Book Holiday Homes in Southern Oregon

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Featured Holiday Homes in Southern Oregon

The Cascade Mountain-View Retreat

The Cascade Mountain-View Retreat

Fort Klamath
With a stay at this vacation home in Fort Klamath, you'll be in the mountains, within a 10-minute drive of Crater Lake National Park and Fort Klamath Park and ...
The Cascade Mountain-View Retreat
Mid Century Modern-5 min from I-5

Mid Century Modern-5 min from I-5

Grants Pass
The price is AU$424 per night from 17 Aug to 18 Aug
AU$424
17 Aug - 18 Aug
includes taxes & fees
With a stay at this vacation home in Grants Pass, you'll be within a 5-minute drive of Barnstormers Theater and Rogue River.
Mid Century Modern-5 min from I-5
Riverside Cabin 1 - (Brand New Construction)

Riverside Cabin 1 - (Brand New Construction)

Grants Pass
The price is AU$213 per night from 27 Aug to 28 Aug
AU$213
27 Aug - 28 Aug
includes taxes & fees
With a stay at this vacation home, you'll be centrally located in Grants Pass, just a 5-minute walk from Rogue River and 7 minutes by foot from Schmidt House ...
Riverside Cabin 1 - (Brand New Construction)
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Shady Cove River House -Fly Fish, Raft, Hike or Just  Relax

Shady Cove River House -Fly Fish, Raft, Hike or Just Relax

Shady Cove
A stay at this vacation home places you in the heart of Shady Cove, steps from Rogue River and 12 minutes by foot from Upper Rogue Regional County Park.
Shady Cove River House -Fly Fish, Raft, Hike or Just Relax
Harriman Springs Resort Cabin 1 - A Vacation House with Accommodations & Views

Harriman Springs Resort Cabin 1 - A Vacation House with Accommodations & Views

Klamath Falls
When you stay at this vacation home in Klamath Falls, you'll be on the waterfront, within a 5-minute drive of Upper Klamath Lake and Crater Lake Zipline.
Harriman Springs Resort Cabin 1 - A Vacation House with Accommodations & Views
Williamson’s River Retreat

Williamson’s River Retreat

Chiloquin
The price is AU$726 per night from 15 Aug to 16 Aug
AU$726
15 Aug - 16 Aug
includes taxes & fees
When you stay at this vacation home in Chiloquin, you'll be within a 10-minute drive of Kla-Mo-Ya Casino and Train Mountain Railroad Museum.
Williamson’s River Retreat
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
The price is AU$202 per night from 17 Aug to 18 Aug
AU$202
17 Aug - 18 Aug
includes taxes & fees
Located in Kerby, this vacation home is within a 5-minute drive of Kerbyville Museum and Its a Burl.
Enjoy the Hobbit House! Charming 2-bedroom 1-bathroom house in Kerby, Oregon
Cedar Mountain - Suite D

Cedar Mountain - Suite D

Grants Pass
The price is AU$226 per night from 25 Aug to 26 Aug
AU$226
25 Aug - 26 Aug
includes taxes & fees
With a stay at this vacation home, you'll be centrally located in Grants Pass, just a 3-minute walk from Schmidt House Museum and 7 minutes by foot from Grants ...
Cedar Mountain - Suite D
East Main Downtown Bungalow

East Main Downtown Bungalow

Ashland
The price is AU$435 per night from 18 Aug to 19 Aug
AU$435
18 Aug - 19 Aug
includes taxes & fees
With a stay at this vacation home in Ashland (Historic Railroad District), you'll be steps from Ashland Library and 6 minutes by foot from Oregon Cabaret ...
East Main Downtown Bungalow
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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.

Southern Oregon Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Southern Oregon vacation homes are the perfect way for you to wing it.

Holiday houses in Southern Oregon let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Southern Oregon in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Southern Oregon adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Southern Oregon with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Southern Oregon vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Southern Oregon Holiday Homes essential information

Accommodation
526 Holiday Homes
Lowest Price
AU$149
Highest Price
AU$726
Popular accommodation
The Cascade Mountain-View Retreat, Mid Century Modern-5 min from I-5, Riverside Cabin 1 - (Brand New Construction), Shady Cove River House -Fly Fish, Raft, Hike or Just Relax, Harriman Springs Resort Cabin 1 - A Vacation House with Accommodations & Views, Williamson’s River Retreat, Enjoy the Hobbit House! Charming 2-bedroom 1-bathroom house in Kerby, Oregon, Cedar Mountain - Suite D, East Main Downtown Bungalow

Top trending hotels in Southern Oregon

Rogue Regency Inn and Suites

Rogue Regency Inn and Suites

3 out of 5
2300 Biddle Rd, Medford, OR
Fully refundableReserve now, pay when you stay
The price is AU$186 per night from 19 Aug to 20 Aug
AU$186
19 Aug - 20 Aug
includes taxes & fees
A stay at Rogue Regency Inn and Suites places you in the heart of Medford, a 3-minute drive from Providence Medford Medical Center and 5 minutes from The ...
Rogue Regency Inn and Suites
Flagship Inn of Ashland

Flagship Inn of Ashland

2.5 out of 5
1193 Siskiyou Blvd, Ashland, OR
Fully refundableReserve now, pay when you stay
The price is AU$149 per night from 18 Aug to 19 Aug
AU$149
18 Aug - 19 Aug
includes taxes & fees
With a stay at Flagship Inn of Ashland in Ashland, you'll be a 1-minute walk from Southern Oregon University and 5 minutes by foot from Schneider Museum of ...
Flagship Inn of Ashland
Cerulean Hotel

Cerulean Hotel

2.5 out of 5
100 Main St, Klamath Falls, OR
Fully refundableReserve now, pay when you stay
The price is AU$177 per night from 17 Aug to 18 Aug
AU$177
17 Aug - 18 Aug
includes taxes & fees
A stay at Cerulean Hotel places you in the heart of Klamath Falls, within a 5-minute walk of Veterans Memorial Park and Baldwin Hotel Museum.
Cerulean Hotel
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Ashland Hills Hotel & Suites

Ashland Hills Hotel & Suites

3 out of 5
2525 Ashland St, Ashland, OR
Fully refundableReserve now, pay when you stay
The price is AU$236 per night from 25 Aug to 26 Aug
AU$236
25 Aug - 26 Aug
includes taxes & fees
When you stay at Ashland Hills Hotel & Suites in Ashland, you'll be near ski lifts, within a 5-minute drive of Southern Oregon University and Weisinger Family ...
Ashland Hills Hotel & Suites
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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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^Subject to availability and chosen travel dates.