|
$265 |
Occupancy rates are remarkably consistent across property sizes, clustering tightly between 35% and 37%. This uniformity suggests that seasonality—rather than property configuration—is the primary driver of vacancy, giving investors flexibility to choose sizes based on revenue potential rather than fill-rate concerns.
| Size | Trend | Value |
|---|---|---|
| 1 bedroom |
|
35% |
| 3 bedrooms |
|
37% |
| 4 bedrooms |
|
36% |
Four-bedroom units lead monthly revenue at $4,202, closely followed by 3-bedrooms at $4,091, while 1-bedroom listings trail at $2,105. The relatively small gap between 3- and 4-bedroom earnings suggests that 3-bedroom properties may offer a stronger cost-to-revenue sweet spot depending on acquisition price.
| Size | Trend | Value |
|---|---|---|
| 1 bedroom |
|
$2,105 |
| 3 bedrooms |
|
$4,091 |
| 4 bedrooms |
|
$4,202 |
At the annual level, 4-bedroom properties generate approximately $50,434 and 3-bedrooms bring in $49,101—a difference of just $1,333. One-bedroom units earn roughly half as much at $25,261, making mid-to-large properties the clearest path to maximizing return potential in Pittsfield.
| Size | Trend | Value |
|---|---|---|
| 1 bedroom |
|
$25,261 |
| 3 bedrooms |
|
$49,101 |
| 4 bedrooms |
|
$50,434 |
Parking tops the list at 97% prevalence—practically a requirement in this rural Vermont market—followed by kitchen (88%) and self check-in (88%). Outdoor amenities like BBQ grills (59%), backyards (56%), and patios (53%) are also common, signaling that guests expect a full mountain-retreat experience with both self-sufficiency and outdoor living spaces.
| Amenity | Trend | Value |
|---|---|---|
| Parking |
|
97% |
| Kitchen |
|
88% |
| Self Check-in |
|
88% |
| Washer |
|
81% |
| Dryer |
|
78% |
| BBQ Grill |
|
59% |
| Backyard |
|
56% |
| Patio or Balcony |
|
53% |
| Outdoor Furniture |
|
50% |
| Workspace |
|
50% |
| Pets |
|
38% |
| Hot Tub |
|
22% |
| EV Charger |
|
3% |
| Lake Access |
|
3% |
Rabbu's ROI Score is a proprietary metric that evaluates short-term rental investment potential based on multiple factors.
| Factor | Pittsfield Performance | Weight |
|---|---|---|
| Revenue-to-Price Ratio | Above average | 40% |
| Occupancy Stability | Below average | 30% |
| Market Growth Trend | Above average | 15% |
| Supply/Demand Balance | Above average | 15% |
Pittsfield's ROI score of 71 out of 100 places it in the 'Attractive Opportunity' band, driven primarily by an above-average revenue-to-price ratio and a favorable supply/demand balance that keeps competition manageable. The one area to watch is occupancy stability, which scores below average due to the market's sharp seasonal swings between winter peaks and spring lows. Pairing this data with thorough local regulatory research and a cash-flow plan that accounts for off-season softness will give investors the clearest picture of true return potential.
Understanding local STR regulations is essential before investing in Pittsfield. Here's the current regulatory landscape:
Short-term rental operators in Pittsfield, Vermont may need to register with the town and obtain any applicable state-level permits. Investors should verify current requirements directly with the Town of Pittsfield and the Vermont Department of Taxes before listing a property.
Common restrictions in Vermont municipalities can include occupancy limits, noise ordinances, parking requirements, and minimum-stay mandates. HOA or deed restrictions may also apply depending on the property, so reviewing all governing documents is essential before committing to an STR strategy.
Vermont imposes a rooms and meals tax on short-term rentals, and hosts may also owe local option taxes depending on the municipality. Major platforms like Airbnb often collect and remit state taxes on behalf of hosts, but operators should confirm their full tax obligations with the Vermont Department of Taxes.
Regulations subject to change. Always verify with local authorities before purchasing. A Rabbu partner agent specializing in Pittsfield can provide current regulatory guidance.
Financing an Airbnb investment in Pittsfield requires lenders who understand STR income. Rabbu partner lenders offer:
"Over the next 12–18 months, Pittsfield's pronounced winter-season revenue peaks—driven by proximity to Vermont ski areas—should continue to anchor strong earnings during December through March. With above-average market growth trends and a favorable supply/demand balance, ADR could edge up another 2–4% as demand for mountain getaways holds steady. Occupancy may fluctuate in the 40–48% range given the seasonal nature of the market, but revenue concentration during peak months is likely to keep annual returns competitive. Investors should plan cash-flow buffers for the quieter spring and early summer months, when monthly revenue dips below $1,500."
— Rabbu Market Analysis Team
Rabbu provides Airbnb and short-term rental market data and statistics across the United States. Our mission is to empower investors with accurate insights and easy-to-use tools, so they can confidently identify and act on the best opportunities in the Airbnb market.
Rabbu proprietary analytics as of Apr, 27 2026 and Zillow Home Value Index (ZHVI) as of Apr, 27 2026. Revenue projections are estimates based on comparable properties and do not guarantee future performance. Data reflects trailing 12-month averages and may not capture very recent market shifts. Local regulations, permit requirements, and tax obligations are subject to change—always verify with municipal and state authorities before investing.
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