Milton Freewater, Oregon Short-Term Rental Market
Milton-Freewater short-term rentals earned $232 ADR at 66% occupancy in June 2026.
Quick Answer: Milton Freewater, Oregon is an active short-term rental market. average occupancy in the Oregon Area market area is 66%. average monthly revenue in the Oregon Area market area is $3,950. average daily rate in the Oregon Area market area is $232. the top operator in the Oregon Area market area is Vacasa with 356 listings. market score is 56/100 (grade C).
Market data reflects the Oregon Area regional market, which includes Milton Freewater. Regulations, taxes, and permit details below are specific to Milton Freewater.
Market Score Breakdown
Five dimensions StaySTRA evaluates per market.
Market Overview
Milton-Freewater, Oregon is a small agricultural town in Umatilla County that has become a wine-tourism destination as the gateway to The Rocks District of Milton-Freewater AVA, part of the broader Walla Walla Valley wine region straddling the Oregon-Washington border. In June 2026, the most recent month with complete data, the average daily rate across all listings was $231.61 at 65.74% occupancy, generating average monthly revenue of $3,950.34 per listing. Occupancy is down 1.77% year over year, ADR is down 1.32%, and monthly revenue is up a modest 0.83% year over year.
Milton-Freewater’s booking data shows an average booking lead time of 68.39 days and an average length of stay of 3.54 nights, the shortest average stay in this batch, consistent with wine-tasting weekend trips centered on The Rocks District and the wider Walla Walla Valley rather than extended vacations. Bedroom mix, listing-type mix, channel mix, and market-score data in this data set are currently tracked at a shared regional level rather than measured uniquely for Milton-Freewater, so this profile omits those figures rather than present regional numbers as if they were Milton-Freewater-specific. The rate, occupancy, revenue, and booking figures above come from Milton-Freewater’s own monthly data.
Seasonal Patterns
| Month | Occupancy |
|---|---|
| Jan | 42% |
| Feb | 48% |
| Mar | 50% |
| Apr | 48% |
| May | 55% |
| Jun | 66% |
| Jul | 69% |
| Aug | 64% |
| Sep | 54% |
| Oct | 50% |
| Nov | 46% |
| Dec | 48% |
Month-by-month nightly rates and revenue figures for Milton Freewater 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 Milton Freewater, so these counts are not Milton Freewater-only figures.
| # | Operator | Listings | Reviews | Rating |
|---|---|---|---|---|
| 1 | Vacasa | 356 | 26,654 | ★ 4.57 |
| 2 | Evolve | 124 | 5,401 | ★ 4.72 |
| 3 | The Official Collins Lake Resort | 89 | 359 | ★ 4.78 |
| 4 | Mt Hood Vacation Homes | 64 | 3,704 | ★ 4.50 |
| 5 | Arrived Vacation Rentals | 61 | 4,319 | ★ 4.75 |
What Kind of STR Should I Buy in Milton Freewater?
Revenue and nightly-rate breakdowns by bedroom count, property tier, and dwelling type for Milton Freewater 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 | 49% |
| vrbo | 7.8% |
| both | 43.2% |
Home Value Trends (Milton Freewater)
Typical home values, median sale prices, and the 10-year price trend for Milton Freewater 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 Milton Freewater — 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
Milton-Freewater has no short-term-rental-specific ordinance. The city does not currently regulate Airbnb or Vrbo operations with dedicated STR permits, occupancy caps, owner-occupancy rules, or night limits. Standard land-use zoning applies to any lodging use, but no STR overlay, cap, or use-permit requirement was identified; operators should confirm allowed use with the city Planning Department for their specific zone.
The main local requirement is the city’s general business license, which all businesses operating within city limits must obtain and renew each January. A short-term rental run as a business would fall under this general licensing requirement rather than a dedicated STR program.
On taxes, Oregon levies a 1.50% state transient lodging tax on stays under 30 days, which hosts or platforms such as Airbnb and Vrbo must collect and remit to the Oregon Department of Revenue. A separate Umatilla County or city local transient lodging tax may also apply on top of the state rate, but a confirmed local rate for Milton-Freewater could not be verified from primary sources, and operators should check directly with the city and county.
Because there is no STR-specific regulatory framework, enforcement is rated minimal, making this a relatively permissive environment for investors compared with Oregon’s coastal and Portland-metro jurisdictions, which impose stricter licensing. Operators should still verify zoning for their parcel and confirm total lodging-tax obligations before listing.
Market Comparison
Milton-Freewater’s 65.74% occupancy in June 2026 runs well above the roughly 55% median occupancy typically seen across the broader U.S. short-term rental market, while its $231.61 average daily rate is also above the roughly $220 national median ADR. This combination reflects strong demand tied to The Rocks District wine region and the broader Walla Walla Valley tourism corridor, even though Milton-Freewater itself is a small agricultural town of about 7,011 residents.
Top property manager data in this data set is currently tracked at a shared regional level rather than uniquely for Milton-Freewater, so this profile does not present specific operator names, listing counts, or ratings as Milton-Freewater-specific.
Frequently Asked Questions About Milton Freewater, Oregon
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