Airbnb Properties for Sale in Ashland, OR

Looking for a vacation rental investment in Ashland, OR with high ROI ?

Explore a range of newly added short-term rental homes in Ashland, OR. Make a smart investment with newly available Airbnb properties and find the ideal high-ROI property for sale.

Airbnb For Sale in Ashland, OR

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
354 Garfield Street Ashland, OR Charming single-level midcentury bungalow on a spacious and centrally located R-2 zoned lo...	3 beds \| 2 baths \| 1,168 sq.ft.	$450,000	Airbnb cash on cash: 5.33% Traditional cash on cash: 4.98% Airbnb Rental Income: $3917 Traditional Rental Income: $2930 Airbnb ROI: 5.33% Traditional ROI: 4.98%
690 Spring Creek Drive Ashland, OR Discover tranquility at 690 Spring Creek! Situated on 1.4 acres within city limits, this c...	3 beds \| 2 baths \| 1,842 sq.ft.	$600,000	Airbnb cash on cash: 3.3% Traditional cash on cash: 2.02% Airbnb Rental Income: $3917 Traditional Rental Income: $2354 Airbnb ROI: 3.3% Traditional ROI: 2.02%
495 Chestnut Street #4 Ashland, OR Low-maintenance condominium across from Asante Ashland Community Hospital, less than three...	2 beds \| 2 baths \| 832 sq.ft.	$250,000	Airbnb cash on cash: 8.41% Traditional cash on cash: 6.44% Airbnb Rental Income: $3602 Traditional Rental Income: $2347 Airbnb ROI: 8.41% Traditional ROI: 6.44%
4896 Highway 66 Ashland, OR Located on 5 acres, this home is constructed to the highest standards. There is simply no ...	4 beds \| 3 baths \| 3,361 sq.ft.	$1,850,000	Airbnb cash on cash: 3.06% Traditional cash on cash: 0.75% Airbnb Rental Income: $10022 Traditional Rental Income: $4200 Airbnb ROI: 3.06% Traditional ROI: 0.75%
99 Granite Street Ashland, OR This extraordinary Greene and Greene inspired Craftsman home will not disappoint. No expen...	4 beds \| 9 baths \| 6,903 sq.ft.	$3,800,000	Airbnb cash on cash: 0.64% Traditional cash on cash: 0.21% Airbnb Rental Income: $10022 Traditional Rental Income: $6662 Airbnb ROI: 0.64% Traditional ROI: 0.21%
720 Salishan Court Ashland, OR Looking for a conveniently located home in a secluded cul-de-sac and vibrant community? Th...	3 beds \| 2 baths \| 1,331 sq.ft.	$465,000	Airbnb cash on cash: 4.79% Traditional cash on cash: 4.17% Airbnb Rental Income: $3917 Traditional Rental Income: $2804 Airbnb ROI: 4.79% Traditional ROI: 4.17%
135 Maywood Way Ashland, OR Beautifully remodeled like-new Craftsman farmhouse with separate buildable tax lot just mi...	4 beds \| 3 baths \| 2,008 sq.ft.	$775,000	Airbnb cash on cash: 9.67% Traditional cash on cash: 1.86% Airbnb Rental Income: $10022 Traditional Rental Income: $2516 Airbnb ROI: 9.67% Traditional ROI: 1.86%
961 Pinecrest Terrace Ashland, OR New single-level Earth Advantage certified home in the Ashland hills. This contemporary ho...	4 beds \| 2 baths \| 2,005 sq.ft.	$969,000	Airbnb cash on cash: 7.72% Traditional cash on cash: 2.82% Airbnb Rental Income: $10022 Traditional Rental Income: $3743 Airbnb ROI: 7.72% Traditional ROI: 2.82%
128 S Mountain Avenue Ashland, OR Great Investment Opportunity located close to downtown Ashland. Nicely maintained duplex w...	N/A beds \| N/A baths \| N/A	$855,000	Airbnb cash on cash: 2.36% Traditional cash on cash: 0.4% Airbnb Rental Income: $3917 Traditional Rental Income: $1518 Airbnb ROI: 2.36% Traditional ROI: 0.4%
786 Pompadour Drive Ashland, OR Paradox Vineyard Estate is uniquely defined by elements of water, air, the natural light a...	4 beds \| 6 baths \| 5,233 sq.ft.	$4,500,000	Airbnb cash on cash: 0.48% Traditional cash on cash: 0.13% Airbnb Rental Income: $10022 Traditional Rental Income: $6711 Airbnb ROI: 0.48% Traditional ROI: 0.13%
704 Elkader Street Ashland, OR Incomparable Value above the Boulevard! Come experience this 5 bed, 3 bath pool home with ...	5 beds \| 3 baths \| 2,842 sq.ft.	$495,000	Airbnb cash on cash: 8.27% Traditional cash on cash: 5.43% Airbnb Rental Income: $6259 Traditional Rental Income: $3716 Airbnb ROI: 8.27% Traditional ROI: 5.43%
451 E Ashland Lane Ashland, OR Sought after 4100 sq.ft single level, country home on approx. 5 level irrigated acres with...	4 beds \| 4 baths \| 4,071 sq.ft.	$1,525,000	Airbnb cash on cash: 4.32% Traditional cash on cash: 1.7% Airbnb Rental Income: $10022 Traditional Rental Income: $4446 Airbnb ROI: 4.32% Traditional ROI: 1.7%
520 Helman Street Ashland, OR Immerse yourself in the Lithia Creekfront lifestyle. This 2,244SF single level home featur...	4 beds \| 2 baths \| 2,244 sq.ft.	$997,000	Airbnb cash on cash: 7.27% Traditional cash on cash: 2.06% Airbnb Rental Income: $10022 Traditional Rental Income: $3322 Airbnb ROI: 7.27% Traditional ROI: 2.06%
988 Dead Indian Memorial Road Ashland, OR Rare Ashland opportunity on a 5+ acre tax lot, close proximity to town, only 2 miles up DI...	4 beds \| 3 baths \| 4,668 sq.ft.	$1,500,000	Airbnb cash on cash: 4.12% Traditional cash on cash: 0.81% Airbnb Rental Income: $10022 Traditional Rental Income: $3556 Airbnb ROI: 4.12% Traditional ROI: 0.81%
1388 Mill Pond Road Ashland, OR Cozy Ashland Craftsman-style cottage in the well-loved Mill Pond community. Walk to the gr...	3 beds \| 2 baths \| 1,100 sq.ft.	$519,000	Airbnb cash on cash: 4.44% Traditional cash on cash: 4.28% Airbnb Rental Income: $3917 Traditional Rental Income: $2994 Airbnb ROI: 4.44% Traditional ROI: 4.28%
1475 Dead Indian Memorial Road Ashland, OR Custom prairie style in a sought-after location just a mile outside of town. Gated entranc...	4 beds \| 4 baths \| 4,382 sq.ft.	$1,750,000	Airbnb cash on cash: 3.24% Traditional cash on cash: 0.76% Airbnb Rental Income: $10022 Traditional Rental Income: $4142 Airbnb ROI: 3.24% Traditional ROI: 0.76%
721 N Main Street Ashland, OR Great investment opportunity. 12-plex - all two-bedroom one bath units. Solid build. Downs...	N/A beds \| N/A baths \| 9,480 sq.ft.	$1,800,000	Airbnb cash on cash: 2.95% Traditional cash on cash: -0.98% Airbnb Rental Income: $10022 Traditional Rental Income: $1609 Airbnb ROI: 2.95% Traditional ROI: -0.98%
256 Wimer Street Ashland, OR Discover the perfect blend of breathtaking views and serene privacy in this stunning home,...	4 beds \| 3 baths \| 2,608 sq.ft.	$869,000	Airbnb cash on cash: 8.01% Traditional cash on cash: 3.04% Airbnb Rental Income: $10022 Traditional Rental Income: $4140 Airbnb ROI: 8.01% Traditional ROI: 3.04%
3721 Old Highway 99 Ashland, OR This home is EXTROARDINARY! If you are looking for a custom-built home with privacy, ameni...	4 beds \| 5 baths \| 4,793 sq.ft.	$2,395,000	Airbnb cash on cash: 1.96% Traditional cash on cash: 0.66% Airbnb Rental Income: $10022 Traditional Rental Income: $5288 Airbnb ROI: 1.96% Traditional ROI: 0.66%
987 Dead Indian Memorial Road Ashland, OR Rare Ashland Multifamily opportunity w/ TWO homes on two separate 5+ acre tax lots, only 2...	4 beds \| 3 baths \| 5,800 sq.ft.	$2,000,000	Airbnb cash on cash: 2.63% Traditional cash on cash: 0.15% Airbnb Rental Income: $10022 Traditional Rental Income: $3556 Airbnb ROI: 2.63% Traditional ROI: 0.15%
432 Nandina Street Ashland, OR Welcome to the Kestrel Park Cottages. This single owner 3-year-old home is better than ne...	2 beds \| 2 baths \| 838 sq.ft.	$399,000	Airbnb cash on cash: 4.95% Traditional cash on cash: 4.81% Airbnb Rental Income: $3602 Traditional Rental Income: $2758 Airbnb ROI: 4.95% Traditional ROI: 4.81%
898 Faith Avenue Ashland, OR Incredible opportunity to own an affordable 3br 3ba Townhome with a downstairs bedroom and...	3 beds \| 3 baths \| 1,117 sq.ft.	$278,639	Airbnb cash on cash: 9.67% Traditional cash on cash: 8.25% Airbnb Rental Income: $3917 Traditional Rental Income: $2703 Airbnb ROI: 9.67% Traditional ROI: 8.25%
2023 Siskiyou Boulevard Ashland, OR Exquisitely maintained townhome style residence in tranquil complex! Excellently designed ...	2 beds \| 2 baths \| 896 sq.ft.	$251,052	Airbnb cash on cash: 9.78% Traditional cash on cash: 7.93% Airbnb Rental Income: $3602 Traditional Rental Income: $2375 Airbnb ROI: 9.78% Traditional ROI: 7.93%
1820 Crestview Drive Ashland, OR You will fall in love with the expansive views & the hard-to-find large park-like backyard...	4 beds \| 3 baths \| 2,266 sq.ft.	$775,000	Airbnb cash on cash: 9.32% Traditional cash on cash: 3.23% Airbnb Rental Income: $10022 Traditional Rental Income: $3769 Airbnb ROI: 9.32% Traditional ROI: 3.23%
1355 Apple Way Ashland, OR This beautifully updated home combines comfort and modern amenities. The kitchen boasts ne...	3 beds \| 2 baths \| 1,472 sq.ft.	$585,000	Airbnb cash on cash: 3.59% Traditional cash on cash: 2.88% Airbnb Rental Income: $3917 Traditional Rental Income: $2691 Airbnb ROI: 3.59% Traditional ROI: 2.88%
405 Wrights Creek Drive Ashland, OR Welcome to your private woodland retreat in the Ashland hills! This charming 3-bedroom, 2-...	3 beds \| 2 baths \| 1,364 sq.ft.	$600,000	Airbnb cash on cash: 3.5% Traditional cash on cash: 2.52% Airbnb Rental Income: $3917 Traditional Rental Income: $2526 Airbnb ROI: 3.5% Traditional ROI: 2.52%

Vacation Rentals in Ashland

There are 26 vacation rental properties available for sale in the city of Ashland . The median list price of Airbnb properties available for sale in Ashland is $637,500 and the average price per square foot is $257. The cash on cash return on vacation rentals in Ashland is 4.00%. The average monthly short term rental income in Ashland is $3,917.

Ashland, OR Short Term Rentals FAQs for Buyers, Sellers and Investors

There are 26 Airbnb properties available for sale in Ashland.

In 2025, the best neighborhood to buy short term rental property is Ashland.

In January 2025, the average Airbnb occupancy rate in Ashland is 56%.

Airbnb data on vacation rentals in Ashland, OR is available at Mashvisor. You can access data such as listings, real-time pricing trends, Ashland, OR market insights, guest information and booking details, seasonality trends and historical Ashland, OR Airbnb performance data.

Your search for investment property begins and ends here

Airbnb For Sale in Ashland, OR

354 Garfield Street

Ashland, OR

3 beds | 2 baths | 1,168 sq.ft.

$450,000

Airbnb cash on cash: 5.33%

Traditional cash on cash: 4.98%

Airbnb Rental Income: $3917

Traditional Rental Income: $2930

Airbnb ROI: 5.33%

Traditional ROI: 4.98%

690 Spring Creek Drive

Ashland, OR

3 beds | 2 baths | 1,842 sq.ft.

$600,000

Airbnb cash on cash: 3.3%

Traditional cash on cash: 2.02%

Airbnb Rental Income: $3917

Traditional Rental Income: $2354

Airbnb ROI: 3.3%

Traditional ROI: 2.02%

495 Chestnut Street #4

Ashland, OR

2 beds | 2 baths | 832 sq.ft.

$250,000

Airbnb cash on cash: 8.41%

Traditional cash on cash: 6.44%

Airbnb Rental Income: $3602

Traditional Rental Income: $2347

Airbnb ROI: 8.41%

Traditional ROI: 6.44%

4896 Highway 66

Ashland, OR

4 beds | 3 baths | 3,361 sq.ft.

$1,850,000

Airbnb cash on cash: 3.06%

Traditional cash on cash: 0.75%

Airbnb Rental Income: $10022

Traditional Rental Income: $4200

Airbnb ROI: 3.06%

Traditional ROI: 0.75%

99 Granite Street

Ashland, OR

4 beds | 9 baths | 6,903 sq.ft.

$3,800,000

Airbnb cash on cash: 0.64%

Traditional cash on cash: 0.21%

Airbnb Rental Income: $10022

Traditional Rental Income: $6662

Airbnb ROI: 0.64%

Traditional ROI: 0.21%

720 Salishan Court

Ashland, OR

3 beds | 2 baths | 1,331 sq.ft.

$465,000

Airbnb cash on cash: 4.79%

Traditional cash on cash: 4.17%

Airbnb Rental Income: $3917

Traditional Rental Income: $2804

Airbnb ROI: 4.79%

Traditional ROI: 4.17%

135 Maywood Way

Ashland, OR

4 beds | 3 baths | 2,008 sq.ft.

$775,000

Airbnb cash on cash: 9.67%

Traditional cash on cash: 1.86%

Airbnb Rental Income: $10022

Traditional Rental Income: $2516

Airbnb ROI: 9.67%

Traditional ROI: 1.86%

961 Pinecrest Terrace

Ashland, OR

4 beds | 2 baths | 2,005 sq.ft.

$969,000

Airbnb cash on cash: 7.72%

Traditional cash on cash: 2.82%

Airbnb Rental Income: $10022

Traditional Rental Income: $3743

Airbnb ROI: 7.72%