Photo by Glenn Miller

Eastern Oregon holiday rentals

We found 670 holiday rentals — enter your dates for availability

Holiday rentals with weekly discounts – Eastern Oregon

Showing deals for:27 Nov - 4 Dec

Living area
Outdoor dining
Interior
Property grounds
Exceptional
(81 reviews)

3 Bedroom Farm Home. Sleeps 10 - One Mile Outside Joseph, Oregon. The Evans Farm

Joseph

8% off
AU$4,308
for 7 nights, 1 room
AU$615 per night
includes taxes & fees
3 Bedroom Farm Home. Sleeps 10 - One Mile Outside Joseph, Oregon. The Evans Farm
Interior
Exterior
Room
Property grounds
Exceptional
(11 reviews)

Stunning Skyline Suite! 50% off Quail Ridge Golf/10% off Anthony Lakes!

Baker City

8% off
AU$1,198
for 7 nights, 1 room
AU$171 per night
includes taxes & fees
Stunning Skyline Suite! 50% off Quail Ridge Golf/10% off Anthony Lakes!
Front porch enterence
Welcome!
Well-stocked kitchen with plenty of storage space
Enjoy your morning coffee or a glass of wine on the front porch!
Exceptional
(30 reviews)

Century House in Walla Walla Wine Country!

College Place

16% off
AU$6,110
for 7 nights, 1 home
AU$873 per night
includes taxes & fees
Century House in Walla Walla Wine Country!
Birch hardwood floors imported from Germany original to 1910
Exterior
Plenty of room to hang out in kitchen
Outdoor loggia with large natural gas grill
Exceptional
(97 reviews)

Historic Mansion

Walla Walla

8% off
AU$19,057
for 7 nights, 1 home
AU$2,722 per night
includes taxes & fees
Historic Mansion
Living area
Exterior
Private kitchen
Dining
Exceptional
(23 reviews)

Country Cottage just minutes from downtown Weiser. Pet friendly!

Weiser

8% off
AU$1,263
for 7 nights, 1 cottage
AU$180 per night
includes taxes & fees
Country Cottage just minutes from downtown Weiser. Pet friendly!
Exterior detail
Living area
Room
Living area
Exceptional
(87 reviews)

Joseph Cottage: Mountain Views + Fireplace + Firepit

Joseph

8% off
AU$2,081
for 7 nights, 1 cottage
AU$297 per night
includes taxes & fees
Joseph Cottage: Mountain Views + Fireplace + Firepit
Private kitchen
Interior
Living area
Private kitchen
Exceptional
(28 reviews)

10 minutes from dozens of wineries!

College Place

10% off
AU$6,252
for 7 nights, 1 home
AU$893 per night
includes taxes & fees
10 minutes from dozens of wineries!
Interior
Plenty of seating for everyone around the fire!
Coffee can be done; Keurig style, pot style, or French Press style!
Nightlight mode for cozy movie watching on 98" TV and relaxing by the fireplace!
Exceptional
(41 reviews)

Fire Pit, Outdoor Living Space, 2 King Beds, Dog Friendly, One-Level Home

College Place

9% off
AU$2,965
for 7 nights, 1 home
AU$424 per night
includes taxes & fees
Fire Pit, Outdoor Living Space, 2 King Beds, Dog Friendly, One-Level Home
Room
Living area
Barndoor to bathroom
Kitchen and dining room
Exceptional
(48 reviews)

Rustic Wine Country Farmhouse

Walla Walla

8% off
AU$1,648
for 7 nights, 1 home
AU$235 per night
includes taxes & fees
Rustic Wine Country Farmhouse
Kitchen & Breakfast Nook
Man Cave
Living Room
Private Patio Area with Fire-pit
Exceptional
(23 reviews)

Stucco in Baker City

Baker City

8% off
AU$2,136
for 7 nights, 1 home
AU$305 per night
includes taxes & fees
Stucco in Baker City
Dining
Private kitchen
Room
Private kitchen
Exceptional
(46 reviews)

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

Baker City

8% off
AU$1,098
for 7 nights, 1 cottage
AU$157 per night
includes taxes & fees
3rd Street Stop-cottage house,walking distance to middle of town and activities
Exterior detail
Living area
Dining
Interior
Exceptional
(21 reviews)

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

Pendleton

7% off
AU$2,057
for 7 nights, 1 home
AU$294 per night
includes taxes & fees
A roomy quiet private duplex. Located on a cul de sac area with limited traffic
Living area
Exterior detail
Kitchen
Bedroom with queen bed
Exceptional
(51 reviews)

Stay Awhile - Pendleton, OR

Pendleton

25% off
AU$1,522
for 7 nights, 1 home
AU$217 per night
includes taxes & fees
Stay Awhile - Pendleton, OR
Front Room
Front Room
Property grounds
Exterior detail
Exceptional
(21 reviews)

The FarmYard. Private 39-Acre Farmhouse with Views, Wildlife & Space to Unwind

La Grande

13% off
AU$4,124
for 7 nights, 1 home
AU$589 per night
includes taxes & fees
The FarmYard. Private 39-Acre Farmhouse with Views, Wildlife & Space to Unwind
Interior
Living area
Exterior
Room
Exceptional
(40 reviews)

Little House on Ladow

Pendleton

25% off
AU$1,382
for 7 nights, 1 home
AU$197 per night
includes taxes & fees
Little House on Ladow
Kitchen with cute dishwasher.
New heated stargazing dome steps away from the cabin. So incredible!
New cabin so no pictures of summer yet? Stay tuned.
Saw marked wood floors downstairs with cozy area rugs.
Exceptional
(12 reviews)

Juniper Cabin. Private cabin with majestic views and clear stargazing dome!

Enterprise

8% off
AU$2,159
for 7 nights, 1 cabin
AU$308 per night
includes taxes & fees
Juniper Cabin. Private cabin with majestic views and clear stargazing dome!
Dining
Private kitchen
Living area
Room
Exceptional
(85 reviews)

Marybelle’s Vacation Rental

Walla Walla

8% off
AU$2,553
for 7 nights, 1 home
AU$365 per night
includes taxes & fees
Marybelle’s Vacation Rental
Open Concept
Porch
Fully Equipped Kitchen
Welcome to the Rustic Rose!
Exceptional
(14 reviews)

The Rustic Rose - 4 Bedroom House w/ HOT TUB near Downtown

Walla Walla

16% off
AU$3,565
for 7 nights, 1 home
AU$509 per night
includes taxes & fees
The Rustic Rose - 4 Bedroom House w/ HOT TUB near Downtown
Exterior detail
Living area
Interior
Private kitchen
Exceptional
(19 reviews)

Blue Moon Retreat ~~ Spacious duplex unit with SAUNA and a stunning view

Joseph

12% off
AU$1,846
for 7 nights, 1 apartment
AU$264 per night
includes taxes & fees
Blue Moon Retreat ~~ Spacious duplex unit with SAUNA and a stunning view
Private kitchen
Living area
Living area
Terrace/patio
Exceptional
(11 reviews)

Pendleton House - Complimentary Wine Tasting

College Place

7% off
AU$2,617
for 7 nights, 1 home
AU$374 per night
includes taxes & fees
Pendleton House - Complimentary Wine Tasting
Dining
Interior
Exterior detail
Property grounds
Exceptional
(5 reviews)

Historic 1921 2-bedroom house in beautiful North Hill

Pendleton

20% off
AU$1,217
for 7 nights, 1 home
AU$174 per night
includes taxes & fees
Historic 1921 2-bedroom house in beautiful North Hill

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    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:

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

More holiday ideas