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Eastern Oregon Holiday Rentals

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Holiday Rentals in Eastern Oregon

Fully Stocked 3BR Townhome - Walk anywhere in Joseph! (B)

2.0 star property
Joseph
10.0 out of 10, Exceptional, (7)
"Awesome, wonderful and easy !"
United States
Sherri K.
The price is AU$538
includes taxes & fees
7 Dec - 8 Dec
Fully Stocked 3BR Townhome - Walk anywhere in Joseph! (B)

River Front Cabin. Come relax and play cowboy in Spray !

Spray
10.0 out of 10, Exceptional, (1)
"A bright and wide comfortable house."
United States
Rudy J.
The price is AU$977
includes taxes & fees
7 Dec - 8 Dec
River Front Cabin. Come relax and play cowboy in Spray !

Unbelievable yurt home. 1300 sq ft. Not your average yurt.

2.0 star property
Cove
10.0 out of 10, Exceptional, (27)
"It was very nice. Great place to stay. "
United States
Mark h.
The price is AU$340
includes taxes & fees
4 Jan - 5 Jan 2026
Unbelievable yurt home. 1300 sq ft. Not your average yurt.

5 minutes from town, lots of space for pets to run, quiet and private!

Burns
9.8 out of 10, Exceptional, (22)
"One of our favorite places to stay. Quiet, very clean and very friendly. "
United States
Thomas N.
The price is AU$210
includes taxes & fees
9 Dec - 10 Dec
5 minutes from town, lots of space for pets to run, quiet and private!

Eagle Cap is part of the Litch Hotel: fully equipped,Luxury vacation rental condos

2.0 star property
Enterprise
10.0 out of 10, Exceptional, (10)
"Absolutely gorgeous rental, "
United States
Laurie H.
The price is AU$354
includes taxes & fees
15 Dec - 16 Dec
Eagle Cap is part of the Litch Hotel: fully equipped,Luxury vacation rental condos

Cozy Cabin with River Access optional full 50amp RV hook-ups onsite

Kimberly
9.6 out of 10, Exceptional, (18)
"Comfortable and pleasant place to be "
United States
Kathleen A.
The price is AU$420
includes taxes & fees
20 Dec - 21 Dec
Cozy Cabin with River Access optional full 50amp RV hook-ups onsite

Charming 2-bedroom cottage in quaint Vale with WiFi, AC

Vale
10.0 out of 10, Exceptional, (7)
"Comfortable, clean and accommodating. "
United States
Renell B.
The price is AU$332
includes taxes & fees
7 Dec - 8 Dec
Charming 2-bedroom cottage in quaint Vale with WiFi, AC

Fishers Loft A - New! Gorgeous! Downtown!

2.0 star property
Baker City
9.6 out of 10, Exceptional, (13)
"Amazing property, will be booking this on my next trip. "
United States
Travis L.
The price is AU$354
includes taxes & fees
8 Dec - 9 Dec
Fishers Loft A - New! Gorgeous! Downtown!

Granite Butte is part of the Litch Hotel: fully equipped,Luxury vacation rental condos

2.0 star property
Enterprise
10.0 out of 10, Exceptional, (1)
"We booked this place on a whim - Last minute, long (holiday) weekend getaway for our 20th anniversary. The pictures do not do this place justice. Absolutely stunning condo! They have thought about their guests, and it shows! Sound machines in both bedrooms, stocked kitchen, CUTE decor, useful, rechargeable little lights, books, games, you name it! We will be back for sure. Enterprise and Joseph are gorgeous little gems in eastern Oregon - Beautiful place to visit. Thank you, McKee Brothers for...
United States
Cori P.
The price is AU$353
includes taxes & fees
7 Dec - 8 Dec
Granite Butte is part of the Litch Hotel: fully equipped,Luxury vacation rental condos

Mama Bear’s Den- Pet Friendly

Burns
10.0 out of 10, Exceptional, (51)
"Wonderful place! "
United States
Brandon
The price is AU$243
includes taxes & fees
20 Dec - 21 Dec
Mama Bear’s Den- Pet Friendly

Country Get Away

Summerville
10.0 out of 10, Exceptional, (93)
"Absolutely worth driving a little out of town to get here. Beautiful area, wonderful hosts."
United States
Benjamin G.
The price is AU$176
includes taxes & fees
31 Dec - 1 Jan 2026
Country Get Away

Downtown Retreat - Cozy Getaway! Studio for 2, Local Golfing 50% Off!

Baker City
9.8 out of 10, Exceptional, (33)
"Great little place to stay in Baker City. "
United States
Devenne L.
The price is AU$274
includes taxes & fees
7 Dec - 8 Dec
Downtown Retreat - Cozy Getaway! Studio for 2, Local Golfing 50% Off!

Scenic Views Casita 1 - Cozy Studio for 2, Local Golfing 50% Off!

Baker City
9.6 out of 10, Exceptional, (5)
"Nice to have our own space when visiting family "
United States
Anonymous traveller
The price is AU$239
includes taxes & fees
7 Dec - 8 Dec
Scenic Views Casita 1 - Cozy Studio for 2, Local Golfing 50% Off!

Baby Bear’s Playhouse

Burns
10.0 out of 10, Exceptional, (11)
"Great place to stay. Much better than a hotel. "
United States
Brian
The price is AU$219
includes taxes & fees
7 Dec - 8 Dec
Baby Bear’s Playhouse

Studio with so much to offer! Small family and pet friendly.

Payette
10.0 out of 10, Exceptional, (41)
"This accommodation was cute and clean, quiet, and great for walks with our little dog. "
United States
Joel C.
The price is AU$229
includes taxes & fees
17 Dec - 18 Dec
Studio with so much to offer! Small family and pet friendly.

The Cozy Nest Vacation

Burns
9.6 out of 10, Exceptional, (34)
"I’ve rented this place several times and have always enjoyed staying here"
United States
Colleen P.
The price is AU$252
includes taxes & fees
3 Jan - 4 Jan 2026
The Cozy Nest Vacation

3rd Street Stop-cottage house,walking distance to middle of town and activities

Baker City
9.8 out of 10, Exceptional, (27)
"Cute place. "
United States
Debbie L.
The price is AU$256
includes taxes & fees
18 Dec - 19 Dec
3rd Street Stop-cottage house,walking distance to middle of town and activities

Vineyard Gypsy - kitchen, gas fireplace, hot tub, queen beds

Milton-Freewater
9.8 out of 10, Exceptional, (47)
"Easy to get to, very cozy and all the accommodations we needed."
United States
Jean W.
The price is AU$271
includes taxes & fees
10 Dec - 11 Dec
Vineyard Gypsy - kitchen, gas fireplace, hot tub, queen beds

★Heart of Pendleton★Downtown LUXURY & LOCATION★

Pendleton
10.0 out of 10, Exceptional, (71)
"Really nice place right downtown, perfect location to enjoy the historic history of Pendleton."
United States
Lance T.
The price is AU$413
includes taxes & fees
16 Dec - 17 Dec
★Heart of Pendleton★Downtown LUXURY & LOCATION★

Horseshoe Lake 2nd floor 2 bdrm condo

Joseph
10.0 out of 10, Exceptional, (69)
"Beautiful, very clean, comfortable property. Check in easy. Kitchen is well stocked with everything needed. The location is awesome, easy walk to town or to the Wallowa boat ramp. A great place as a base for hiking and exploring."
United States
Pamela L.
The price is AU$305
includes taxes & fees
7 Dec - 8 Dec
Horseshoe Lake 2nd floor 2 bdrm condo
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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Top Eastern Oregon Hotel Reviews

Find out more about Eastern Oregon

Everything you need to know about Eastern Oregon holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Eastern Oregon holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Eastern Oregon holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Eastern Oregon holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Eastern Oregon. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Eastern Oregon holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Eastern Oregon holiday rentals we have selected for you start as low as AU$229 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Eastern Oregon rentals

At Expedia, we put the best Eastern Oregon holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Eastern Oregon rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Eastern Oregon holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Eastern Oregon. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.