Holiday Homes in Southern Oregon
Change your mindBook hotels with free cancellation
Be pickySearch almost a million properties worldwide
Check prices for these dates
In two weeks
In two months
In three months
In four months
Featured Holiday Homes in Southern Oregon
Holiday Home in Central Point
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 AU$372
includes taxes & fees
1 Jan - 2 Jan 2026
Holiday Home in Klamath Falls
9.8 out of 10, Exceptional, (14)
"Hosts were extremely helpful and responsive too!"
Carrie B.
The price is AU$391
includes taxes & fees
21 Dec - 22 Dec
Holiday Home in Chiloquin
10.0 out of 10, Exceptional, (127)
"Communication was incredible. I would absolutely recommend this property to anyone. It is an absolutely beautiful house. "
Matthew
The price is AU$522
includes taxes & fees
29 Dec - 30 Dec
Holiday Home in Ashland
10.0 out of 10, Exceptional, (6)
"Great ~ memorable stay. "
Melissa
The price is AU$434
includes taxes & fees
10 Dec - 11 Dec
Holiday Home in 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. "
B P.
The price is AU$338
includes taxes & fees
3 Dec - 4 Dec
Holiday Home in Shady Cove
10.0 out of 10, Exceptional, (7)
"Really nice and quiet. Plus shady cove is a nice town. Great spot for fishing, hiking and some golf. As advertised. "
Timothy G.
The price is AU$389
includes taxes & fees
9 Dec - 10 Dec
Holiday Home in 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."
Karen H.
The price is AU$369
includes taxes & fees
21 Dec - 22 Dec
Holiday Home in Klamath Falls
9.4 out of 10, Exceptional, (16)
"We really enjoyed our stay! The host was very welcoming and the home was clean and had everything you needed to make your own meals. "
Mimi H.
The price is AU$398
includes taxes & fees
1 Jan - 2 Jan 2026
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.
Top Southern Oregon Hotel Reviews
Flagship Inn of Ashland
10/10 Excellent
Find out more about Southern Oregon
Southern Oregon Holiday Homes information
Number of reviews | 498 |
|---|---|
Accommodation | 455 Holiday Homes |
Lowest Price | AU$201 |
Highest Price | AU$527 |
Explore a world of travel with Expedia
- Boutique Hotels in Ashland
- La Quinta Inn & Suites Hotels in Ashland
- Ashland Hotels
- Beatty Hotels
- Bonanza Hotels
- Motels in Central Point
- Chiloquin Hotels
- Motels in Chiloquin
- B&B in Crater Lake
- Cabin Rentals in Crater Lake
- Holiday Homes in Crater Lake
- Holiday Parks in Crater Lake
- Boutique Hotels in Crater Lake
- Cheap Hotels in Crater Lake
- Hotels with Parking in Crater Lake
- Hotels near Crater Lake
- Crater Lake Hotels
- Lodges in Crater Lake
- Motels in Crater Lake
- Hotels near Crater Lake National Park
- Riads in Crater Lake
- Klamath County Hotels
- Downtown Klamath Falls Hotels
- B&B in Eagle Point
- Caravan Parks in Eagle Point
- Holiday Homes in Eagle Point
- Family Hotels in Eagle Point
- Eagle Point Hotels
- Motels in Eagle Point
- Resort in Eagle Point
- Motels in Gold Hill
- Holiday Homes in Hot Springs
- Inns in Idleyld Park
- B&B in Jacksonville
- Keno Hotels
- Cheap Hotels in Klamath Falls
- Luxury Hotels in Klamath Falls
- Pet Friendly Hotels in Klamath Falls
- Vagabond Inn Hotels in Klamath Falls
- Klamath Falls Hotels
- Motels in Klamath Falls
- Cabin Rentals in Medford
- Caravan Parks in Medford
- Motels in Medford
- Merrill Hotels
- Lgbt Welcoming Hotels in Oretech
- Oretech Hotels
- Apartments in Phoenix
- Castles in Phoenix
- Motels in Phoenix
- B&B in Prospect
- Historic Hotels in Prospect
- Prospect Hotels
- Hotels near Rim Visitor Center
- Caravan Parks in Rocky Point
- Rocky Point Hotels
- Hotels near Running Y Ranch Golf Course
- Shady Cove Hotels
- Resort in Shady Cove
- Trail Hotels
- Hotels near Train Mountain Railroad Museum
- Holiday Homes in Union Creek
- Union Creek Hotels
- Hotels near Upper Klamath Lake
- Apartments in White City
- White City Hotels
- Flights to Ashland
- Flights to Bonanza
- Flights to Butte Falls
- Flights to Crater Lake
- Flights to Klamath Falls Intl.
- Flights to Klamath Falls
- Flights to Midland
- Flights to Trail
- Flights to White City
- Flights from Shady Cove
- Flights from Keno
- Flights from Wizard Island
- Flights from Bonanza
- Flights from Ashland
- Flights from Los Angeles (LAX) to Ashland (AHM)
- Flights from San Francisco (SFO) to Klamath Falls (LMT)
- Flights from Sydney (SYD) to Ashland (AHM)