Vacation Rentals By Owner In Ashland, OR

Showing 40 Of 213 Vacation Rentals

Exceptional(1)

$439.91

/ Nightly

Apartment

3 bedrooms include a king and two queen size beds, 2 bathrooms, and kitchenette.

Ashland, Oregon, United States

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Bath

Sleeps

Exceptional(11)

$526.41

/ Nightly

Lodge

Luxury condo with king bedroom, two bathrooms, full kitchen.

Ashland, Oregon, United States

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Bath

Sleeps

$1515.65

/ Nightly

Lodge

Entire 2nd floor of Plaza North with 3 separate suites each with its own kitchen and bedrooms.

Ashland, Oregon, United States

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Bath

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Exceptional(1)

$566.89

/ Nightly

Lodge

2 cabins with 4 bedrooms, hot tubs, dining room and full kitchen.

Ashland, Oregon, United States

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Bath

Sleeps

Exceptional(2)

$340.19

/ Nightly

Lodge

2 bedroom cabin plus loft, huge deck, lodge-style furnishings.

Ashland, Oregon, United States

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Bath

Sleeps

Exceptional(10)

$597.12

/ Nightly

Lodge

Luxury condo with 2 bedrooms/2 bathrooms, sleeper sofa, full kitchen.

Ashland, Oregon, United States

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Bath

Sleeps

Exceptional(3)

$323.95

/ Nightly

Lodge

2 bedroom cabin, huge deck, lodge-style furnishings.

Ashland, Oregon, United States

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Bath

Sleeps

Exceptional(1)

$1228.98

/ Nightly

Lodge

2 bedrooms, office with sofa bed, sofa bed in living room, 3 bathrooms

Ashland, Oregon, United States

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Bath

Sleeps

Exceptional(17)

$470.01

/ Nightly

Apartment

2-story, 3 bedroom modern home with king and queen beds, living room and kitchen.

Ashland, Oregon, United States

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Bath

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Exceptional(1)

$1224.46

/ Nightly

Apartment

Pioneer Mega 3 vacation homes offering 8 Bedrooms, 5 bathrooms, laundry, TV, and kitchens.

Ashland, Oregon, United States

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Bath

Sleeps

Exceptional(6)

$817.37

/ Nightly

Apartment

5 bedroom historic home with brand new furnishings, and is perfect for up to 14 guests.

Ashland, Oregon, United States

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Bath

Sleeps

Exceptional(4)

$384.8

/ Nightly

Apartment

Spacious 2 bedroom historic home with two king beds and kitchenette.

Ashland, Oregon, United States

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Exceptional(2)

$275.29

/ Nightly

Apartment

Hyatt Prairie Cabin offers views and a two person Hot Tub! Both bedrooms have a queen size bed.

Ashland, Oregon, United States

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Bath

Sleeps

Exceptional(15)

$128.5

/ Nightly

Agritourism

This Old Farmhouse. A few short minutes from town yet feels like sweet country.

Ashland, Oregon, United States

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Bath

Sleeps

Exceptional(6)

$347.14

/ Nightly

Private Vacation Home

Barclay Klum House | Walk to Downtown | Soaking Tub & Gourmet Kitchen

Ashland, Oregon, United States

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Bath

Sleeps

Exceptional(12)

$251.14

/ Nightly

Apartment

Relax in the luxurious 1-bedroom Louisa Suite at RedTail Inn. Enjoy a double rain shower, plush linens, and a shared hot tub. Located near downtown Ashland, with off-street parking and high-speed WiFi.

Ashland, Oregon, United States

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Bath

Sleeps

Exceptional(6)

$1034.02

/ Nightly

Apartment

Ashland Group Retreat! The RedTail Inn offers 3 full suites within one booking, sleeping up to 12. Great location for the Shakespeare Festival. Ample space for your large family or friend group.

Ashland, Oregon, United States

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Exceptional(13)

$324.07

/ Nightly

Apartment

Luxurious 2 BR Red McCall Suite in historic Ashland. Features mountain views, a private deck, shared hot tub access, and a full kitchen. Sleeps 6. Walk to OSF and downtown shops/restaurants!

Ashland, Oregon, United States

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Exceptional(10)

$262.25

/ Nightly

Apartment

Charming 1 BR Orliena Suite in historic downtown Ashland, OR. Walk to the Oregon Shakespeare Festival, shops, and dining. Features a kitchenette, plush queen bed, and shared hot tub access. Dog friendly!

Ashland, Oregon, United States

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Bath

Sleeps

Exceptional(5)

$324.09

/ Nightly

Cottage

ABBOTT'S COTTAGES- The Lark. 2 bedroom cottage, just two blocks to downtown

Ashland, Oregon, United States

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Rent a place that suits your needs

Bed

Bath

Sleeps

Vacation Rentals By Owner In Ashland, OR

$439.91

$526.41

$1515.65

$566.89

$340.19

$597.12

$323.95

$1228.98

$470.01

$1224.46

$817.37

$384.8

$275.29

$128.5

$347.14

$251.14

$1034.02

$324.07

$262.25

$324.09

Rent a place that suits your needs

Most popular vacation rentals in Ashland

$230.14

$249.79

$248.50

$246.64

$245.33

$241.58

$233.39

$213.66

$212.97

$213.25

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