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 in the Oregon Area market area is 58%. average monthly revenue in the Oregon Area market area is $3,814. average daily rate in the Oregon Area market area is $231. the top operator in the Oregon Area market area is Vacasa with 372 listings. market score is 55/100 (grade C).
Market data reflects the Oregon Area regional market, which includes Ashland. Regulations, taxes, and permit details below are specific to Ashland.
Market Score Breakdown
Five dimensions StaySTRA 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 |
|---|---|
| Jan | 42% |
| Feb | 48% |
| Mar | 50% |
| Apr | 48% |
| May | 55% |
| Jun | 66% |
| Jul | 69% |
| Aug | 63% |
| Sep | 54% |
| Oct | 50% |
| Nov | 46% |
| Dec | 48% |
Month-by-month nightly rates and revenue figures for Ashland are available to StaySTRA Pro members. Unlock with StaySTRA Pro or analyze a specific address free.
Top Short-Term Rental Operators in Oregon Area market area
Ranked by total active listings. Useful for understanding the competitive landscape. Operator data is published for the Oregon Area market as a whole, which includes Ashland, so these counts are not Ashland-only figures.
| # | 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 nightly-rate breakdowns by bedroom count, property tier, and dwelling type for Ashland are available to StaySTRA Pro members. Unlock with StaySTRA Pro or analyze a specific address free.
Booking Channel Mix
Distribution of bookings across major STR platforms.
| Channel | Share |
|---|---|
| airbnb | 48.8% |
| vrbo | 8% |
| both | 43.2% |
Home Value Trends (Ashland)
Typical home values, median sale prices, and the 10-year price trend for Ashland are available to StaySTRA Pro members. Unlock with StaySTRA Pro or analyze a specific address free.
Booking Insights
Booking-window and length-of-stay analysis for Ashland — how far ahead guests book and how to price around it — is available to StaySTRA Pro members. Unlock with StaySTRA Pro or analyze a specific address free.
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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