Home Vacation Rentals By Owner In Ashland, OR

Showing 80 Of 214 Vacation Rentals
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Exceptional(1)

$316.13

/ Nightly
Private Vacation Home

Home Sweet Home - Relax w/ Beautiful Big Yard and Steam Shower

Ashland, Oregon, United States

Bed 3

Bed

Bath 2

Bath

Sleep 8

Sleeps
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Exceptional(2)

$949.64

/ Nightly
Private Vacation Home

The Gem and Cottage of Ashland, Hot tub, Views

Ashland, Oregon, United States

Bed 5

Bed

Bath 4

Bath

Sleep 14

Sleeps
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Exceptional(87)

$624.4

/ Nightly
Private Vacation Home

BLOSSOM VIEW COTTAGES: Luxurious 3 Bedroom + Den Near Theaters, Downtown

Ashland, Oregon, United States

Bed 3

Bed

Bath 2

Bath

Sleep 10

Sleeps
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Exceptional(83)

$526.29

/ Nightly
Private Vacation Home

Historic Ohana House - Walk to Downtown Ashland, Hot Tub, Tiki Bar, Pet Friendly

Ashland, Oregon, United States

Bed 3

Bed

Bath 2

Bath

Sleep 8

Sleeps
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Exceptional(3)

$674.11

/ Nightly
Private Vacation Home

The R&R is a large 5-bedroom house in beautiful Ashland…amazing sunset views,

Ashland, Oregon, United States

Bed 5

Bed

Bath 3

Bath

Sleep 10

Sleeps
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Exceptional(3)

$291.31

/ Nightly
Cabin

Woodlake Retreats Cozy Cabin + decks and firepit

Ashland, Oregon, United States

Bed 2

Bed

Bath 1

Bath

Sleep 6

Sleeps
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$217.43

/ Nightly
Hotel

Ashland Airport 2 Queen studio w/Gym, pool

Ashland, Oregon, United States

Bed 1

Bed

Bath 1

Bath

Sleep 4

Sleeps
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$207.4

/ Nightly
Hotel

Ashland Airport King studio w/Gym, pool

Ashland, Oregon, United States

Bed 1

Bed

Bath 1

Bath

Sleep 2

Sleeps
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Exceptional(27)

$701.24

/ Nightly
Private Vacation Home

House + 2 Studios- 3 blocks from the Plaza!

Ashland, Oregon, United States

Bed 4

Bed

Bath 4

Bath

Sleep 16

Sleeps
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Exceptional(47)

$410.12

/ Nightly
Private Vacation Home

Downtown Ashland House - Walk to Plaza and OSF!

Ashland, Oregon, United States

Bed 2

Bed

Bath 2

Bath

Sleep 8

Sleeps
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Exceptional(24)

$223.02

/ Nightly
Apartment

Downtown Ashland Studio - 3 blocks from the plaza!

Ashland, Oregon, United States

Bed 1

Bed

Bath 1

Bath

Sleep 4

Sleeps
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Exceptional(16)

$223.02

/ Nightly
Apartment

Quaint Downtown Ashland Studio- pet friendly!

Ashland, Oregon, United States

Bed 1

Bed

Bath 1

Bath

Sleep 4

Sleeps
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Exceptional(4)

$316.99

/ Nightly
Private Vacation Home

Callahan's House

Ashland, Oregon, United States

Bed 4

Bed

Bath 2

Bath

Sleep 8

Sleeps
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$94.07

/ Nightly
Private Vacation Home

Ashland Townhouse, furnished

Ashland, Oregon, United States

Bed 3

Bed

Bath 3

Bath

Sleep 6

Sleeps
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$143.97

/ Nightly
Private Vacation Home

Granite Luxury Executive 1BR/1BA Retreat

Ashland, Oregon, United States

Bed 1

Bed

Bath 1

Bath

Sleep 2

Sleeps
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Exceptional(17)

$136.66

/ Nightly
Private Vacation Home

East Main Ease!

Ashland, Oregon, United States

Bed 2

Bed

Bath 1

Bath

Sleep 6

Sleeps
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Exceptional(5)

$152.74

/ Nightly
Private Vacation Home

Vacation Home in Beautiful Ashland (Ashland, OR)

Ashland, Oregon, United States

Bed 3

Bed

Bath 2

Bath

Sleep 8

Sleeps
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Exceptional(14)

$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(2)

$123.18

/ Nightly
Private Vacation Home

Comfort and calm in Ashland

Ashland, Oregon, United States

Bed 3

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(49)

$350.67

/ Nightly
Cottage

Ashland's Mountain View Vacation Rental.

Ashland, Oregon, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
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View 92 Private vacation home

Home Most popular vacation rentals in Ashland

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Exceptional(49)

$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(49)

$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(49)

$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(49)

$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(49)

$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(49)

$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(49)

$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(49)

$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(49)

$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(49)

$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