Home Vacation Rentals By Owner In Ashland, OR

Showing 180 Of 214 Vacation Rentals
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Exceptional(71)

$331.16

/ Nightly
Private Vacation Home

Quiet and peaceful cottage close to downtown

Ashland, Oregon, United States

Bed 1

Bed

Bath 2

Bath

Sleep 5

Sleeps
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Exceptional(83)

$434.93

/ Nightly
Private Vacation Home

Hyatt Prairie Mountain Cabin

Ashland, Oregon, United States

Bed 3

Bed

Bath 2

Bath

Sleep 8

Sleeps
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Exceptional(1)

$202.32

/ Nightly
Private Vacation Home

Casa Soleil: Luxurious Cottage Steps Away from Downtown Ashland

Ashland, Oregon, United States

Bed 3

Bed

Bath 2

Bath

Sleep 8

Sleeps
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Exceptional(9)

$862.21

/ Nightly
Villa

Luxury Ashland Mountain Escape: Pool, Hot Tub

Ashland, Oregon, United States

Bed 4

Bed

Bath 4

Bath

Sleep 12

Sleeps
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Exceptional(2)

$142.63

/ Nightly
Private Vacation Home

Exquisite Artist's home, all summer or month to month.

Ashland, Oregon, United States

Bed 3

Bed

Bath 2

Bath

Sleep 4

Sleeps
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Exceptional(59)

$214.09

/ 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(108)

$296.95

/ Nightly
Private Vacation Home

Custom Ashland Home with Fantastic Mountain Views

Ashland, Oregon, United States

Bed 2

Bed

Bath 2

Bath

Sleep 4

Sleeps
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Exceptional(68)

$324.3

/ Nightly
Private Vacation Home

Mt Ashland Homestead, Ashland 10m, 40 ridgetop acres old forest, right by PCT

Ashland, Oregon, United States

Bed 4

Bed

Bath 2

Bath

Sleep 8

Sleeps
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Exceptional(43)

$223.91

/ Nightly
Private Vacation Home

Casual luxury retreat: Siskiyou Mountain Place. 2 br, kitchenette.

Ashland, Oregon, United States

Bed 2

Bed

Bath 1

Bath

Sleep 7

Sleeps
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Exceptional(118)

$247.04

/ Nightly
Apartment

The Dogwood Suite at Tudor House Vacation Rentals

Ashland, Oregon, United States

Bed 1

Bed

Bath 2

Bath

Sleep 5

Sleeps
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Exceptional(173)

$217.27

/ Nightly
Apartment

The Maple Apartment at Tudor House Vacation Rentals

Ashland, Oregon, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(240)

$287.68

/ Nightly
Cottage

The Ashland Cottage, walk to town

Ashland, Oregon, United States

Bed 1

Bed

Bath 1

Bath

Sleep 4

Sleeps
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Exceptional(71)

$458.28

/ Nightly
Private Vacation Home

Hillside at Emigrant Creek Ranch

Ashland, Oregon, United States

Bed 4

Bed

Bath 2

Bath

Sleep 9

Sleeps
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Exceptional(15)

$570.33

/ Nightly
Cottage

Walk into downtown Ashland and the OSF Theatre from Abigail's Vacation Cottage.

Ashland, Oregon, United States

Bed 2

Bed

Bath 1

Bath

Sleep 4

Sleeps
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Exceptional(4)

$431.63

/ Nightly
Hotel

One bedroom one bathroom studio with full kitchen and stunning patio.

Ashland, Oregon, United States

Bed 1

Bed

Bath 1

Bath

Sleep 4

Sleeps
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Exceptional(48)

$344.16

/ Nightly
Private Vacation Home

Lodging and Art Gallery-Charming Space Next to Everything, Walk Anywhere!

Ashland, Oregon, United States

Bed 1

Bed

Bath 1

Bath

Sleep 4

Sleeps
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Exceptional(4)

$172.83

/ Nightly
Private Vacation Home

Swank Suites | Step Free King - Pet Friendly

Ashland, Oregon, United States

Bath 1

Bath

Sleep 2

Sleeps
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Exceptional(4)

$197.36

/ Nightly
Apartment

Swank Suites- Top Floor + Private Patio

Ashland, Oregon, United States

Bed 1

Bed

Bath 1

Bath

Sleep 2

Sleeps
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Exceptional(7)

$197.36

/ Nightly
Apartment

Swank Suites + Private Porch Patio

Ashland, Oregon, United States

Bed 1

Bed

Bath 1

Bath

Sleep 2

Sleeps
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Exceptional(8)

$191.78

/ Nightly
Private Vacation Home

Swank Suites | King with Lux Tub

Ashland, Oregon, United States

Bed 1

Bed

Bath 1

Bath

Sleep 2

Sleeps
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View 92 Private vacation home

Home Most popular vacation rentals in Ashland

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Exceptional(8)

$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(8)

$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(8)

$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(8)

$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(8)

$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(8)

$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(8)

$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(8)

$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(8)

$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(8)

$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