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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 vacation home in Central Point. Enjoy free WiFi, free parking, and an attached winery. Popular attractions Jacksonville Cemetery and Art Presence ...
Grandview of Ashland

Grandview of Ashland

3 out of 5
821 Grandview Dr Ashland OR
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Stay at this vacation home in Ashland. Enjoy free WiFi, free parking, and a sauna. Popular attractions Oregon Shakespeare Festival and Thomas Theatre are located ...
Starwood Sanctuary

Starwood Sanctuary

3 out of 5
3086 Starwood Ct Medford OR
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Stay at this vacation home in Medford. Enjoy free WiFi, free parking, and a garden. Popular attractions Rogue Karting and Medford Railroad Park are located ...
Savage Upon Siskiyou

Savage Upon Siskiyou

3 out of 5
635 Siskiyou Blvd Ashland OR
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Stay at this vacation home in Ashland. Enjoy free WiFi, free parking, and a garden. Popular attractions Oregon Shakespeare Festival and Ashland Library are located ...
Cottage Nine in Jacksonville

Cottage Nine in Jacksonville

2 out of 5
Jacksonville OR
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Stay at this vacation home in Jacksonville. Popular attractions Kharmic Creations and Sarah Zigler Interpretive Trail are located nearby.
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 vacation home in Ashland. Enjoy free WiFi, free parking, and a garden. Popular attractions Oregon Shakespeare Festival and Ashland Library 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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Book a stay at this business-friendly vacation home in Ashland. Enjoy free WiFi, free parking, and a garden. Popular attractions Oregon Shakespeare Festival ...
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 vacation home in Ashland. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Oregon Shakespeare Festival and North Mountain ...
Meadowsweet Farm by WanderLodges

Meadowsweet Farm by WanderLodges

3 out of 5
995 Suncrest Rd Medford OR
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Stay at this vacation home in Medford. Enjoy free WiFi, free parking, and a garden. Popular attractions Lithia & Driveway Fields and Oregon Shakespeare Festival ...
Rosewood Landing- Hot Tub- Sauna

Rosewood Landing- Hot Tub- Sauna

3 out of 5
60 Rose Ave Medford OR
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Stay at this vacation home in Medford. Enjoy free WiFi, free parking, and a sauna. Popular attractions Blackbird Statue and Medford Carnegie Library are located ...
Rosewood Collective- House & Studio

Rosewood Collective- House & Studio

3 out of 5
60 Rose Ave Medford OR
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Stay at this vacation home in Medford. Enjoy free WiFi, free parking, and a sauna. Popular attractions Lithia & Driveway Fields and Blackbird Statue are located ...
Cottage Eleven in Jacksonville

Cottage Eleven in Jacksonville

2 out of 5
Jacksonville OR
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Stay at this vacation home in Jacksonville. Popular attractions Kharmic Creations and Sarah Zigler Interpretive Trail are located nearby.
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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.

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Comfort Inn & Suites Ashland

Comfort Inn & Suites Ashland

2.5 out of 5
434 S. Valley View Rd. Ashland OR
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Best Western Windsor Inn

Best Western Windsor Inn

2.5 out of 5
2520 Ashland St Ashland OR
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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.

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