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Ashland Rentals

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Ashland Rentals

125 Houses

ArtYcottage UNBELIEVEABLE...

Ashland house

2 bedrooms / 2 bathrooms / sleeps 4

“A Place in the Woods to Dream and Live Your Dream” My mouth dropped when I stepped into artYcottage and was surrounded by so much beauty, creativity and originality. It was endless. Everywhere I looked there were remarkable details that were execute

Responds fast! avg. 2 hours 23 minutes

Price per night from

$175

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Ashland Cabin - 170 Acres w/Mountain Views & Sauna

Ashland cottage

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 8 minutes

Price per night from

$135

1 / 30

The High Street Cottage An Artists' Garden Cottage

Ashland cottage

2 bedrooms / 1 bathroom / sleeps 4

Responds fast! avg. 2 hours 31 minutes

Price per night from

$165

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Oberon -Second Spring Property 1-3 Bedroom Luxury

Ashland apartment

1 bedroom / 1 bathroom / sleeps 3

Price per night from

$195

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Cattle View Ranch House

Ashland house

4 bedrooms / 2 bathrooms / sleeps 9

Responds fast! avg. 40 minutes

Price per night from

$300

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Luxurious Home near Downtown Ashland and Theaters

Ashland house

3 bedrooms / 2 bathrooms / sleeps 9

Responds fast! avg. 1 hour 40 minutes

Price per night from

$388

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Walk to Downtown/Theaters from this Charming Home

Ashland cottage

2 bedrooms / 1 bathroom / sleeps 6

Responds fast! avg. 1 hour 40 minutes

Price per night from

$297

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Price per night from

$300

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The Terra Cottage Inn a beautiful Luxury Apartment

Ashland cottage

2 bedrooms / 1 bathroom / sleeps 4

“Perfect!” We just returned from our annual trip to ashland, mainly for OSF. After previously staying in B&B;'s we chose to find a rental house for this week. I did a bunch of research and what struck us about the Terra Cottage Inn was the outdoor kitc

Responds fast! avg. 2 hours 31 minutes

Price per night from

$161

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Abigail's Cottage, 10-min. walk to plaza/theaters

Ashland cottage

2 bedrooms / 2 bathrooms / sleeps 6

“Fabulous place to stay!” We recently stayed in this cottage for 3 nights and we really enjoyed ourselves. The short walk to the plaza and theaters was ideal, but we were most impressed by how clean and well-maintained the cottage was. The cottage is

Responds fast! avg. 56 minutes

Price per night from

$185

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Ashland Lodge Style House w/Patio & 5 MTN Bikes!

Ashland house

4 bedrooms / 3 bathrooms / sleeps 13

Responds fast! avg. 8 minutes

Price per night from

$295

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Stone's Throw Bungalow - Licensed, Private Garden

Ashland studio

Studio / 1 bathroom / sleeps 2

Price per night from

$135

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Farmhouse Studio at Willow Witt Ranch

Ashland house

2 bedrooms / 1 bathroom / sleeps 6

Price per night from

$200

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Oak Street Cottages - Studio

Ashland apartment

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$139

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Carlisle Garden Suites - Chamomile

Ashland cottage

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$205

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Singing Birds Cabin

Ashland log cabin

2 bedrooms / 2 bathrooms / sleeps 6

“Peaceful, beautiful, perfect get-away” We traveled to Ashland for a family gathering. Without a doubt, our Singing Birds get-away was the highlight of the trip. Accomodations were cozy, fresh and grounding. Thank you. We'll be back!

Price per night from

$180

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Meadow House on a Historic Ranch in Ashland, OR

Ashland house

3 bedrooms / 2 bathrooms / sleeps 10

Price per night from

$295

1 / 11

Stay Ashland like never before. Explore days, campfire stars at night!

Ashland caravan/mobile home

1 bedroom / 1 bathroom / sleeps 3

Price per night from

$110

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Porscha's Hideaway 2

Ashland house

2 bedrooms / 1 bathroom / sleeps 4

Responds fast! avg. 28 minutes

Price per night from

$202

1 / 10

Blue Moon House & Cottage ~ Just 5 Blocks from OSF

Ashland house

7 bedrooms / 6 bathrooms / sleeps 15

Price per night from

$824

1 / 29

Falcon Heights West - #203

Ashland hotel apartment

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$304

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Carlisle Garden Suites - Calla Suite

Ashland cottage

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$100

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The Pioneer House (North Suite) - Closest to OSF!

Ashland house

2 bedrooms / 1 bathroom / sleeps 6

Price per night from

$232

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2nd Street Cottages, HERITAGE HOUSE

Ashland cottage

4 bedrooms / 3 bathrooms / sleeps 8

Price per night from

$423

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2nd Street Cottages, GARDEN SUITE

Ashland cottage

2 bedrooms / 2 bathrooms / sleeps 5

Price per night from

$297

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Porscha's Hideaway

Ashland studio

Studio / 1 bathroom / sleeps 2

Responds fast! avg. 28 minutes

Price per night from

$150

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#33 The Cabins at Hyatt Lake - Sleeps 6 - Hot Tub

Ashland chalet

2 bedrooms / 1 bathroom / sleeps 6

Price per night from

$149

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Perfect vacation cottage

Ashland cottage

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 2 hours 22 minutes

Price per night from

$287

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#52 The Cabins at Hyatt Lake - Sleeps 4 -Lake View

Ashland chalet

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$129

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Pelton Villa

Ashland house

4 bedrooms / 3 bathrooms / sleeps 8

Price per night from

$325

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Steps to theatres, shopping, dining, nightlife...

Ashland house

4 bedrooms / 3 bathrooms / sleeps 8

Price per night from

$420

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Price per night from

$126

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Nancy's Garden Cottage The Indigo

Ashland cottage

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 2 hours 27 minutes

Price per night from

$150

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#49 The Cabins at Hyatt Lake - Sleeps 4 - Private

Ashland chalet

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$129

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Carlisle Garden Suites - Rose Suite

Ashland cottage

1 bedroom / 1 bathroom / sleeps 3

Price per night from

$282

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The Pioneer House (South Suite) - Closest to OSF!

Ashland house

3 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$335

1 / 14

#44 The Cabins at Hyatt Lake - Sleeps 6 - Hot Tub

Ashland chalet

2 bedrooms / 1 bathroom / sleeps 6

Price per night from

$149

1 / 30

Jasmine Suite at the Carlisle Garden Suites

Ashland apartment

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$225

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