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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.

Private room in Ashland
Wood Hamlet - Noble Forest Room Private by DownTn
Noble Forest Room is a great price and only a short walk to the Shakespeare theater and restaurants. A private entrance, private bathroom and parking on premises. One queen bed - perfectly comfortable for one. Coffee, tea and mini frig in your room. Located just 4 blocks from downtown. Garden, patio and swimming pond available for outdoor relaxation. Near biking & hiking trails and Lithia Park. (Ashland City Permit# 17-080) NO smoking ANYWHERE on premises.
$66 per night
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Private room in Ashland
Wood Hamlet - E. Gorey Room, Private by Downtown
Edward Gorey Room is a short walk to town and the lovely 72 acre Lithia Park with extensive paths, ponds and stream. We follow the Airbnb Cleaning Protocol. All guest must be VACCINATED. Private entrance, bathroom and parking. Queen bed and comfortable chairs for two. Coffee, tea, mini frig, and microwave. Stroll in the garden or sit out by pond (or take a dip). Walk 4 blocks to town & 6 to park. (Ashland City Permit# 17-080) NO SMOKING ON PREMISES
$71 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.
$128 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's Own Shop'n Kart
Ashland's Own Shop'n Kart38 locals recommend
Photo of Louie's of Ashland
Louie's of Ashland18 locals recommend
Photo of Brickroom
Brickroom76 locals recommend
Photo of Ashland Food Co-op
Ashland Food Co-op91 locals recommend

Other great vacation rentals in Ashland

Guesthouse in Ashland
Manzanita Cottage
$180 per night
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Guesthouse in Ashland
Charming cottage, walk to town.
$150 per night
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Cottage in Ashland
Downtown Cottage - Great Views & 1 Block to OSF!
$153 per night
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Guesthouse in Ashland
Charming Guest House - One block from Downtown!
$143 per night
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Cabin in Ashland
Small cottage near Downtown Ashland - Queen Bed!
$89 per night
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Guesthouse in Ashland
Courtside Cottage - WalkScore 93 - Dog Friendly
$168 per night
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Cottage in Ashland
Charming very well appointed cottage !
$120 per night
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Guest suite in Ashland
Summer’s Night Cottage 8 minute walk to Downtown
$120 per night
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Guesthouse in Ashland
C Street Station Cottage
$189 per night
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Private room in Ashland
Cozy/rural close to town
$74 per night
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Loft in Ashland
executive retreat overlooking Ashland w/ views
$148 per night
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Rental unit in Ashland
Ashland Carter House, Carriage House!
$155 per night
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Stays in Lithia Park

Private room in Ashland
Cozy Sunset Loft Walk to town
$75 per night
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Private room in Ashland
Lovely light filled room with porch
$90 per night
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Guesthouse in Ashland
JJ's Loft | Downtown | Large Deck | Kitchenette
$139 per night
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Guest suite in Ashland
Lithia Park Suite Three
$68 per night
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