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Featured Vacation Homes in Ashland

The Rellik House and Winery

The Rellik House and Winery

3.5 out of 5
968 Old Stage Rd, Central Point, OR
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Stay at this 3.5-star vacation home in Central Point. Enjoy free WiFi, free parking, and an attached winery. Popular attractions Caprice Vineyards and Jacksonville ...
Grandview of Ashland

Grandview of Ashland

3 out of 5
821 Grandview Dr, Ashland, OR
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Stay at this 3-star vacation home in Ashland. Enjoy free WiFi, free parking, and a sauna. Popular attractions Oregon Shakespeare Festival and Thomas Theatre ...
Barclay Klum House by WanderLodges

Barclay Klum House by WanderLodges

4 out of 5
1023 E Main St, Ashland, OR
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Stay at this 4-star vacation home in Ashland. Enjoy free WiFi, free parking, and a garden. Popular attractions Ashland Library and North Mountain Park are located ...
Hanna's House by WanderLodges

Hanna's House by WanderLodges

4 out of 5
39 4th St, Ashland, OR
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Stay at this 4-star business-friendly vacation home in Ashland. Enjoy free WiFi, free parking, and a garden. Popular attractions Ashland Library and Oregon Cabaret ...
The Mountain Ave House by WanderLodges

The Mountain Ave House by WanderLodges

4 out of 5
78 N Mountain Ave, Ashland, OR
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Stay at this 4-star vacation home in Ashland. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions North Mountain Park and ScienceWorks Hands-On ...
Lanka Rose House by WanderLodges

Lanka Rose House by WanderLodges

3.5 out of 5
109 N Rose St, Phoenix, OR
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Stay at this 3.5-star family-friendly vacation home in Phoenix. Enjoy free WiFi, free parking, and a garden. Popular attractions Phoenix Library and StoneRiver ...
Medford Home and 2 Condos With Pool

Medford Home and 2 Condos With Pool

2 out of 5
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Stay at this vacation home in Medford. Popular attractions Bear Creek Park and Cinemark Tinseltown Medford 15 are located nearby.
Lori Lanes 'romeo Cottage' ~ 2 Bedroom ~ Downtown

Lori Lanes 'romeo Cottage' ~ 2 Bedroom ~ Downtown

3.5 out of 5
437 Lori Lane, Ashland, OR
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Stay at this 3.5-star vacation home in Ashland. Enjoy free WiFi, free parking, and a garden. Popular attractions Allen Elizabethan Theatre and Angus Bowmer Theatre ...
Blue Moon Cottage ~ Pet Friendly ~ 5 Blocks to OSF

Blue Moon Cottage ~ Pet Friendly ~ 5 Blocks to OSF

3.5 out of 5
312 Helman Street, Ashland, OR
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Stay at this 3.5-star vacation home in Ashland. Enjoy free WiFi, free parking, and a garden. Popular attractions Allen Elizabethan Theatre and Angus Bowmer Theatre ...
Medford Home With a Pool and Hot tub

Medford Home With a Pool and Hot tub

2 out of 5
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Stay at this vacation home in Medford. Popular attractions Bear Creek Park and Cinemark Tinseltown Medford 15 are located nearby.
'1900' Guest House ~ Near OSF

'1900' Guest House ~ Near OSF

3 out of 5
56 3rd Street, Ashland, OR
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Stay at this 3-star vacation home in Ashland. Enjoy free WiFi, free parking, and cable TV channels. Popular attractions Ashland Library and Oregon Cabaret Theatre ...
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Can't find what you're looking for? Check out these other accommodation options...

Flagship Inn of Ashland

Flagship Inn of Ashland

2.5 out of 5
1193 Siskiyou Blvd, Ashland, OR
Flagship Inn of Ashland
Ashland Hills Hotel & Suites

Ashland Hills Hotel & Suites

3 out of 5
2525 Ashland St, Ashland, OR
Ashland Hills Hotel & Suites
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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