Discover Your Ideal Eastern Oregon Vacation Rentals for an Unforgettable Getaway
Discover Your Perfect Eastern Oregon Vacation Homes
Best Vacation Homes in Eastern Oregon
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Eastern Oregon Luxury Rentals
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Eastern Oregon Pet Friendly Vacation Rentals
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Eastern Oregon Top Rated Vacation Rentals
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Why Choose Rent By Owner for your Eastern Oregon Vacation Rental Homes?
What makes our Vacation Rentals special?
Best Times to Visit Eastern Oregon
When should you plan your Vacation Rentals stay?
Choosing the right time to vacation here can enhance your experience, as different seasons in Eastern Oregon offer unique opportunities for enjoying the region’s natural beauty and outdoor activities.
Peak Season Highlights
Summer (June to August)
During the warm summer months, you'll experience ideal weather for outdoor activities and exploring the scenic landscapes. This is the most popular time to visit, so booking ahead is recommended for a seamless stay.
Fall (September to November)
In early fall, the area's vibrant foliage and mild temperatures make it a perfect time for outdoor adventures and sightseeing. Visitors often enjoy the crisp air and colorful scenery during this peak season.
Off-Season Highlights
Winter (December to February)
The colder months bring fewer visitors, but this is an excellent time for those seeking quieter accommodations and cozy experiences. The region's winter landscape offers unique tranquility for a peaceful retreat.
Spring (March to May)
In early spring, the area begins to awaken with blooming wildflowers and milder weather. While less crowded, this time offers a quiet chance to enjoy the natural beauty of the region.
Weekly Weather Forecast for Eastern Oregon
How to Book Your Eastern Oregon Vacation Rental Home
What's our booking process?
Booking Steps
Search Properties
Select a Rental
Book Online
Explore and book the perfect rental in Eastern Oregon
Common Vacation Rentals Amenities
What amenities can you expect?
Indoor Features
- Fully-equipped kitchens with modern appliances
- Comfortable living areas with flat-screen TVs
- Free Wi-Fi for staying connected
- Air conditioning and heating for year-round comfort
- In-unit washers and dryers for convenience
- Luxurious bedrooms with premium bedding
- Spa-like bathrooms with soaking tubs or walk-in showers
Outdoor Amenities
- Enjoy outdoor grilling with a fully-equipped barbecue area to prepare meals while soaking up the scenic views.
- Make use of private patios or decks, ideal for relaxing and taking in the fresh air of the region.
- Experience the convenience of access to nearby hiking trails, perfect for exploring the area's natural beauty.
- Benefit from spacious outdoor dining areas to gather with friends or family amidst the great outdoors.
- Take advantage of scenic viewpoints or lookout points often included with properties here, offering stunning vistas.
- Utilize outdoor fire pits for cozy evenings under the stars after a day of adventure.
- Enjoy the privacy of fenced yards, suitable for outdoor activities or for accommodating pets during your stay.
Top Attractions Around Eastern Oregon
What attractions are nearby?
In this area, you can enjoy a variety of outdoor activities such as exploring scenic trails, fishing in pristine waters, and discovering local wildlife, all within easy reach of your Eastern Oregon vacation rentals for a memorable getaway.

Family Activities
- John Day Fossil Beds National Monument: Explore the stunning landscape and learn about prehistoric times through engaging exhibits and scenic hikes suitable for the whole family.
- Fossil Bed Tours: Discover fascinating fossils and geological history on guided tours that make learning about the area's ancient past both fun and educational.
- Oregon Sunset Lake Activities: Enjoy kayaking, paddleboarding, or relaxing lakeside picnics in a peaceful setting ideal for family outings in the region.
- Blue Mountain Recreation Area: Hike, bike, or relax amidst natural beauty at this outdoor haven perfect for active families seeking outdoor adventures here.
Adult Activities
- Hiking and Exploring the Blue Mountains: Discover scenic trails and breathtaking vistas in the Blue Mountains, perfect for outdoor enthusiasts seeking adventure amidst stunning natural beauty.
- Visiting Local Wineries and Breweries: Sample diverse wines and craft beers at regional wineries and breweries that showcase the area's unique flavor profiles and artisanal craftsmanship.
- Fishing in the Region's Lakes and Rivers: Cast your line in pristine lakes and rivers to enjoy a relaxing day of fishing surrounded by the tranquility of this destination’s natural environment.
- Exploring Historic Sites and Cultural Landmarks: Immerse yourself in the area's rich history by visiting historic sites and cultural landmarks that highlight its heritage and local stories.
Eastern Oregon Travel Tips
How Can You Make the Most of Your Stay?
- Plan Ahead for Outdoor Adventures: Carefully select your eastern Oregon vacation rentals that provide easy access to the area's renowned outdoor activities, ensuring you maximize your time exploring scenic trails and natural landscapes.
- Experience Local Flavors: Opt for accommodations near local eateries or markets to immerse yourself in regional cuisine and discover authentic dining experiences unique to the region.
- Explore Year-Round Attractions: Choose a centrally located property to enjoy the region’s diverse climates and seasonal attractions, making your visit memorable regardless of when you travel.
- Utilize Local Resources: Take advantage of nearby visitor centers and local guides available through your vacation rental host to better plan your itinerary and uncover hidden gems here.
Transportation Options
- Eastern Oregon Regional Airport (East Oregon Regional Airport): This regional airport offers convenient flights and easy access for travelers arriving in the area, making your trip to here hassle-free.
- Amtrak’s Empire Builder Route: Connecting through nearby cities, this train service provides a scenic and comfortable travel option for exploring the region without the stress of driving.
- Car Rentals: Renting a vehicle is an ideal way to explore the area's diverse outdoor destinations and remote vacation rentals at your own pace.
- Local Shuttle Services: Local transportation options provide reliable and economical means to reach your vacation rental and explore the local attractions around here.
Local Customs Options
- Native American Heritage: Respect and acknowledge the rich cultural traditions of local tribes, which are integral to understanding the area's history in Eastern Oregon.
- Wildlife Observation Etiquette: Follow proper guidelines when viewing native wildlife, ensuring minimal disturbance in the natural habitats around here.
- Local Craftsmanship: Support artisans by appreciating traditional crafts such as beadwork and pottery that reflect the region's cultural identity.
- Outdoor Activities Customs: Embrace responsible recreation practices when exploring the area’s outdoor landscapes, including respecting private property and public lands alike.
Frequently Asked Questions About Eastern Oregon?
1. What are the top vacation rentals in Eastern Oregon?
There are a lot of options in Eastern Oregon. If you plan on staying in the Eastern Oregon area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Eastern Oregon:
- JSW Away Stay featuring 1 King size bed, 2 queen size beds, and 2 baths
- Clean and cozy home that is perfect for a NE Oregon getaway!
- 2-bedroom cottage 10 minutes from downtown La Grande in a quiet rural setting.
- Mountain View Bungalow
- Beautiful studio with fabulous view in La Grande
- Awesome Views, Brand New Luxury
- Deal Canyon Ranch House
- Charming 3-bedroom apartment with WiFi, AC walkable to downtown La Grande
- Family-Friendly 3-Bedroom House, Close to Downtown and EOU!
- Downtown Apartment Home
2. Which vacation homes in Eastern Oregon are best for families?
If you are looking for a family-friendly vacation home in Eastern Oregon, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Eastern Oregon:
3. How many Rentbyowner vacation rentals are available in Eastern Oregon?
Currently, the total number of properties listed by Rent By Owner in 2025 is over 41 in the Eastern Oregon area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Eastern Oregon.