Downtown Ashland
and
Greater Jackson County

Home to world-class theater, summer and winter outdoor adventure, shopping, dining, and more. Our properties allow easy access to the cultural, culinary, and relaxing experiences that make Ashland the crown jewel of the Rogue Valley.

^$350_{/avg daily price}

The House at Innsbruck Ridge ~ Sleeps 10

^$495_{/avg daily price}

Anne Hathaway’s House ~ Just 4 blocks from OSF!

Featured

^$195_{/avg daily price}

The Barclay-Klum House

^$225_{/avg daily price}

Blue Moon Cottage ~ Pet Friendly ~ 5 Blocks to OSF

^$575_{/avg daily price}

Blue Moon House ~ Just Five Blocks from OSF!

^$800_{/avg daily price}

Blue Moon House & Cottage ~ Just 5 Blocks from OSF

^$195_{/avg daily price}

‘C’ Street Station – Short walk to OSF

^$195_{/avg daily price}

Courtside Cottage~5-minute walk from OSF~Pet Friendly

^$145_{/avg daily price}

The 1910 Orchard Guest House ~ In the Foothills of Wine Country

^$105_{/avg daily price}

“Sky is the Limit” 5th Wheel in Oregon’s Wine Country

^$250_{/avg daily price}

1910 Orchard Guest House & RV in Oregon Wine Country

^$225_{/avg daily price}

Hound’s Landing #A~A dog’s walk to OSF~Pet Friendly

^$575_{/avg daily price}

Lori Lane House ~ 5 Blocks from Downtown Ashland

^$195_{/avg daily price}

Lori Lanes ‘Juliet Cottage’ ~ 2 Bedroom ~ Downtown

^$325_{/avg daily price}

The Pioneer – Craftsman House – Closest to OSF!

^$225_{/avg daily price}

The Pioneer House (North Suite) – Closest to OSF!

^$325_{/avg daily price}

The Pioneer House (South Suite) – Closest to OSF!

^$550_{/avg daily price}

The Pioneer North & South – Closest to OSF!

^$875_{/avg daily price}

The Pioneer ~ Closest to OSF!

^$195_{/avg daily price}

Spur Rail Loft House~ Just a few blocks to Downtown Ashland

Featured

^$265_{/avg daily price}

Straw Bale Retreat on Tolman Creek

^$225_{/avg daily price}

The Aloha House ~ Hot Tub & Seasonal Pool

Featured

^$275_{/avg daily price}

Capital House ~Pool~ Quiet Stay Minutes from Downtown

^$125_{/avg daily price}

Rustic Rogue Cottage ~ Private Views of Table Rock

"This location is great and it is also very quiet. The kitchen is well stocked and with the porch and front yard I felt that there was lots of room to spread out and relax. The off street parking is a treat, we didn’t need to drive anywhere during our whole stay. The co-op is right down the road and a classy meal is only a few blocks away. Will definitely stay again and will recommend to friends."

Jessie June 8, 2020