Southern Oregon Private Holiday 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

RM740 total

includes taxes & fees

5 Nov - 6 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

RM1,107 total

includes taxes & fees

5 Nov - 6 Nov

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

RM799 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

RM1,403 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

RM979 total

includes taxes & fees

5 Nov - 6 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

RM1,086 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

RM1,488 total

includes taxes & fees

2 Dec - 3 Dec

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

8. Rosewood Studio by WanderLodges

Medford

RM647 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

RM1,322 total

includes taxes & fees

29 Nov - 30 Nov

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

10. The Rellik House and Winery

Central Point

Kimberlee

RM1,505 total

includes taxes & fees

5 Nov - 6 Nov

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

11. Rosewood Collective- House & Studio

Medford

RM1,789 total

includes taxes & fees

24 Nov - 25 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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