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Ashland vacation rentals

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Top-rated vacation rentals in Ashland

Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.

Guesthouse in Ashland
Modern Airy Retreat - Views, Walk to Everything
Enjoy the perfect mix of walkable Ashland and your private, airy, urban hideaway. Set in the historic Railroad District with fabulous cafes, restaurants and shops in the same block and nearby, this modern studio over a detached garage has views of trees or mountains from every window. It's only a 5 minute walk to Downtown and a 10 minute walk to Lithia Park and the Oregon Shakespeare Festival. Should you wish, you could park your car in your dedicated space and not use it again during your stay.
$127 per night
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Guesthouse in Ashland
Charming Guest House - One block from Downtown!
This private, comfortable, two story guest house is located one block from Downtown! With stylish furniture, a large furnished private deck, and a space that can comfortably sleep 4, it's sure to give you a great visit. Enjoy a short walk to Shakespeare (6-8 mins per iPhone map), great coffee shops, Lithia Park, amazing restaurants, or stay in and enjoy the view off the private second story deck. We feel fortunate to offer such a lovely space in such a great location. PA number on file.
$116 per night
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Rental unit in Ashland
Clean, Stylish Apt w/kitchen. block from Downtown
92½ Church Street. A private apartment with a large bedroom, full kitchen, bath with shower. Vintage styling with loads of special touches, ONE BLOCK from downtown. All the comfort of home and so close to the action. Large yard. Permitted. (Ashland City Permit: 15-237). 2020 Update: We have adopted the recommended Covid-19 Cleaning Guidelines.
$97 per night
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Stay near Ashland's top sights

Photo of Lithia Park
Lithia Park198 locals recommend
Photo of Oregon Shakespeare Festival
Oregon Shakespeare Festival267 locals recommend
Photo of Ashland Food Co-op
Ashland Food Co-op91 locals recommend
Photo of Ashland's Own Shop'n Kart
Ashland's Own Shop'n Kart38 locals recommend
Photo of Noah's River Adventures
Noah's River Adventures8 locals recommend
Photo of Brickroom
Brickroom76 locals recommend

Other great vacation rentals in Ashland

Cottage in Ashland
Charming very well appointed cottage !
$103 per night
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Private room in Ashland
Peaceful & Private Bedroom and kitchenette!
$55 per night
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Guesthouse in Ashland
Charming cottage, walk to town.
$132 per night
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Guesthouse in Ashland
C Street Station Cottage
$155 per night
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Guest suite in Ashland
Summer’s Night Cottage 8 minute walk to Downtown
$84 per night
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Private room in Ashland
Wood Hamlet - E. Gorey Room, Private by Downtown
$71 per night
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Guest suite in Ashland
Ashland Backyard Garden Studio
$35 per night
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Cottage in Ashland
Downtown Cottage - Great Views & 1 Block to OSF!
$132 per night
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Guesthouse in Ashland
ABBOTT'S COTTAGES- Egret
$115 per night
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Guesthouse in Ashland
The Cedar Cottage - creekside studio
$96 per night
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Rental unit in Ashland
Boutique Suite, Heart of Downtown Ashland
$131 per night
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Home in Ashland
Harmony Cottage - 2bd/1ba, 10 min from downtown!
$96 per night
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