Eastern Oregon holiday rentals

We found 591 holiday rentals — enter your dates for availability

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June 2025

July 2025

Holiday rentals with weekly discounts - Eastern Oregon

Showing deals for:26 Sept - 3 Oct

Exceptional

(16 reviews)

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

Cove, OR

9% off

AU$298 per night

includes taxes & fees

Sunsets at the pool - share this with friends at our country house.

Exceptional

(89 reviews)

Luxurious, private country estate - 5 min. from downtown, wineries & outdoor rec

Waitsburg, WA

8% off

AU$1,129 per night

includes taxes & fees

Exceptional

(5 reviews)

FULLY LOADED - hot tub - pool table - arcade games - 10 min from Downtown WW

College Place, WA

8% off

AU$1,105 per night

includes taxes & fees

Exceptional

(25 reviews)

Moonlight Manor - beautiful home on 2.3 acres with vineyard view & private pool.

Walla Walla, WA

8% off

AU$1,188 per night

includes taxes & fees

Exceptional

(5 reviews)

Cabin - Hot Tub - View - Abundant Wildlife - Private - 120 Acres - River -Spring

Union, OR

8% off

AU$262 per night

includes taxes & fees

Wonderful

(20 reviews)

A roomy quiet private duplex. Located on a cul de sac area with limited traffic

Pendleton, OR

7% off

AU$276 per night

includes taxes & fees

Exceptional

(300 reviews)

Urban Oasis in Downtown Walla Walla. Walk to Wine, Restaurants and More!

Walla Walla, WA

8% off

AU$572 per night

includes taxes & fees

Find spaces that suit your style

House

Condo/Apartment

Find properties near top attractions in Eastern Oregon

Wallowa Lake

Find the best place to stay - Eastern Oregon

SECLUDED PRIVATE BEACH ON CREEK !

Sleeps 2 · 1 bedroom · 1 bathroom

Private riverfront getaway with a secluded beach and dock. Paradise is Yours!

Secluded Snake River Retreat – Private Dock Epic Views - Chukar Flats Fish Hunt

Sleeps 12 · 4 bedrooms · 2 bathrooms

Beautiful Cabin located in the Blue mountain’s, pet friendly and many extras.

Sleeps 10 · 3 bedrooms · 3 bathrooms

Exclusive Mountain Grandeur! Back door to the Seven Devils Mountain range

Sleeps 20 · 6 bedrooms · 6+ bathrooms

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Our Book with Confidence Guarantee gives you 24/7 support
More quality time
From booking to staying, the whole process is simple and enjoyable
All the privacy of home
Enjoy full kitchens, laundry, pools, gardens and more
More for less
More space, more privacy, more amenities — more value

Explore the riverfront setting in Eastern Oregon

The riverfront and countryside create a pretty picture of Eastern Oregon. Well known for its cafes, casino gaming and hiking, this welcoming city won't disappoint. With a holiday rental, you get a home away from home – many rentals offer full kitchens and outdoor grills for some home cooking.

Exploring the natural features in Eastern Oregon

Whether you're looking for fun outdoor activities or just want to appreciate the scenery, Eastern Oregon is a great place to get outside. Here are some of the area’s most stunning sights, all within 30 miles (48.2 km) of the city centre:

Bates State Park (27.6 mi / 44.4 km)
Strawberry Basin Trailhead (17.6 mi / 28.3 km)

Frequently asked questions

What is the best area to stay in Eastern Oregon when booking a holiday home?

If you're visiting Eastern Oregon, Joseph is one of the more desired locations to book a holiday property. While you're here, keep busy by exploring terrific sights like Wallowa Lake and Wallowa Lake State Park.

What is the most popular type of holiday home accommodation in Eastern Oregon?

According to our research, houses are the most in-demand type of property in Eastern Oregon. But as you'd expect, everyone's idea of the perfect stay can differ. Stayz has holiday homes of all sizes, shapes and budgets, so you're sure to discover the perfect fit for you.

How much does it cost to rent a holiday home in Eastern Oregon?

A range of factors can influence the price of a holiday home in Eastern Oregon, like the season, type of property and length of stay. However, all Stayz homes have something in common --- unbeatable value. Just add your travel dates to find your perfect fit.

How much does it cost to rent a beach house in Eastern Oregon?

Prices for beach houses in Eastern Oregon can differ depending on the size and type of the property and when you're travelling. Simply enter your travel dates into Stayz and how many guests to see your options and prices. From there you can use our filters to narrow down your search by ratings, nearby activities, amenities and more.

What are popular home amenities in Eastern Oregon?

A microwave oven, a fridge and off-street parking options are rated the most popular home amenities in Eastern Oregon. Whether you plan to go alone, with your sweetheart or a bunch of friends, Stayz can help you find a holiday home that matches your style with all the features you need.

Are there large group holiday homes in Eastern Oregon?

Eastern Oregon has 34 holiday homes that can host 10 or more people. These stays come with the privacy and space you need to enjoy good times with family and friends.

What are the top attractions for families in Eastern Oregon?

There are plenty of awesome things to do and see with the family in Eastern Oregon, including:

John Day Fossil Beds National Monument
Anthony Lakes Ski Area
Wallowa Lake

Can I find two-bedroom holiday homes in Eastern Oregon?

Gather your loved ones and enjoy peace, privacy and comfort in one of the 72 two-bedroom holiday homes Eastern Oregon has to offer.

Are there holiday homes with WiFi in Eastern Oregon?

Whether you want to stay in touch with world events, look over emails or post a pic to social media, there are 96 holiday homes with WiFi in Eastern Oregon. Check the "WiFi" box when searching on Stayz and stay connected on your holiday.

How old do you have to be to rent a holiday home in Eastern Oregon?

You should check with the Eastern Oregon holiday home you'd like on Stayz as the age limit differs. However, typically it's 16, 18 or 21.

How long can I rent a holiday home in Eastern Oregon for?

It's down to the Eastern Oregon property. To browse available options offering extended stays, just type your travel dates and number of people into Stayz's search page. Look forward to having the property to yourself, along with home comforts like a fully-equipped kitchen, air conditioning and an outdoor space to play in. Be on the lookout for long-term stays that offer discounted weekly or monthly prices.