Book Holiday Homes in Eastern Oregon
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Featured Holiday Homes in Eastern Oregon

Turn Of The Century Charm - Walk to Town DISCOUNTS FOR SKIING?

Dixie Creek Bungalows, Not so Tiny, Tiny Home

Beautiful lakefront house with private boat dock, washer/dryer & fireplace

Charming riverfront home with fireplace, patio, grill, & full kitchen

Moonrise Suite in a Vineyard + Winery!

The Loft Modern/Historic

Modern on the Rocks - In the Heart of Wine Country

Custom-built log home w/ gas grill, free WiFi, deck, and private location

Waterfront Home on Wallowa Lake with private sauna, dock & amazing view
Eastern 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 Eastern Oregon vacation homes are the perfect way for you to wing it.
Holiday houses in Eastern 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 Eastern 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 Eastern Oregon adventures, obvs.
If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Eastern 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 Eastern 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.
Eastern Oregon Holiday Homes essential information
Accommodation | 194 Holiday Homes |
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Lowest Price | |
Highest Price | |
Popular accommodation | Turn Of The Century Charm - Walk to Town DISCOUNTS FOR SKIING?, Dixie Creek Bungalows, Not so Tiny, Tiny Home, Beautiful lakefront house with private boat dock, washer/dryer & fireplace, Charming riverfront home with fireplace, patio, grill, & full kitchen, Moonrise Suite in a Vineyard + Winery!, The Loft Modern/Historic, Modern on the Rocks - In the Heart of Wine Country, Custom-built log home w/ gas grill, free WiFi, deck, and private location, Waterfront Home on Wallowa Lake with private sauna, dock & amazing view |
Top Locations for Holiday Homes in Eastern Oregon
Top trending hotels in Eastern Oregon

Red Lion Hotel Pendleton

Oxford Suites Hermiston

River Lodge And Grill

Red Lion Inn & Suites Ontario
More ways to explore Eastern Oregon
Top picks
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^Subject to availability and chosen travel dates.