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Ashland Rentals

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Ashland Rentals

64 rentals

The High Street Cottage An Artists' Garden Cottage

Ashland cottage

2 bedrooms / 1 bathroom / Sleeps 4

$165

1 / 10

Oberon -Second Spring Property 1-3 Bedroom Luxury

Ashland apartment

1 bedroom / 1 bathroom / Sleeps 3

$195

1 / 7

ArtYcottage UNBELIEVEABLE...

Ashland house

2 bedrooms / 2 bathrooms / Sleeps 4

“Most beautiful spot in ashland” We stayed at artYcottage while visiting friends in ashland recently and were so impressed. Everything in the private cottage is made by the owners and it's all exquisite! The owners were wonderfully welcoming and very

$175

1 / 16

4BR Ashland Lodge Style House w/Patio!

Ashland house

4 bedrooms / 3 bathrooms / Sleeps 13

$375

1 / 31

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!

$180

1 / 15

Meadow House on a Historic Ranch in Ashland, OR

Ashland house

3 bedrooms / 2 bathrooms / Sleeps 10

$295

1 / 11

$300

1 / 7

Perfect vacation cottage

Ashland cottage

2 bedrooms / 2 bathrooms / Sleeps 6

$285

1 / 25

Country Cottage Apartment

Ashland apartment

1 bedroom / 1 bathroom / Sleeps 4

$100

1 / 23

Stone's Throw Bungalow - Licensed, Private Garden

Ashland studio

Studio / 1 bathroom / Sleeps 2

$135

1 / 23

2nd Street Cottages, HERITAGE HOUSE

Ashland cottage

4 bedrooms / 3 bathrooms / Sleeps 8

$420

1 / 16

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

Ashland cottage

2 bedrooms / 2 bathrooms / Sleeps 6

“bright, comfortable, nicely appointed, excellent home-cooked bre” We stayed in the Cottage for two nights with our small dog during a holiday visit to ashland for the Shakespeare festival. The cottage is roomy, clean, comfortable, very well equipped a

$185

1 / 20

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

$160

1 / 10

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

Ashland house

4 bedrooms / 3 bathrooms / Sleeps 8

$420

1 / 21

Private and Luxurious Cottage Constructed in 2015 with High End Amenities

Ashland cottage

1 bedroom / 1 bathroom / Sleeps 2

$100

1 / 26

Luxurious Home near Downtown Ashland and Theaters

Ashland house

3 bedrooms / 2 bathrooms / Sleeps 9

$285

1 / 14

Carlisle Garden Suites - Calla Suite

Ashland cottage

1 bedroom / 1 bathroom / Sleeps 2

$99

1 / 4

Porscha's Hideaway

Ashland studio

Studio / 1 bathroom / Sleeps 2

$150

1 / 9

Farmhouse Studio at Willow Witt Ranch

Ashland house

2 bedrooms / 1 bathroom / Sleeps 6

$200

1 / 6

Walk to Downtown/Theaters from this Charming Home

Ashland cottage

2 bedrooms / 1 bathroom / Sleeps 6

$195

1 / 8

Best Location, Impeccable Style and Ultimate Comfort

Ashland house

2 bedrooms / 2 bathrooms / Sleeps 4

$160

1 / 18

Cattle View Ranch House

Ashland house

4 bedrooms / 2 bathrooms / Sleeps 9

$300

1 / 19

2nd Street Cottages, GARDEN SUITE

Ashland cottage

2 bedrooms / 2 bathrooms / Sleeps 5

$240

1 / 11

Porscha's Hideaway 2

Ashland house

2 bedrooms / 1 bathroom / Sleeps 4

$200

1 / 10

Carlisle Garden Suites - Chamomile

Ashland cottage

1 bedroom / 1 bathroom / Sleeps 2

$150

1 / 4

Nancy's Garden Cottage The Indigo

Ashland cottage

1 bedroom / 1 bathroom / Sleeps 2

$58

1 / 12

Carlisle Garden Suites - Rose Suite

Ashland cottage

1 bedroom / 1 bathroom / Sleeps 3

$190

1 / 4

Carlisle Garden Suites - Daisy Suite

Ashland cottage

1 bedroom / 1 bathroom / Sleeps 2

$150

1 / 4

Carlisle Garden Suites - Iris Suite

Ashland cottage

1 bedroom / 1 bathroom / Sleeps 3

$190

1 / 4

Carlisle Garden Suites - Marigold Suite

Ashland cottage

1 bedroom / 1 bathroom / Sleeps 3

$150

1 / 4

Carlisle Garden Suites - Pomegranate Suite

Ashland cottage

1 bedroom / 1 bathroom / Sleeps 2

$150

1 / 4

Carlisle Garden Suites - Jasmine Suite

Ashland cottage

1 bedroom / 1 bathroom / Sleeps 2

$150

1 / 4

Carlisle Garden Suites - Viola Suite

Ashland cottage

1 bedroom / 1 bathroom / Sleeps 2

$150

1 / 4

Oak Street Cottages ~ Oak Lawn ~ 1.5 Blocks to Oregon Shakespeare Festival!

Ashland cottage

2 bedrooms / 1 bathroom / Sleeps 6

$220

1 / 13

Hopyard View Farm - Minutes to Downtown Ashland!

Ashland guest house

2 bedrooms / 1 bathroom / Sleeps 5

$145

1 / 21

Oak Street Cottages ~ Hideaway ~ 1.5 Blocks to Oregon Shakespeare Festival!

Ashland cottage

2 bedrooms / 1 bathroom / Sleeps 6

$220

1 / 9

Pioneer House (Rear Home) ~ One Block from OSF

Ashland house

3 bedrooms / 2 bathrooms / Sleeps 8

$325

1 / 22

(#39) Cabin at Hyatt Lake - 3RD NIGHT FREE - Sleeps Six

Ashland house

2 bedrooms / 1 bathroom / Sleeps 6

$145

1 / 12
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