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Ashland Rentals

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Ashland Rentals

114 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

1 / 16

Stone's Throw Bungalow - Licensed, Private Garden

Ashland studio

Studio / 1 bathroom / sleeps 2

Price per night from

$135

1 / 23

Carlisle Garden Suites - Calla Suite

Ashland cottage

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$99

1 / 17

The High Street Cottage An Artists' Garden Cottage

Ashland cottage

2 bedrooms / 1 bathroom / sleeps 4

Responds fast! avg. 2 hours 13 minutes

Price per night from

$165

1 / 10

Price per night from

$299

1 / 7

Carlisle Garden Suites - Chamomile

Ashland cottage

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$205

1 / 15

Meadow House on a Historic Ranch in Ashland, OR

Ashland house

3 bedrooms / 2 bathrooms / sleeps 10

Price per night from

$295

1 / 11

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 13 minutes

Price per night from

$160

1 / 10

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

Ashland house

4 bedrooms / 3 bathrooms / sleeps 13

Responds fast! avg. 1 hour 9 minutes

Price per night from

$375

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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

1 / 7

Walk to Downtown/Theaters from this Charming Home

Ashland cottage

2 bedrooms / 1 bathroom / sleeps 6

Responds fast! avg. 2 hours 24 minutes

Price per night from

$294

1 / 8

Nancy's Garden Cottage The Indigo

Ashland cottage

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$150

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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

$200

1 / 10

2nd Street Cottages, HERITAGE HOUSE

Ashland cottage

4 bedrooms / 3 bathrooms / sleeps 8

Price per night from

$419

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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. 1 hour 7 minutes

Price per night from

$185

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De Launay House

Ashland house

6 bedrooms / 4 bathrooms / sleeps 14

“Excellent place!” An excellent place, it felt like home there. I enjoyed the time there, it was a great tour. Mostly I loved the tiger stiped clawfoot soaking tub.

Responds fast! avg. 2 hours 26 minutes

Price per night from

$693

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Luxurious Home near Downtown Ashland and Theaters

Ashland house

3 bedrooms / 2 bathrooms / sleeps 9

Responds fast! avg. 2 hours 24 minutes

Price per night from

$384

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

Ashland house

4 bedrooms / 3 bathrooms / sleeps 8

Price per night from

$419

1 / 21

Carlisle Garden Suites - Iris Suite

Ashland cottage

1 bedroom / 1 bathroom / sleeps 3

Price per night from

$280

1 / 16

Carlisle Garden Suites - Pomegranate Suite

Ashland cottage

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$205

1 / 13

Porscha's Hideaway

Ashland studio

Studio / 1 bathroom / sleeps 2

Responds fast! avg. 28 minutes

Price per night from

$150

1 / 9

Perfect vacation cottage

Ashland cottage

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$284

1 / 25

2nd Street Cottages, GARDEN SUITE

Ashland cottage

2 bedrooms / 2 bathrooms / sleeps 5

Price per night from

$294

1 / 11

Carlisle Garden Suites - Jasmine Suite

Ashland cottage

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$205

1 / 14

Cattle View Ranch House

Ashland house

4 bedrooms / 2 bathrooms / sleeps 9

Responds fast! avg. 40 minutes

Price per night from

$299

1 / 19

Best Location, Impeccable Style and Ultimate Comfort

Ashland house

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$200

1 / 18

NEW-Ashland Cabin on 170 Acres w/Mtn Views & Sauna

Ashland cottage

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 19 minutes

Price per night from

$135

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Marigold Suite at the Carlisle Garden Suites

Ashland apartment

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$225

1 / 12

Carlisle Garden Suites - Marigold Suite

Ashland cottage

1 bedroom / 1 bathroom / sleeps 3

Price per night from

$205

1 / 14

Carlisle Garden Suites - Daisy Suite

Ashland cottage

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$205

1 / 15

Carlisle Garden Suites - Rose Suite

Ashland cottage

1 bedroom / 1 bathroom / sleeps 3

Price per night from

$280

1 / 12

Carlisle Garden Suites - Viola Suite

Ashland cottage

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$205

1 / 14

Daisy Suite at the Carlisle Garden Suites

Ashland apartment

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$225

1 / 12

Jasmine Suite at the Carlisle Garden Suites

Ashland apartment

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$225

1 / 12

Pomegranate Suite at the Carlisle Garden Suites

Ashland apartment

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$225

1 / 12

Water Suite with Terrace

Ashland guest house

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$150

1 / 8

Farmhouse Studio at Willow Witt Ranch

Ashland house

2 bedrooms / 1 bathroom / sleeps 6

Price per night from

$200

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