Home Vacation Rentals By Owner In Ashland, OR

Showing 160 Of 214 Vacation Rentals
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Exceptional(8)

$236.29

/ Nightly
Apartment

Chateau Herbe ~ Rosalind Carriage House beautiful 1 bedroom Apartment

Ashland, Oregon, United States

Bed 1

Bed

Bath 1

Bath

Sleep 2

Sleeps
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Exceptional(3)

$308.15

/ Nightly
Cabin

Mayfield Gardens Cabin w/ Jacuzzi and Wood Stove at Green Springs Inn

Ashland, Oregon, United States

Bed 1

Bed

Bath 1

Bath

Sleep 6

Sleeps
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Apartment

Beautiful New Studio in the Hills of Ashland

Ashland, Oregon, United States

Bed 1

Bed

Bath 1

Bath

Sleep 1

Sleeps
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Exceptional(21)

$226.14

/ Nightly
Apartment

Chateau Herbe ~ Oberon Suite w/ Kitchen

Ashland, Oregon, United States

Bed 1

Bed

Bath 1

Bath

Sleep 4

Sleeps
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Exceptional(61)

$492.79

/ Nightly
Chalet

Sunset Chalet - 2300 sq.ft. Multi-Seasonal retreat only15 minutes from Ashland !

Ashland, Oregon, United States

Bed 3

Bed

Bath 2

Bath

Sleep 12

Sleeps
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Exceptional(7)

$200.05

/ Nightly
Cabin

Owl Creek Cabin Mountain Getaway near Ashland, Oregon

Ashland, Oregon, United States

Bed 1

Bed

Bath 1

Bath

Sleep 3

Sleeps
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Exceptional(5)

$479.02

/ Nightly
Private Vacation Home

Hot tub | Sauna |Firepit |Sleeps 6!

Ashland, Oregon, United States

Bed 2

Bed

Bath 3

Bath

Sleep 6

Sleeps
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Exceptional(20)

$1188.57

/ Nightly
Private Vacation Home

Historic Dunn Ranch Ashland Oregon. Sleeps 12 to 14 Great for large groups.

Ashland, Oregon, United States

Bed 5

Bed

Bath 3

Bath

Sleep 14

Sleeps
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Exceptional(2)

$66.43

/ Nightly
Apartment

Adjacent to Downtown Ashland and Lithia Park, Lithia Park Suite 3

Ashland, Oregon, United States

Bed 1

Bed

Bath 1

Bath

Sleep 2

Sleeps
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$103.57

/ Nightly
Cabin

Adjacent to downtown Ashland and Lithia Park. Lithia Park Cabin

Ashland, Oregon, United States

Bed 1

Bed

Bath 1

Bath

Sleep 2

Sleeps
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Exceptional(1)

$91.02

/ Nightly
Apartment

Adjacent to Downtown Ashland and Lithia Park, Lithia Park Suite 2

Ashland, Oregon, United States

Bed 1

Bed

Bath 1

Bath

Sleep 2

Sleeps
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Exceptional(3)

$83.67

/ Nightly
Apartment

Adjacent to Downtown Ashland and Lithia Park, Lithia Park Suite 1

Ashland, Oregon, United States

Bed 1

Bed

Bath 1

Bath

Sleep 2

Sleeps
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Exceptional(87)

$283.01

/ Nightly
Apartment

Titania - Second Spring Property 1-3 Bedroom Luxury Rentals In Downtown Ashland

Ashland, Oregon, United States

Bed 1

Bed

Bath 1

Bath

Sleep 3

Sleeps
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Exceptional(136)

$278.75

/ Nightly
Apartment

Oberon -Second Spring Property 1-3 Bedroom Luxury Rentals In Downtown Ashland

Ashland, Oregon, United States

Bed 1

Bed

Bath 1

Bath

Sleep 3

Sleeps
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Exceptional(13)

$237.38

/ Nightly
Cottage

Charming carriage house in Ashland near downtown

Ashland, Oregon, United States

Bed 1

Bed

Bath 1

Bath

Sleep 4

Sleeps
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Exceptional(7)

$453.26

/ Nightly
Cottage

The Garden Cottage at Second Street Cottages

Ashland, Oregon, United States

Bed 2

Bed

Bath 2

Bath

Sleep 5

Sleeps
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Exceptional(4)

$370.18

/ Nightly
Cottage

The Hideaway Cottage at Second Street Cottages

Ashland, Oregon, United States

Bed 2

Bed

Bath 2

Bath

Sleep 5

Sleeps
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Exceptional(18)

$216.3

/ Nightly
Private Vacation Home

Peaceful, spacious home on 8 acres. Pet-friendly, close to town, and a creek!

Ashland, Oregon, United States

Bed 2

Bed

Bath 1

Bath

Sleep 6

Sleeps
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$265.82

/ Nightly
Private Vacation Home

Charming Lovely 1940s Bungalow

Ashland, Oregon, United States

Bed 2

Bed

Bath 1

Bath

Sleep 4

Sleeps
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Exceptional(136)

$618.42

/ Nightly
Private Vacation Home

1907 Charmer, Perfect Downtown Location, So Clean!

Ashland, Oregon, United States

Bed 3

Bed

Bath 2

Bath

Sleep 8

Sleeps
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View 92 Private vacation home

Home Most popular vacation rentals in Ashland

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Exceptional(136)

$230.14

/ Nightly
Cottage

Charming carriage house in Ashland near downtown

Ashland, Oregon, United States

Bed 1

Bed

Bath 1

Bath

Sleep 4

Sleeps
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Exceptional(136)

$249.79

/ Nightly
Private vacation home

Chateau Herb ~ Miranda Carriage House Apt

Ashland, Oregon, United States

Bed 2

Bed

Bath 1

Bath

Sleep 4

Sleeps
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Exceptional(136)

$248.50

/ Nightly
Private vacation home

Cabin #4 at Hyatt Lake Resort

Jackson County, Oregon, United States

Bed 1

Bed

Bath 1

Bath

Sleep 2

Sleeps
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Exceptional(136)

$246.64

/ Nightly
Bed & breakfast

Ashland's Premier Eco-B&B: Dog-friendly Queen Bed Room with Separate Entrance (Pertelote)

Ashland, Oregon, United States

Bed 1

Bed

Bath 1

Bath

Sleep 2

Sleeps
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Exceptional(136)

$245.33

/ Nightly
Private vacation home

Whimsy on B | The Studio

Ashland, Oregon, United States

Bed 1

Bed

Bath 1

Bath

Sleep 2

Sleeps
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Exceptional(136)

$241.58

/ Nightly
Cottage

Charming well appointed Cottage in Ashland ( 800 + sq. ft. )

Ashland, Oregon, United States

Bed 1

Bed

Bath 1

Bath

Sleep 2

Sleeps
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Exceptional(136)

$233.39

/ Nightly
Hotel

Ashland 2 Double Suite w/Gym & pool

Ashland, Oregon, United States

Bed 1

Bed

Bath 1

Bath

Sleep 4

Sleeps
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Exceptional(136)

$213.66

/ Nightly
Private vacation home

Peaceful 1-bedroom bungalow with AC in charming Ashland

Ashland, Oregon, United States

Bed 1

Bed

Bath 1

Bath

Sleep 2

Sleeps
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Exceptional(136)

$212.97

/ Nightly
Apartment

Luxuriously comfortable & peaceful getaway downtown Ashland, with views.

Ashland, Oregon, United States

Bed 1

Bed

Bath 1

Bath

Sleep 2

Sleeps
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Exceptional(136)

$213.25

/ Nightly
Private vacation home

Peaceful, spacious home on 8 acres. Pet-friendly, close to town, and a creek!

Ashland, Oregon, United States

Bed 2

Bed

Bath 1

Bath

Sleep 6

Sleeps

Most Popular Cities in Oregon