Book Holiday Homes in Eastern Oregon

More Flash, Less Cash - Take advantage of our Price Pledge** (even on luxey stays)

We keep it easy with the option to pay now or later on select accommodation

Book up 'til the last second - millions of rooms to crash tonight^

Featured Holiday Homes in Eastern Oregon

Waterfront Home on Wallowa Lake with private sauna, dock & amazing view

Waterfront Home on Wallowa Lake with private sauna, dock & amazing view

Joseph OR
With a stay at this vacation home in Joseph, you'll be on the waterfront, within a 10-minute drive of Wallowa Lake and Wallowa River.
Opens in a new windowWaterfront Home on Wallowa Lake with private sauna, dock & amazing view
1930 Bungalow near downtown Weiser

1930 Bungalow near downtown Weiser

Weiser ID
The price is AU$225 per night from 18 May to 19 May
AU$225
18 May - 19 May
includes taxes & fees
When you stay at this vacation home in Weiser, you'll be 6 minutes by foot from Snake River.
Opens in a new window1930 Bungalow near downtown Weiser
Mansion, pool, hot tub, 3 acres, private

Mansion, pool, hot tub, 3 acres, private

Ontario OR
Located in Ontario, this vacation home is in a rural location, within a 5-minute drive of Beck-Kiwanis Park and Treasure Valley Community College.
Opens in a new windowMansion, pool, hot tub, 3 acres, private
Save an average of 15% on thousands of hotels when you're signed in
Blue Mountain Getaway

Blue Mountain Getaway

Elgin OR
The price is AU$271 per night from 18 May to 19 May
AU$271
18 May - 19 May
includes taxes & fees
Located in Elgin, this vacation home is in a rural location, within a 15-minute walk of Elgin Opera House and City Pocket Park.
Opens in a new windowBlue Mountain Getaway
Mountain Meadow Retreat  Private Hot Tub-near lake

Mountain Meadow Retreat Private Hot Tub-near lake

Joseph OR
With a stay at this vacation home in Joseph, you'll be on a lake, within a 5-minute drive of Wallowa Lake and Eagle Cap Wilderness Pack Station.
Opens in a new windowMountain Meadow Retreat Private Hot Tub-near lake
Bear's Den

Bear's Den

John Day OR
With a stay at this vacation home in John Day, you'll be just steps from Painted Sky Center for the Arts and Kam Wah Chung and Company Museum.
Opens in a new windowBear's Den
Vineyard Estate-Mountain views-Private; minutes to downtown. Pet friendly

Vineyard Estate-Mountain views-Private; minutes to downtown. Pet friendly

Milton-Freewater OR
Located in Milton-Freewater, this vacation home is in a rural location, within a 10-minute drive of Walla Walla Stateline Loop and The Blue Mountain Cidery.
Opens in a new windowVineyard Estate-Mountain views-Private; minutes to downtown. Pet friendly
The Woodshed - charming 3 bdrm/1 bath bungalow in Enterprise

The Woodshed - charming 3 bdrm/1 bath bungalow in Enterprise

Enterprise OR
The price is AU$380 per night from 17 May to 18 May
AU$380
17 May - 18 May
includes taxes & fees
With a stay at this vacation home in Enterprise, you'll be within a 10-minute walk of Wallowa River and Enterprise Public Library.
Opens in a new windowThe Woodshed - charming 3 bdrm/1 bath bungalow in Enterprise
Sweet Wallowa Lake cabin at the Wahluna Terrace Retreat

Sweet Wallowa Lake cabin at the Wahluna Terrace Retreat

Joseph OR
When you stay at this vacation home in Joseph, you'll be on a lake, within a 5-minute walk of Wallowa Lake and Wallowa Lake County Park Public Beach.
Opens in a new windowSweet Wallowa Lake cabin at the Wahluna Terrace Retreat
Don't see what you're looking for?
See all available properties in Eastern Oregon
View all properties
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.

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
Lowest Price
AU$143
Highest Price
AU$380
Popular accommodation
Waterfront Home on Wallowa Lake with private sauna, dock & amazing view, 1930 Bungalow near downtown Weiser, Mansion, pool, hot tub, 3 acres, private, Blue Mountain Getaway, Mountain Meadow Retreat Private Hot Tub-near lake, Bear's Den, Vineyard Estate-Mountain views-Private; minutes to downtown. Pet friendly, The Woodshed - charming 3 bdrm/1 bath bungalow in Enterprise, Sweet Wallowa Lake cabin at the Wahluna Terrace Retreat

Top trending hotels in Eastern Oregon

Red Lion Inn & Suites Ontario

Red Lion Inn & Suites Ontario

2 out of 5
266 NE Goodfellow St. Ontario OR
Fully refundable
The price is AU$144 per night from 25 May to 26 May
AU$144
25 May - 26 May
includes taxes & fees
When you stay at Red Lion Inn & Suites Ontario in Ontario, you'll be in the business district, within a 5-minute drive of Treasure Valley Community College and ...
Opens in a new windowRed Lion Inn & Suites Ontario
Oxford Suites Pendleton

Oxford Suites Pendleton

3 out of 5
2400 SW Court Place Pendleton OR
Fully refundableReserve now, pay when you stay
The price is AU$199 per night from 25 May to 26 May
AU$199
25 May - 26 May
includes taxes & fees
With a stay at Oxford Suites Pendleton, you'll be centrally located in Pendleton, within a 10-minute drive of Wildhorse Casino and Pendleton Round-Up and Happy ...
Opens in a new windowOxford Suites Pendleton
Red Lion Hotel Pendleton

Red Lion Hotel Pendleton

3 out of 5
304 Se Nye Ave Pendleton OR
Fully refundableReserve now, pay when you stay
The price is AU$143 per night from 11 June to 12 June
AU$143
11 June - 12 June
includes taxes & fees
With a stay at Red Lion Hotel Pendleton, you'll be centrally located in Pendleton, within a 10-minute drive of Wildhorse Casino and Children's Museum of Eastern ...
Opens in a new windowRed Lion Hotel Pendleton
Save an average of 15% on thousands of hotels when you're signed in
River Lodge And Grill

River Lodge And Grill

3 out of 5
6 Marine Dr Boardman OR
Fully refundableReserve now, pay when you stay
The price is AU$205 per night from 31 May to 1 June
AU$205
31 May - 1 June
includes taxes & fees
Located in Boardman, River Lodge And Grill is within a 15-minute drive of SAGE Center and Marker 40 Golf Club.
Opens in a new windowRiver Lodge And Grill
Don't see what you're looking for?
See all available properties in Eastern Oregon
View all properties
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.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.