Book Holiday Homes in Southern Oregon
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Featured Holiday Homes in Southern Oregon

The River House. 5 miles from Crater Lake entrance.

Cedar Mountain - Suite E

Riverside Cabin 1 - (Brand New Construction)

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

Cedar Mountain - Suite D

1907 Charmer, Perfect Downtown Location, So Clean!

Jacksonville Place

Big Foot River Lodge

The Green House - Minutes from the Entrance to Crater Lake National Park
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.
Top Locations for Holiday Homes in Southern Oregon
More accommodations in Southern Oregon
Top trending hotels in Southern Oregon

Rogue Regency Inn and Suites

Cerulean Hotel

Union Creek Resort

Ashland Hills Hotel & Suites
More ways to explore Southern Oregon
Top picks
**Terms and Conditions apply.
^Subject to availability and chosen travel dates.