Vacation Rentals By Owner In Ashland, OR

Showing 120 Of 214 Vacation Rentals

Exceptional(1)

$245.33

/ Nightly

Private Vacation Home

Whimsy on B | The Studio

Ashland, Oregon, United States

Bed

Bath

Sleeps

$544.61

/ Nightly

Bed & Breakfast

Peerless Hotel Honeymoon Suite 7 + Signature Rm. 6

Ashland, Oregon, United States

Bed

Bath

Sleeps

$314.05

/ Nightly

Private Vacation Home

Whimsy on B | 2BR Steps to Downtown

Ashland, Oregon, United States

Bed

Bath

Sleeps

Exceptional(2)

$595.9

/ Nightly

Private Vacation Home

Whimsy on B | 2BR + Studio Near OSF

Ashland, Oregon, United States

Bed

Bath

Sleeps

Exceptional(4)

$469.31

/ Nightly

Private Vacation Home

Savage Upon Siskiyou | Prime OSF Location

Ashland, Oregon, United States

Bed

Bath

Sleeps

Exceptional(22)

$97.01

/ Nightly

Cottage

Charming, Comfortable Garden Studio Above The University.

Ashland, Oregon, United States

Bed

Bath

Sleeps

Exceptional(76)

Select Dates for Price

Private Vacation Home

Ashland Lodge w/ Lake Views & Game Room Loft

Ashland, Oregon, United States

Bed

Bath

Sleeps

Exceptional(6)

$378.74

/ Nightly

Private Vacation Home

ABBOTT'S COTTAGES, Avocet cottage- 3 bdrm/2bath, walking distance to downtown

Ashland, Oregon, United States

Bed

Bath

Sleeps

Exceptional(7)

$135.67

/ Nightly

Apartment

Private and quiet luxury studio suite on three acres overlooking Ashland.

Ashland, Oregon, United States

Bed

Bath

Sleeps

Exceptional(101)

$210.52

/ Nightly

Cabin

Hyatt Lake Mountain Retreat

Ashland, Oregon, United States

Bed

Bath

Sleeps

Exceptional(11)

$249.79

/ Nightly

Private Vacation Home

Chateau Herb ~ Miranda Carriage House Apt

Ashland, Oregon, United States

Bed

Bath

Sleeps

Exceptional(11)

$318.34

/ Nightly

Private Vacation Home

Beautiful bungalow downtown Ashland railroad district, rv parking, adventure!

Ashland, Oregon, United States

Bed

Bath

Sleeps

$201.87

/ Nightly

Private Vacation Home

Monthly Rental Circular House blocks to Downtown & Oregon Shakespeare Festival

Ashland, Oregon, United States

Bed

Bath

Sleeps

Exceptional(42)

$608.24

/ Nightly

Private Vacation Home

Second Spring Property - 3 bedroom 2 bath luxury home in the heart of Ashland

Ashland, Oregon, United States

Bed

Bath

Sleeps

Exceptional(13)

$176.83

/ Nightly

Private Vacation Home

European Style Straw Bale Retreat

Ashland, Oregon, United States

Bed

Bath

Sleeps

Exceptional(9)

$268.72

/ Nightly

Private Vacation Home

Ashland Urban Cabin - Centrally located & walking distance to SOU and Downtown

Ashland, Oregon, United States

Bed

Bath

Sleeps

Exceptional(9)

$251.72

/ Nightly

Private Vacation Home

Chateau Herb ~ Juliet Carriage House Studio

Ashland, Oregon, United States

Bed

Bath

Sleeps

Exceptional(1)

$201.6

/ Nightly

Hotel

Lodge Room 5 with Jacuzzi Tub at Green Springs Inn

Ashland, Oregon, United States

Bed

Bath

Sleeps

Exceptional(2)

$216.77

/ Nightly

Hotel

Lodge Room 2 with Jacuzzi Tub at Green Springs Inn

Ashland, Oregon, United States

Bed

Bath

Sleeps

Exceptional(3)

$211.09

/ Nightly

Hotel

Lodge Room 1 with Jacuzzi Tub at Green Springs Inn

Ashland, Oregon, United States

Bed

Bath

Sleeps

Rent a place that suits your needs

Private vacation home

View 92 Private vacation home

Most popular vacation rentals in Ashland

Exceptional(3)

$230.14

/ Nightly

Cottage

Charming carriage house in Ashland near downtown

Ashland, Oregon, United States

Bed

Bath

Sleeps

Exceptional(3)

$249.79

/ Nightly

Private vacation home

Chateau Herb ~ Miranda Carriage House Apt

Ashland, Oregon, United States

Bed

Bath

Sleeps

Exceptional(3)

$248.50

/ Nightly

Private vacation home

Cabin #4 at Hyatt Lake Resort

Jackson County, Oregon, United States

Bed

Bath

Sleeps

Exceptional(3)

$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(3)

$245.33

/ Nightly

Private vacation home

Whimsy on B | The Studio

Ashland, Oregon, United States

Bed

Bath

Sleeps

Exceptional(3)

$241.58

/ Nightly

Cottage

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

Ashland, Oregon, United States

Bed

Bath

Sleeps

Exceptional(3)

$233.39

/ Nightly

Hotel

Ashland 2 Double Suite w/Gym & pool

Ashland, Oregon, United States

Bed

Bath

Sleeps

Exceptional(3)

$213.66

/ Nightly

Private vacation home

Peaceful 1-bedroom bungalow with AC in charming Ashland

Ashland, Oregon, United States

Bed

Bath

Sleeps

Exceptional(3)

$212.97

/ Nightly

Apartment

Luxuriously comfortable & peaceful getaway downtown Ashland, with views.

Ashland, Oregon, United States

Bed

Bath

Sleeps

Exceptional(3)

$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 Rentals By Owner In Ashland, OR

$245.33

$544.61

$314.05

$595.9

$469.31

$97.01

$378.74

$135.67

$210.52

$249.79

$318.34

$201.87

$608.24

$176.83

$268.72

$251.72

$201.6

$216.77

$211.09

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

Most Popular Cities in Oregon