Vacation Home Rentals By Owner In Ashland, OR

Showing 60 Of 92 Vacation Rentals

Exceptional(94)

$503.43

/ Nightly

Private Vacation Home

The Victorian Secret - Just Steps to Theaters, Plaza, Restaurants & Park. ENJOY!

Ashland, Oregon, United States

Bed

Bath

Sleeps

Exceptional(44)

$481.13

/ Nightly

Private Vacation Home

Helman Street Penthouse with a View

Ashland, Oregon, United States

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Bath

Sleeps

Exceptional(5)

$479.02

/ Nightly

Private Vacation Home

Hot tub | Sauna |Firepit |Sleeps 6!

Ashland, Oregon, United States

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Bath

Sleeps

Exceptional(125)

$477.78

/ Nightly

Private Vacation Home

The Perfect Vacation Cottage

Ashland, Oregon, United States

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Bath

Sleeps

Exceptional(4)

$469.31

/ Nightly

Private Vacation Home

Savage Upon Siskiyou | Prime OSF Location

Ashland, Oregon, United States

Bed

Bath

Sleeps

Exceptional(71)

$458.28

/ Nightly

Private Vacation Home

Hillside at Emigrant Creek Ranch

Ashland, Oregon, United States

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Bath

Sleeps

$190.43

/ Nightly

Private Vacation Home

Charming 2-bedroom house with WiFi, AC in peaceful Ashland

Bed

Bath

Sleeps

Exceptional(14)

$213.66

/ Nightly

Private Vacation Home

Peaceful 1-bedroom bungalow with AC in charming Ashland

Ashland, Oregon, United States

Bed

Bath

Sleeps

Exceptional(55)

$213.64

/ Nightly

Private Vacation Home

East Main Downtown Bungalow

Ashland, Oregon, United States

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Bath

Sleeps

Exceptional(64)

$209.1

/ Nightly

Private Vacation Home

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

Ashland, Oregon, United States

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Bath

Sleeps

Exceptional(1)

$202.32

/ Nightly

Private Vacation Home

Casa Soleil: Luxurious Cottage Steps Away from Downtown Ashland

Ashland, Oregon, United States

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Bath

Sleeps

$201.87

/ Nightly

Private Vacation Home

Monthly Rental Circular House blocks to Downtown & Oregon Shakespeare Festival

Ashland, Oregon, United States

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Bath

Sleeps

Exceptional(1)

$197.36

/ Nightly

Private Vacation Home

Chic King Suite | Downtown Ashland | Pet Friendly

Ashland, Oregon, United States

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Bath

Sleeps

Exceptional(7)

$197.36

/ Nightly

Private Vacation Home

Swank Boutique Suites | King Suite | DT Ashland

Ashland, Oregon, United States

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Bath

Sleeps

$191.78

/ Nightly

Private Vacation Home

Swank Suites | King with Lux Tub

Ashland, Oregon, United States

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Bath

Sleeps

Exceptional(8)

$191.78

/ Nightly

Private Vacation Home

Swank Suites | King with Lux Tub

Ashland, Oregon, United States

Bed

Bath

Sleeps

Exceptional(1)

$191.78

/ Nightly

Private Vacation Home

Swank Suites | King with Lux Tub

Ashland, Oregon, United States

Bed

Bath

Sleeps

Exceptional(3)

$191.78

/ Nightly

Private Vacation Home

Swank Suites | King with Lux Tub

Ashland, Oregon, United States

Bed

Bath

Sleeps

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

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Bath

Sleeps

Exceptional(13)

$176.83

/ Nightly

Private Vacation Home

European Style Straw Bale Retreat

Ashland, Oregon, United States

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Bath

Sleeps

Rent a place that suits your needs

Private vacation home

View 92 Private vacation home

Most popular vacation rentals in Ashland

Exceptional(13)

$230.14

/ Nightly

Cottage

Charming carriage house in Ashland near downtown

Ashland, Oregon, United States

Bed

Bath

Sleeps

Exceptional(13)

$249.79

/ Nightly

Private vacation home

Chateau Herb ~ Miranda Carriage House Apt

Ashland, Oregon, United States

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Bath

Sleeps

Exceptional(13)

$248.50

/ Nightly

Private vacation home

Cabin #4 at Hyatt Lake Resort

Jackson County, Oregon, United States

Bed

Bath

Sleeps

Exceptional(13)

$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

Bath

Sleeps

Exceptional(13)

$245.33

/ Nightly

Private vacation home

Whimsy on B | The Studio

Ashland, Oregon, United States

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Bath

Sleeps

Exceptional(13)

$241.58

/ Nightly

Cottage

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

Ashland, Oregon, United States

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Bath

Sleeps

Exceptional(13)

$233.39

/ Nightly

Hotel

Ashland 2 Double Suite w/Gym & pool

Ashland, Oregon, United States

Bed

Bath

Sleeps

Exceptional(13)

$213.66

/ Nightly

Private vacation home

Peaceful 1-bedroom bungalow with AC in charming Ashland

Ashland, Oregon, United States

Bed

Bath

Sleeps

Exceptional(13)

$212.97

/ Nightly

Apartment

Luxuriously comfortable & peaceful getaway downtown Ashland, with views.

Ashland, Oregon, United States

Bed

Bath

Sleeps

Exceptional(13)

$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

Bath

Sleeps

Vacation Home Rentals By Owner In Ashland, OR

$503.43

$481.13

$479.02

$477.78

$469.31

$458.28

$190.43

$213.66

$213.64

$209.1

$202.32

$201.87

$197.36

$197.36

$191.78

$191.78

$191.78

$191.78

$216.3

$176.83

Rent a place that suits your needs

Most popular vacation rentals in Ashland

$230.14

$249.79

$248.50

$246.64

$245.33

$241.58

$233.39

$213.66

$212.97

$213.25

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