Holiday Homes in Southern Oregon
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Our top choices for Southern Oregon holiday homes
9.4 out of 10, Exceptional, (3)
"A perfect place to enjoy the winery and countryside! Staff were responsive and friendly!"
Kimberlee
The price is NZ$418
includes taxes & fees
27 Jan - 28 Jan 2026
10.0 out of 10, Exceptional, (7)
"Great ~ memorable stay. "
Melissa
The price is NZ$436
includes taxes & fees
27 Jan - 28 Jan 2026
The price is NZ$545
includes taxes & fees
30 Dec - 31 Dec
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 LakeChiloquin
10.0 out of 10, Exceptional, (130)
"Great location and good value! "
Thomas H.
The price is NZ$544
includes taxes & fees
30 Dec - 31 Dec
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 dryerMedford
10.0 out of 10, Exceptional, (17)
"Great place to stay. Very comfortable beds & very clean. "
Tiffany F.
The price is NZ$357
includes taxes & fees
20 Jan - 21 Jan 2026
Tiny Cabin Retreat w/Hot Tub & Alpacas Rescue
Tiny Cabin Retreat w/Hot Tub & Alpacas RescueJosephine 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. "
B P.
The price is NZ$341
includes taxes & fees
4 Jan - 5 Jan 2026
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, OregonKerby
9.2 out of 10, Wonderful, (11)
"Adorable, colorful 2 bdrm. Cottage with all needed amenities. Host was friendly and attentive. "
tammie
The price is NZ$233
includes taxes & fees
11 Jan - 12 Jan 2026
Cowgirl Craftsman - Private King Suite Upstairs - Historic Downtown J'ville
Cowgirl Craftsman - Private King Suite Upstairs - Historic Downtown J'villeJacksonville 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!"
Kristi
The price is NZ$390
includes taxes & fees
30 Dec - 31 Dec
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
Holiday Inn Express Hotel & Suites Medford-Central Point by IHG
10/10 Excellent
Find out more about Southern Oregon
Southern Oregon Holiday Homes information
Number of reviews | 336 |
|---|---|
Accommodation | 458 Holiday Homes |
Lowest Price | NZ$233 |
Highest Price | NZ$685 |
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