Ashland, Oregon Short-Term Rental Market
Oregon Area STRs averaged $174/night at 45.7% occupancy in April 2026 with a year-round demand base tied to the Oregon Shakespeare Festival.
Quick Answer: Ashland, Oregon is an active short-term rental market. average occupancy is 46%. average monthly revenue is $2,220. average daily rate is $174. the top operator is Vacasa with 372 listings. market score is 55/100 (grade C).
Market Score Breakdown
Five dimensions Apivex evaluates per market.
Market Overview
The Oregon Area STR market, centered on Ashland in Jackson County, is a culturally driven destination anchored by the Oregon Shakespeare Festival (OSF), which historically draws up to 400,000 patrons annually across 800-plus performances. This gives the market a more distributed demand curve than purely seasonal resort destinations. More than 6,300 active listings are tracked, with 5,822 entire-place units (92.3% of supply), 480 private rooms (7.6%), and 8 shared-room listings. The bedroom distribution skews toward smaller properties: 1-bedroom (2,382) leads all categories, followed by 2-bedroom (1,591), 3-bedroom (1,507), 4-bedroom (564), and 5-bedroom (259). April 2026 data shows an average daily rate of $174, occupancy of 45.7%, and RevPAR of $80. Monthly revenue per listing was $2,220. Year-over-year, occupancy declined 2.9 percentage points and revenue fell 3.1%, while ADR rose 3.5%, suggesting pricing held but volume softened. Channel composition is Airbnb-dominant: 3,079 Airbnb-only listings versus 506 VRBO-only, with 2,725 on both platforms. The overall market score is 55.4 out of 100, with the seasonality score (77.2) the highest component, reflecting a relatively stable demand pattern across months.
Seasonal Patterns
| Month | Occupancy | ADR | Revenue |
|---|---|---|---|
| Jan | 42% | $186 | $2,247 |
| Feb | 48% | $184 | $2,201 |
| Mar | 50% | $175 | $2,338 |
| Apr | 48% | $162 | $2,109 |
| May | 55% | $170 | $2,339 |
| Jun | 66% | $193 | $3,234 |
| Jul | 69% | $202 | $3,798 |
| Aug | 64% | $199 | $3,513 |
| Sep | 54% | $183 | $2,665 |
| Oct | 50% | $167 | $2,321 |
| Nov | 46% | $163 | $1,971 |
| Dec | 48% | $192 | $2,497 |
Top Short-Term Rental Operators in Ashland
Ranked by total active listings. Useful for understanding the competitive landscape.
| # | Operator | Listings | Reviews | Rating |
|---|---|---|---|---|
| 1 | Vacasa | 372 | 27,196 | ★ 4.58 |
| 2 | Evolve | 123 | 5,400 | ★ 4.72 |
| 3 | The Official Collins Lake Resort | 89 | 360 | ★ 4.78 |
| 4 | Mt Hood Vacation Homes | 66 | 3,894 | ★ 4.52 |
| 5 | Arrived Vacation Rentals | 63 | 4,437 | ★ 4.75 |
What Kind of STR Should I Buy in Ashland?
Revenue and pricing by property type, tier, and bedroom count.
Revenue by Bedroom Count
| 1 bed | 2,382 |
| 2 bed | 1,591 |
| 3 bed | 1,507 |
| 4 bed | 564 |
| 5 bed | 259 |
ADR by Property Tier
| Entire Home | $181 |
| Luxury | $311 |
| Professionally Managed | $240 |
Revenue by Dwelling Type
| Apartment | $1,920 |
| Entire Place | $2,307 |
| House | $2,357 |
Booking Channel Mix
Distribution of bookings across major STR platforms.
| Channel | Share |
|---|---|
| airbnb | 48.8% |
| vrbo | 8% |
| both | 43.2% |
Investment Analysis
Ashland presents a constrained investment environment due to tight zoning regulations that limit the number of legally operable STRs. The typical home value is $553,166 (April 2026 housing data), with a median sale price of $538,833 and median list price of $608,117. The sale-to-list ratio of 0.886 indicates properties are selling modestly below asking price, and median days to pending is 24 days. Against average monthly STR revenue of $2,220 (April 2026), annualized gross revenue projects to approximately $26,640, implying a gross yield of roughly 4.8% on the typical home value before expenses. The professionally managed tier averages $240/night versus $174 for all listings (a 38% premium), and luxury listings average $311/night (79% above average). Houses average $2,357/month and entire-place units $2,307. Annual data shows revenue per listing grew from $1,964 in 2019 to $3,164 in 2021 before normalizing to $2,842 in 2024 and recovering to $3,002 in 2025. The investability score of 69.2 out of 100 is the lowest of the five markets in this report, reflecting the restrictive zoning environment that limits legal supply and creates compliance risk for new investors.
Revenue Trend (5 yr)
ADR & Occupancy Trends (5 yr)
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Booking Insights
Oregon Area STR guests book approximately 39 days in advance on average (April 2026 data), the shortest lead window of the five markets in this report. This reflects a mix of destination theater travelers who often book OSF tickets and accommodations together, and shorter-lead nature and outdoor recreation visitors. Average length of stay is 3.69 nights, the lowest of the five markets, consistent with shorter getaway trips rather than week-long vacations. The shorter booking window and stay length together mean higher turnover frequency and more last-minute availability to manage. Operators with dynamic pricing tools should set competitive rates for the 2 to 3 week window before arrival to capture late bookers, while holding premium rates for OSF peak season dates that typically book further in advance.
Short-Term Rental Regulations
Ashland, Oregon has among the most restrictive STR regulations of any market in this report. STRs are prohibited outright in R-1 (single-family) zones, which cover the majority of Ashland’s residential land. Only properties in R-2 and R-3 (multi-family) zones may operate STRs, and only after obtaining a Conditional Use Permit (CUP) through the city’s planning process, which requires public notice to neighboring properties. Owner-occupancy is mandatory — absentee-owner STRs are not permitted. The structure must be at least 20 years old and located within 200 feet of a major arterial or collector street. In January 2025, the City Council added a standalone city STR license requirement on top of the CUP and business license. The 2025 ordinance also set explicit occupancy limits (2 guests per bedroom plus 1 additional guest, maximum 10 total), requires on-site parking with no street parking allowed, and mandates the property owner or a manager remain within 30 miles at all times. The combined transient lodging tax is 11.5%: 10% Ashland city tax plus 1.5% Oregon state lodging tax. Operators must include the city-issued Planning Action number in all advertising. Enforcement is rated moderate. Prospective investors should treat Ashland’s supply cap and owner-occupancy rule as binding constraints before purchasing.
Market Comparison
Against national STR benchmarks (approximately 55% median occupancy, $220 median ADR), the Oregon Area runs below both the occupancy median (45.7%) and the ADR median ($174). The market differentiates on year-round demand stability: the seasonality score of 77.2 is the strongest of the five markets reviewed, meaning revenue is more consistent month-to-month than most comparable-sized markets. The professional management landscape is led by Vacasa with 372 listings (4.58 avg rating, 27,196 reviews), followed by Evolve with 123 listings (4.72 rating, 5,400 reviews), The Official Collins Lake Resort with 89 listings (4.78 rating), Mt. Hood Vacation Homes with 66 listings (4.52 rating), and Arrived Vacation Rentals with 63 listings (4.75 rating). Vacasa’s 372 listings represent about 6.4% of entire-place inventory. The regulatory constraints on new legal supply may favor existing permitted operators by limiting future competition.
Frequently Asked Questions About Ashland, Oregon
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