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View PropertiesAs of Apr, 27 2026
Rabbu ROI Score
Highland offers attractive short-term rental potential, with a balance of healthy demand and revenue relative to property values.
Highland, NY is a compact Hudson Valley market with just 22 active Airbnb listings and an average annual revenue of $34,388 per property. With an ADR of $365 and strong seasonal peaks in the summer months, this small-supply market rewards investors who can capture high-season demand. The 126% year-over-year growth in listings signals rising investor interest, though the modest 36% occupancy rate suggests revenue is concentrated in peak periods rather than spread evenly throughout the year.
According to Rabbu market data, the Highland short-term rental market shows:
| Metric | Context | Value |
|---|---|---|
| Active Airbnb Listings | As of Apr, 27 2026 | 22 |
| Average Daily Rate (ADR) | vs. $381 state avg. | $365 |
| Average Occupancy Rate | vs. 40% state avg. | 36% |
| RevPAN | ADR * Occupancy Rate | $130 |
| Average Monthly Revenue | Historical 12-month average | $2,865 |
| Average Annual Revenue | Historical 12-month average | $34,388 |
Data sources: Rabbu proprietary analytics as of Apr, 27 2026 and Zillow Home Value Index (ZHVI) as of Apr, 27 2026.
Highland appeals to investors seeking Hudson Valley exposure in a low-competition market where seasonal demand can drive outsized nightly rates.
Key investment factors
"Highland presents a moderately attractive opportunity for STR investors willing to work with pronounced seasonality. Revenue swings dramatically from a low of roughly $1,678 in March to a high of $5,001 in August — a nearly 3x spread that underscores the importance of summer bookings. The ROI score of 64 out of 100, rated as an "Attractive Opportunity," reflects average marks across revenue-to-price ratio, occupancy stability, market growth, and supply/demand balance. Investors who optimize pricing during the May–October window and manage costs through the quieter winter months stand the best chance of generating meaningful returns here."
— Rabbu Market Analysis Team
Highland's revenue profile is heavily seasonal, peaking in August at $5,001 and bottoming out in March at $1,678 — a spread of nearly $3,300. The May-through-October corridor accounts for the bulk of annual earnings, making summer and early fall the make-or-break months for hosts.
| Month | Trend | Revenue |
|---|---|---|
| January |
|
$1,822 |
| February |
|
$2,017 |
| March |
|
$1,678 |
| April |
|
$1,776 |
| May |
|
$2,555 |
| June |
|
$2,931 |
| July |
|
$4,498 |
| August |
|
$5,001 |
| September |
|
$3,270 |
| October |
|
$3,473 |
| November |
|
$2,776 |
| December |
|
$2,586 |
Supply is evenly split across 1-bedroom, 3-bedroom, and 4-bedroom properties, with 6 listings in each category. The absence of 2-bedroom and 5+ bedroom listings in the data could signal an underserved niche for investors looking to differentiate.
| Size | Trend | Value |
|---|---|---|
| 1 bedroom |
|
6 |
| 3 bedrooms |
|
6 |
| 4 bedrooms |
|
6 |
ADR scales sharply with size in Highland — 1-bedrooms average $147 per night while 4-bedroom properties command $802, more than five times the rate. This premium suggests strong demand for larger group-friendly accommodations, though the gap between 1-bedroom and 3-bedroom rates ($147 vs. $257) is more moderate.
| Size | Trend | Value |
|---|---|---|
| 1 bedroom |
|
$147 |
| 3 bedrooms |
|
$257 |
| 4 bedrooms |
|
$802 |
Four-bedroom properties deliver the highest RevPAN at $147 per available night, edging out 1-bedrooms at $107, while 3-bedrooms trail at $88. Despite their lower occupancy, 4-bedroom listings' high nightly rates more than compensate on a per-available-night basis.
| Size | Trend | Value |
|---|---|---|
| 1 bedroom |
|
$107 |
| 3 bedrooms |
|
$88 |
| 4 bedrooms |
|
$147 |
One-bedroom listings dominate occupancy at 73%, far outpacing 3-bedrooms (34%) and 4-bedrooms (18%). Smaller units offer more consistent cash flow, while larger properties depend on fewer but higher-value bookings to generate competitive revenue.
| Size | Trend | Value |
|---|---|---|
| 1 bedroom |
|
73% |
| 3 bedrooms |
|
34% |
| 4 bedrooms |
|
18% |
Three-bedroom properties lead monthly revenue at $3,513, slightly ahead of 4-bedrooms at $3,339, while 1-bedrooms generate $2,416. The relatively narrow gap between 3- and 4-bedroom earnings suggests 3-bedrooms may offer a more efficient return given their lower acquisition and operating costs.
| Size | Trend | Value |
|---|---|---|
| 1 bedroom |
|
$2,416 |
| 3 bedrooms |
|
$3,513 |
| 4 bedrooms |
|
$3,339 |
Three-bedroom listings top annual revenue at $42,157, followed by 4-bedrooms at $40,073 and 1-bedrooms at $28,995. For investors weighing purchase price against revenue potential, the 3-bedroom configuration appears to offer the strongest balance of earning power and likely lower acquisition cost compared to 4-bedroom homes.
| Size | Trend | Value |
|---|---|---|
| 1 bedroom |
|
$28,995 |
| 3 bedrooms |
|
$42,157 |
| 4 bedrooms |
|
$40,073 |
Parking (100%) and self check-in (96%) are near-universal in Highland, reflecting the car-dependent, rural nature of this Hudson Valley market. Outdoor amenities like backyards (91%), patios (82%), and BBQ grills (64%) dominate the top of the list, signaling that guests expect a private outdoor experience — a must-have for competitive listings here.
| Amenity | Trend | Value |
|---|---|---|
| Parking |
|
100% |
| Self Check-in |
|
96% |
| Kitchen |
|
91% |
| Backyard |
|
91% |
| Outdoor Furniture |
|
82% |
| Patio or Balcony |
|
82% |
| Workspace |
|
77% |
| BBQ Grill |
|
64% |
| Dryer |
|
59% |
| Washer |
|
55% |
| Pets |
|
41% |
| Pool |
|
18% |
| Hot Tub |
|
14% |
| Lake Access |
|
14% |
Rabbu's ROI Score is a proprietary metric that evaluates short-term rental investment potential based on multiple factors.
| Factor | Highland Performance | Weight |
|---|---|---|
| Revenue-to-Price Ratio | Average | 40% |
| Occupancy Stability | Average | 30% |
| Market Growth Trend | Average | 15% |
| Supply/Demand Balance | Average | 15% |
Highland's ROI score of 64 out of 100 places it in the "Attractive Opportunity" band, meaning the market shows a workable balance between revenue potential and property costs. All four calculation factors — revenue-to-price ratio, occupancy stability, market growth trend, and supply/demand balance — rate as average, pointing to a market without standout strengths or glaring weaknesses. Investors should pair this data with on-the-ground regulatory research and a careful property-level analysis to confirm that seasonal revenue patterns align with their financial targets.
Understanding local STR regulations is essential before investing in Highland. Here's the current regulatory landscape:
Short-term rental operators in Highland, NY may need to obtain a permit or register their property with the Town of Lloyd or Ulster County. Investors should verify current requirements directly with local authorities before listing, as regulations in New York's Hudson Valley communities can vary by municipality.
Common restrictions in similar New York markets include occupancy limits, minimum stay requirements, noise and parking regulations, and potential caps on the number of STR permits issued. HOA rules may also apply in certain developments, so reviewing deed restrictions and community bylaws is essential before purchasing.
Short-term rental hosts in New York are generally subject to state and county occupancy taxes, and platforms like Airbnb often collect and remit these on behalf of hosts. Investors should confirm whether any additional local lodging or tourism taxes apply in Highland's jurisdiction.
Regulations subject to change. Always verify with local authorities before purchasing. A Rabbu partner agent specializing in Highland can provide current regulatory guidance.
Financing an Airbnb investment in Highland requires lenders who understand STR income. Rabbu partner lenders offer:
"Over the next 12–18 months, Highland's short-term rental market is likely to see continued listing growth as investor awareness of the Hudson Valley corridor increases. Summer months should remain the primary revenue driver, with August and July alone generating $4,500–$5,000 per listing on average. Occupancy rates may stabilize in the 34–38% range as new supply enters, though ADR could inch up 2–4% if demand from weekend getaway travelers keeps pace. Investors should plan for lean winter months and budget accordingly, treating the strong May-through-October stretch as the core earning season."
— 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, property condition, and management quality can significantly affect individual results.
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