Southern Oregon Vacation Homes

A town nestled in a valley with a prominent building in the foreground and hills in the background.

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Our top choices for Southern Oregon holiday homes

A covered patio with a hammock chair, outdoor furniture, and a garden area with a stone pathway.

1. Basecamp GP Private Unit in Quiet Duplex

Grants Pass

Anonymous traveller

HK$1,425 total

includes taxes & fees

22 Nov - 23 Nov

A bedroom with a large bed, a dresser, a mirror, a chandelier, and a staircase leading to another room.

2. Barclay Klum House by WanderLodges

Ashland

Melissa

HK$2,132 total

includes taxes & fees

1 Dec - 2 Dec

A cozy living room with a built-in bench, a flat-screen TV, a bookshelf, and a vase of flowers.

3. Hanna's House by WanderLodges

Historic Railroad District

Robert

HK$1,539 total

includes taxes & fees

8 Nov - 9 Nov

A staircase with wooden balusters, a round glass table with chairs, a patterned rug, and a white door with a decorative valance.

4. Savage Upon Siskiyou

Siskiyou-Hargadine Historic District

megan

HK$2,703 total

includes taxes & fees

22 Nov - 23 Nov

A modern living room with a wooden dining table, a bench, and a fireplace.

5. Redwoods Stopover by WanderLodges

Cave Junction

Braden

HK$1,887 total

includes taxes & fees

8 Nov - 9 Nov

A modern living room with a grey sofa, wooden flooring, a flat-screen TV, a desk with a chair, and a patterned rug.

6. Starwood Sanctuary

Medford

Erin

HK$2,091 total

includes taxes & fees

8 Nov - 9 Nov

A deck with a fire pit, outdoor seating, and a view of the countryside.

7. Grandview of Ashland

Ashland

Jose

HK$3,298 total

includes taxes & fees

15 Nov - 16 Nov

A kitchen with a stainless steel sink, wooden cabinets, a black stove, and a window with curtains.

8. Rosewood Studio by WanderLodges

Medford

HK$1,247 total

includes taxes & fees

5 Nov - 6 Nov

A modern kitchen with wooden beams, a dining area with a rug, and a large island.

9. The Mountain Ave House by WanderLodges

Ashland

Joyce

HK$2,547 total

includes taxes & fees

2 Dec - 3 Dec

A pathway leading to a row of cabins with stone walls and small plants.

10. Riverside Cabin 5 - (Brand New Construction)

Grants Pass

Nancy

HK$1,015 total

includes taxes & fees

5 Nov - 6 Nov

A modern living room with a wooden floor, a sofa, a coffee table, and a kitchen area in the background.

11. The Rellik House and Winery

Central Point

Kimberlee

HK$2,899 total

includes taxes & fees

11 Nov - 12 Nov

A living room with a gray sofa, a brown leather chair, a round ottoman, a coffee table, and a large window with blinds.

12. East Main Downtown Bungalow

Historic Railroad District

Amy R.

HK$1,589 total

includes taxes & fees

17 Nov - 18 Nov

A spacious living room with a dark-colored sofa, a wooden coffee table, and a gray armchair. A kitchen area with wooden cabinets and a dining table with chairs is visible in the background.

13. Spacious Western Home on 2 acres in the Pines close to Crater Lake

Chiloquin

Krista L.

HK$2,380 total

includes taxes & fees

8 Nov - 9 Nov

A cozy room with a bed, a wooden table, and a leather couch.

14. Cedar Mountain - Suite E

Grants Pass

Angela H.

HK$1,104 total

includes taxes & fees

1 Dec - 2 Dec

A living room with a sectional sofa, a bean bag, and a ceiling fan.

15. Tilty House in the Hidden Hills

Downtown Klamath Falls

Juanitta P.

HK$1,486 total

includes taxes & fees

5 Nov - 6 Nov

A spacious living room with a wooden floor, a dining table, a sofa, and a TV.

16. Rosewood Collective- House & Studio

Medford

HK$3,444 total

includes taxes & fees

24 Nov - 25 Nov

A two-story house with a porch, a chimney, and a solar panel.

17. Cowgirl Craftsman - Private King Suite Upstairs - Historic Downtown J'ville

Jacksonville Historic District

Susan

HK$1,639 total

includes taxes & fees

5 Nov - 6 Nov

A cozy room with a bay window, a television, a bookshelf, and a vase of flowers.

18. Hanna`s House | Downtown Retreat, Steps to OSF

Historic Railroad District

Jim L.

HK$1,814 total

includes taxes & fees

8 Nov - 9 Nov

A modern kitchen with wooden cabinets, a dining area with a table and chairs, and a living room with a sofa and curtains.

19. Modern Home In Heart Of Downtown Klamath Falls

Downtown Klamath Falls

Natasha P.

HK$2,307 total

includes taxes & fees

16 Nov - 17 Nov

A living room with a grey sofa, a coffee table, and a TV on the wall.

20. Aviator-Themed, Fastest WiFi, 2 King Beds Home

Medford

Joni P.

HK$3,131 total

includes taxes & fees

17 Nov - 18 Nov

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Top Southern Oregon Hotel Reviews

Holiday Inn Express & Suites Medford-Central Point

10/10 Excellent

"The room was very clean and the staff was very helpful. We just need a place to stay that was close to the airport for our early morning flight and it was very close and easy to get to the airport. We wish we could've taken advantage of their amenities, but everything was better than expected."

Stratford Inn

10/10 Excellent

"Can't beat if for the price. Staff was very cheerful, clean and quiet inside. I had a room facing the street and there was some traffic noise when trying to sleep but not bad. Breakfast was basic but good. Location excellent, it was a luxury to park and the hotel and walk to the down town area of shops where parking is bad. Highly recommend for a stay in Ashland"

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