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

Holiday Homes in Southern Oregon

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Our top choices for Southern Oregon holiday homes

1. Basecamp GP Private Unit in Quiet Duplex

Basecamp GP Private Unit in Quiet Duplex
3.5 star property
Grants Pass
10.0 out of 10, Exceptional, (3 reviews)
"Nice place with private patio."
United States
Anonymous traveller
The price is €162
includes taxes & fees
5 Nov - 6 Nov
Basecamp GP Private Unit in Quiet Duplex

2. Barclay Klum House by WanderLodges

Barclay Klum House by WanderLodges
4.0 star property
Ashland
10.0 out of 10, Exceptional, (10 reviews)
"Great ~ memorable stay. "
United States
Melissa
The price is €242
includes taxes & fees
29 Nov - 30 Nov
Barclay Klum House by WanderLodges

3. Hanna's House by WanderLodges

Hanna's House by WanderLodges
4.0 star property
Historic Railroad District
10.0 out of 10, Exceptional, (6 reviews)
"Very cute cottage, 10 min walk to OSF theaters. It has everything you need - full kitchen, front room, and AC for the hot summers! Owner very kind. Will stay there again!"
United States
Robert
The price is €175
includes taxes & fees
8 Nov - 9 Nov
Hanna's House by WanderLodges

4. Savage Upon Siskiyou

Savage Upon Siskiyou
3.0 star property
Siskiyou-Hargadine Historic District
10.0 out of 10, Exceptional, (2 reviews)
"Had an amazing stay, thank you!"
United States
megan
The price is €308
includes taxes & fees
22 Nov - 23 Nov
Savage Upon Siskiyou

5. Redwoods Stopover by WanderLodges

Redwoods Stopover by WanderLodges
2.0 star property
Cave Junction
10.0 out of 10, Exceptional, (4 reviews)
"Beautiful home. My truck didn’t fit in the garage but there’s a gate that I was able to park it behind. Support staff were super helpful."
United States
Braden
The price is €215
includes taxes & fees
5 Nov - 6 Nov
Redwoods Stopover by WanderLodges

6. Starwood Sanctuary

Starwood Sanctuary
3.0 star property
Medford
9.4 out of 10, Exceptional, (3 reviews)
"I was able to have early check in. The private bathroom off the main room was tiny. Coffee and cocoa were nice. The beds were comfy but the accent lights didn’t work and the shampoo dispenser was broken. Price and location were nice.. may book again.. spider webs outside 🤔😊"
United States
Erin
The price is €238
includes taxes & fees
8 Nov - 9 Nov
Starwood Sanctuary

7. Grandview of Ashland

Grandview of Ashland
3.0 star property
Ashland
10.0 out of 10, Exceptional, (11 reviews)
"Stunning views!! A+++ Experience!!"
United States
Jose
The price is €327
includes taxes & fees
2 Dec - 3 Dec
Grandview of Ashland

8. Rosewood Studio by WanderLodges

Rosewood Studio by WanderLodges
3.0 star property
Medford
The price is €142
includes taxes & fees
5 Nov - 6 Nov
Rosewood Studio by WanderLodges

9. The Mountain Ave House by WanderLodges

The Mountain Ave House by WanderLodges
4.0 star property
Ashland
10.0 out of 10, Exceptional, (8 reviews)
"Lovely space and very comfortable; walkable from downtown "
United States
Joyce
The price is €290
includes taxes & fees
29 Nov - 30 Nov
The Mountain Ave House by WanderLodges

10. Riverside Cabin 5 - (Brand New Construction)

Riverside Cabin 5 - (Brand New Construction)
Grants Pass
10.0 out of 10, Exceptional, (108 reviews)
"We had a great stay and look forward to returning"
United States
Nancy
The price is €118
includes taxes & fees
5 Nov - 6 Nov
Riverside Cabin 5 - (Brand New Construction)

11. The Rellik House and Winery

The Rellik House and Winery
3.5 star property
Central Point
9.4 out of 10, Exceptional, (6 reviews)
"A perfect place to enjoy the winery and countryside! Staff were responsive and friendly!"
United States
Kimberlee
The price is €330
includes taxes & fees
16 Nov - 17 Nov
The Rellik House and Winery

12. East Main Downtown Bungalow

East Main Downtown Bungalow
Historic Railroad District
9.2 out of 10, Wonderful, (56 reviews)
"The bungalow was great. Every room was comfortable and efficient for what we needed. The location is perfect...quiet yet easy walk to anywhere downtown. We would stay here again!!"
United States
Amy R.
East Main Downtown Bungalow

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

Spacious Western Home on 2 acres in the Pines close to Crater Lake
Chiloquin
10.0 out of 10, Exceptional, (152 reviews)
"Lovely and LOTS of space for a family of 4!"
United States
Krista L.
The price is €268
includes taxes & fees
5 Nov - 6 Nov
Spacious Western Home on 2 acres in the Pines close to Crater Lake

14. Cedar Mountain - Suite E

Cedar Mountain - Suite E
Grants Pass
10.0 out of 10, Exceptional, (86 reviews)
"We loved our stay in Grants Pass. Will definitely be back."
United States
Angela H.
Cedar Mountain - Suite E

15. Tilty House in the Hidden Hills

Tilty House in the Hidden Hills
Downtown Klamath Falls
9.4 out of 10, Exceptional, (22 reviews)
"Very well updated, kitchen is definitely tilty but we enjoyed our stay and it was close to the graduation festivities."
United States
Juanitta P.
The price is €173
includes taxes & fees
5 Nov - 6 Nov
Tilty House in the Hidden Hills

16. Rosewood Collective- House & Studio

Rosewood Collective- House & Studio
3.0 star property
Medford
Rosewood Collective- House & Studio

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

Cowgirl Craftsman - Private King Suite Upstairs - Historic Downtown J'ville
Jacksonville Historic District
10.0 out of 10, Exceptional, (19 reviews)
"Great location, clean, cute room and Gina is a fabulous host!"
United States
Susan
The price is €189
includes taxes & fees
18 Nov - 19 Nov
Cowgirl Craftsman - Private King Suite Upstairs - Historic Downtown J'ville

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

Hanna`s House | Downtown Retreat, Steps to OSF
Historic Railroad District
10.0 out of 10, Exceptional, (171 reviews)
"Excellent quaint cottage….great location….easy check in….very well stocked and very comfortable….second year at this cottage and will be back next year!!"
United States
Jim L.
Hanna`s House | Downtown Retreat, Steps to OSF

19. Modern Home In Heart Of Downtown Klamath Falls

Modern Home In Heart Of Downtown Klamath Falls
Downtown Klamath Falls
9.8 out of 10, Exceptional, (21 reviews)
"We had a great time on our visit. The house had everything we needed. "
United States
Natasha P.
The price is €265
includes taxes & fees
16 Nov - 17 Nov
Modern Home In Heart Of Downtown Klamath Falls

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

Aviator-Themed, Fastest WiFi, 2 King Beds Home
Medford
10.0 out of 10, Exceptional, (20 reviews)
"Great location, well stocked, very comfortable"
United States
Joni P.
Aviator-Themed, Fastest WiFi, 2 King Beds Home
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Southern Oregon Hotel Reviews

Find out more about Southern Oregon

Southern Oregon Holiday Homes information

Number of reviews
680
Accommodation
514 Holiday Homes
Lowest Price
€118
Highest Price
€330

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