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Our top choices for Southern Oregon holiday homes

The Rellik House and Winery

The Rellik House and Winery
3.5 star property
Central Point
9.4 out of 10, Exceptional, (3)
"A perfect place to enjoy the winery and countryside! Staff were responsive and friendly!"
United States
Kimberlee
The price is HK$1,140
HK$1,895 total
includes taxes & fees
27 Jan - 28 Jan 2026
The Rellik House and Winery

Barclay Klum House by WanderLodges

Barclay Klum House by WanderLodges
4.0 star property
Ashland
10.0 out of 10, Exceptional, (7)
"Great ~ memorable stay. "
United States
Melissa
The price is HK$849
HK$1,978 total
includes taxes & fees
29 Jan - 30 Jan 2026
Barclay Klum House by WanderLodges

Clearview Comfort 3BR Near Airport

Clearview Comfort 3BR Near Airport
3.0 star property
Medford
The price is HK$1,196
HK$2,473 total
includes taxes & fees
30 Dec - 31 Dec
Clearview Comfort 3BR Near Airport

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, (130)
"Great location and good value! "
United States
Thomas H.
The price is HK$1,049
HK$2,468 total
includes taxes & fees
30 Dec - 31 Dec
Spacious Western Home on 2 acres in the Pines close to Crater Lake

1 king bed 1 queen bed 2 bedroom house with AC, WiFi and washer and dryer

1 king bed 1 queen bed 2 bedroom house with AC, WiFi and washer and dryer
2.0 star property
Medford
10.0 out of 10, Exceptional, (17)
"Great place to stay. Very comfortable beds & very clean. "
United States
Tiffany F.
The price is HK$622
HK$1,617 total
includes taxes & fees
20 Jan - 21 Jan 2026
1 king bed 1 queen bed 2 bedroom house with AC, WiFi and washer and dryer

Tiny Cabin Retreat w/Hot Tub & Alpacas Rescue

Tiny Cabin Retreat w/Hot Tub & Alpacas Rescue
Josephine County
10.0 out of 10, Exceptional, (4)
"One of the best properties we have ever stayed at! It exceeded our expectations! Wish we could have stayed longer. "
United States
B P.
The price is HK$795
HK$1,547 total
includes taxes & fees
4 Jan - 5 Jan 2026
Tiny Cabin Retreat w/Hot Tub & Alpacas Rescue

Enjoy the Hobbit House! Charming 2-bedroom 1-bathroom house in Kerby, Oregon

Enjoy the Hobbit House! Charming 2-bedroom 1-bathroom house in Kerby, Oregon
Kerby
9.2 out of 10, Wonderful, (11)
"Adorable, colorful 2 bdrm. Cottage with all needed amenities. Host was friendly and attentive. "
United States
tammie
The price is HK$886
HK$1,057 total
includes taxes & fees
1 Jan - 2 Jan 2026
Enjoy the Hobbit House! Charming 2-bedroom 1-bathroom house in Kerby, Oregon

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

Cowgirl Craftsman - Private King Suite Upstairs - Historic Downtown J'ville
2.0 star property
Jacksonville Historic District
9.8 out of 10, Exceptional, (7)
"Cozy, warm, and inviting stay here for an anniversary getaway. Lots of things in walking distance. Wonderful hostess and wonderful stay. We would definitely come back!"
United States
Kristi
The price is HK$948
HK$1,769 total
includes taxes & fees
30 Dec - 31 Dec
Cowgirl Craftsman - Private King Suite Upstairs - Historic Downtown J'ville

Grandview of Ashland

Grandview of Ashland
3.0 star property
Ashland
10.0 out of 10, Exceptional, (3)
"Grandview of Ashland was a beautiful home!! It was super clean and the views of the valley were amazing. Our entire party had a wonderful time and would 100% stay there again. Highly recommend!"
United States
Paul
The price is HK$1,672
HK$3,109 total
includes taxes & fees
5 Jan - 6 Jan 2026
Grandview of Ashland

Lanka Rose House by WanderLodges

Lanka Rose House by WanderLodges
3.5 star property
Phoenix
10.0 out of 10, Exceptional, (2)
"Very cute house with all the necessities for a cozy stay. "
United States
Roxanne
The price is HK$845
HK$1,987 total
includes taxes & fees
31 Dec - 1 Jan 2026
Lanka Rose House by WanderLodges

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, (14)
"House was cute and very clean inside Nice decor and had everything we needed! "
United States
Tim T.
The price is HK$670
HK$1,785 total
includes taxes & fees
5 Jan - 6 Jan 2026
Modern Home In Heart Of Downtown Klamath Falls

Modern Barndominuim on Peaceful 100 Acre Ranch

Modern Barndominuim on Peaceful 100 Acre Ranch
Klamath Falls
10.0 out of 10, Exceptional, (29)
"A must stay if you are in Klamath falls!"
United States
Nicole M.
The price is HK$1,014
HK$1,715 total
includes taxes & fees
3 Jan - 4 Jan 2026
Modern Barndominuim on Peaceful 100 Acre Ranch

Rosewood Studio by WanderLodges

Rosewood Studio by WanderLodges
3.0 star property
Medford
The price is HK$777
HK$1,268 total
includes taxes & fees
11 Jan - 12 Jan 2026
Rosewood Studio by WanderLodges

Redwoods Stopover by WanderLodges

Redwoods Stopover by WanderLodges
2.0 star property
Cave Junction
The price is HK$1,119
HK$2,075 total
includes taxes & fees
30 Dec - 31 Dec
Redwoods Stopover by WanderLodges

Comfy Cozy Casa

Comfy Cozy Casa
Medford
10.0 out of 10, Exceptional, (57)
"Great place to stay "
United States
Artem V.
The price is HK$971
HK$2,194 total
includes taxes & fees
20 Jan - 21 Jan 2026
Comfy Cozy Casa

Hanna's House by WanderLodges

Hanna's House by WanderLodges
4.0 star property
Historic Railroad District
10.0 out of 10, Exceptional, (3)
"Thoughtfully arranged and provisioned. A hidden gem."
United States
Jerald
The price is HK$912
HK$1,615 total
includes taxes & fees
1 Jan - 2 Jan 2026
Hanna's House by WanderLodges

The Stardust Cottage Near Downtown Klamath Falls

The Stardust Cottage Near Downtown Klamath Falls
Downtown Klamath Falls
10.0 out of 10, Exceptional, (7)
"We had a lovely stay and appreciate all the special touches made by the hosts."
United States
Karen H.
The price is HK$581
HK$1,593 total
includes taxes & fees
5 Jan - 6 Jan 2026
The Stardust Cottage Near Downtown Klamath Falls

Cozy 3 bedroom by airbase!

Cozy 3 bedroom by airbase!
Klamath Falls
9.4 out of 10, Exceptional, (16)
"The house was amazing. "
United States
Sarah B.
The price is HK$567
HK$1,301 total
includes taxes & fees
7 Jan - 8 Jan 2026
Cozy 3 bedroom by airbase!

The Shady Knoll - Peace & Quiet near the Rogue River!

The Shady Knoll - Peace & Quiet near the Rogue River!
Shady Cove
10.0 out of 10, Exceptional, (8)
"We had everything we would possibly need.The house was very nicely laid out and we spent a lot of time on the back deck. Saw turkeys and a family of deer in the yard. Would definitely stay again. "
United States
Cheri I.
The price is HK$777
HK$1,791 total
includes taxes & fees
4 Jan - 5 Jan 2026
The Shady Knoll - Peace & Quiet near the Rogue River!

Restful River Retreat

Restful River Retreat
Gold Hill
9.2 out of 10, Wonderful, (29)
"Beautiful place!"
United States
Lonna P.
The price is HK$699
HK$1,612 total
includes taxes & fees
14 Jan - 15 Jan 2026
Restful River Retreat
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 Vacation Homes information

Number of reviews
336
Accommodation
455 Vacation Homes
Lowest Price
HK$1,057
Highest Price
HK$3,109

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