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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.

BookStayHop~ 4BR3BA House~ Pool~ Hot Tub~ Views

The Gem of Ashland~ Pool~ Hot Tub~ Views

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3
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Lori Lane Compound ~ 5 blocks from Downtown Ashland ~Kitchen ~Main Floor Bedroom

Lori Lane Compound~Kitchen~Near Downtown

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RedTail ~ Lower Suites~ Tesla Station ~ 4 Blocks to OSF!

RedTail LowerSuite~ Tesla Station~Near OSF

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RedTail ~ McCall Suite~Tesla Station~ 4 Blocks to OSF!

RedTail – Red McCall~Tesla Station~ Near OSF!

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RedTail ~Louisa Suite~Tesla Station~ 4 Blocks to OSF!

RedTail – Louisa~ Tesla Station~ Near OSF

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RedTail Suites~Orliena Suite~Tesla Station ~ 4 Blocks to OSF!

RedTail – Orliena~Tesla Station~ Near OSF!

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Century House ~ 1920's Modern Restoration ~ Sleeps 6~ One Mile to Shakespeare

Century House~1920s Farm House Restored

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RedTail Suites ~ Entire Home ~ Sleeps 12 ~ Tesla Station~ 4 Blocks to OSF!

RedTail Entire Home~ Tesla Station~ Near OSF

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

Courtside Cottage~ Dog Friendly

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4

Anne Hathaway House~ Kitchen~ Close to OSF

Anne Hathaway House~ Kitchen~ Close to OSF

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Barclay Klum House~ Charming Kitchen

Barclay Klum House~ Charming Kitchen

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Barclay Klum Suite North ~ Charming Kitchen

Barclay Klum Suite North ~ Charming Kitchen

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Featured

Barclay Klum South ~ Kitchen

Barclay Klum South ~ Kitchen

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Blue Moon Cottage~ Dog Friendly~ Kitchen

Blue Moon Cottage~ Dog Friendly~ Kitchen

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Peerless Entire Hotel ~ Downtown Ashland

Peerless Hotel ~ Downtown Ashland

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Peerless Hotel ~ Guest Room 1 ~ Downtown Ashland

Peerless Hotel ~ Guest Room 1 ~ Downtown Ashland

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Peerless Hotel~ Guest Room 2 ~Downtown Ashland

Peerless Hotel ~ Guest Room 2~ Downtown Ashland

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Peerless Hotel~ Suite 3 ~ Downtown Ashland

Peerless Suite 3~ Downtown Ashland

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Blue Moon House~ Gourmet Kitchen

Blue Moon House~ Gourmet Kitchen

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Blue Moon Compound~ Gourmet Kitchen

Blue Moon Compound~ Gourmet Kitchen

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Peerless Hotel~ Guest Room 5 ~Downtown Ashland

Peerless Hotel ~ Guest Room 5~ Downtown Ashland

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Peerless Hotel~ Guest Room 6~ Downtown Ashland

Peerless Hotel ~ Guest Room 6~ Downtown Ashland

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Lori Lane House ~ 5 Blocks from Downtown Ashland~ Kitchen ~Main Floor Bedroom

Lori Lane House~ Kitchen~ Near Downtown

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Lori Lanes 'Juliet Cottage' ~ 2 Bedroom ~ 5 Blocks to Downtown Ashland ~Kitchen

Lori Lane – Juliet Cottage~ Kitchen~Near Downtown

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The Pioneer - Craftsman House - Closest to OSF!

Pioneer Craftsman- Closest to OSF!

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Peerless Hotel~ Suite 7 ~Downtown Ashland

Peerless Suite 7~ Downtown Ashland

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The Pioneer House -North Suite (Upstairs) - Closest to OSF!

Pioneer North Suite (Upstairs)~ Close to OSF

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The Pioneer House - South Suite (Downstairs) - Closest to OSF!

Pioneer South Suite Downstairs~Closest to OSF

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The Pioneer North & South - Closest to OSF!

Pioneer Compound – Closest to OSF!

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The Pioneer ~ Closest to OSF!

Pioneer Mega Compound~ Closest to OSF!

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Spur Rail Loft House~ A few blocks to Downtown Ashland~ Mountain Views ~ Kitchen

Spur Rail Loft~ Mountain Views ~ Kitchen

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The Aloha House~ Hot Tub~ Seasonal Pool

The Aloha House~ Hot Tub~ Seasonal Pool

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“Wow! We’ve been Airbnb hosts & stayed in many places and this is definitely at the top of the list. It is easy walking to just about anywhere you need to go. It has it’s own parking space which can be invaluable in Ashland. Time for me to stop & you to go, this is a good one.”

Mitch and Susan June 8, 2020

Area Attractions & Vendors

local dining

Paddington Station

local specialty shop

Pelindaba Lavender

local photography

Cornelius Matteo Photography
Family Vacation Portrait Photography

local dining

Ostras Restaurant

local dining

Harvey’s Place

local theater or performance

Oregon Shakespeare Festival

local theater or performance

Oregon Cabaret Theater

local theater or performance

Camelot Theater

local bakery

local winery

local winery

Brochure Icon

Crater Lake Country

local hiking

Hills & Valleys Outdoor Adventures

local theater or performance

Rogue Valley Symphony

Search

Arrive

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