Holiday rentals in Eastern Oregon

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Top-rated holiday rentals in Eastern Oregon

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
A charming cottage from 1909 features a blue metal roof and a welcoming red door. The front porch, adorned with hanging flower baskets, invites relaxation. Surrounding greenery and gravel pathways enhance the serene outdoor setting.
Cottage in Sumpter
4.97 out of 5 average rating, 213 reviews

The Red Door Cottage. 10% off for volunteer FD

Enjoy the quintessential Eastern Oregon experience in this beautifully restored 1909 cottage. Private, elegant and super cozy in the heart of historic Sumpter Oregon. Hiking, biking, fishing, quad riding and exceptional mushroom and huckleberry picking basically any outdoor activity you can think of! Our house features two bedrooms with queen beds, full bathroom a Hideaway sofa bed, full kitchen, TV with DVDs & more. Amazing outdoor area where you can grill some delicious food, relax and enjoy!

Top guest favourite
A cabin features warm lighting strung above the deck, illuminating its exterior walls and inviting seating areas. Large windows provide a glimpse into the interiors, while the surrounding space is open and rural, enhancing the peaceful setting at night.
Home in La Grande
5 out of 5 average rating, 209 reviews

Trailside! The Owl’s Nest at Mt Emily Rec Area

3 bedroom (6 beds) cabin tucked in the woods next to Mount Emily Recreation Area (3,700 acres of recreation and miles of free trails) - just minutes from town. Enjoy hiking, biking, and skiing right out the front door. Host a dinner party in the large kitchen, or cook on the BBQ under the covered deck while your dogs play in the fenced yard. Finish your day cozied up next to the wood stove while the kids enjoy a movie in the bunk room. Dedicated workspace, and very fast Starlink internet onsite.

Top guest favourite
A small house is silhouetted against a twilight sky, transitioning from deep blue to soft orange hues. The house is illuminated from within, providing a warm glow that contrasts with the darkening landscape. Power lines extend along the horizon, enhancing the rural setting.
Farm stay in Burns
4.99 out of 5 average rating, 157 reviews

Otley Ranch Guesthouse

This cozy little house, finished in 2020, is located on a small working ranch in Harney County, Oregon. Come to the ranch and relax in the wide open or go explore the many things around the county. Room for a horse in the corrals or pasture. Well-mannered dogs welcome, but please bring a bed or crate for them. I'd rather not have animals on the furniture. RV Hookup available for extra friends or family for an extra fee. Send me a note when you book, and I can adjust the booking for you.

Top guest favourite
A private deck features two rocking chairs with red cushions, providing a serene spot to enjoy views of the expansive landscape. The horizon is illuminated by the soft light of the setting sun, while a gently rolling countryside is visible in the background.
Guest suite in Cove
4.97 out of 5 average rating, 986 reviews

Almosta Farm Bungalow near La Grande, Sleeps 4

Enjoy stunning sunsets from your private studio bungalow nestled at the base of Mount Fanny in historic Cove, Oregon. Located 10 miles from Union, Oregon and 15 miles from La Grande, Oregon on the Cove-Union Farm Route. We are near mountain biking and hiking & 30 minutes from Moss Spring Trail head (Minam Lodge). We are an hour away from Anthony Lakes and 90 minutes from Jospeh. The studio will sleep up to 4 people if a second bed is requested. Ask about teacher discount. Gay friendly

Top guest favourite
The new log cabin features a sloped metal roof and large windows that fill the exterior with natural light. A spacious covered porch is lined with colorful chairs, offering a place to enjoy the outdoor views of the surrounding trees and hills.
Cabin in Harney County
4.98 out of 5 average rating, 108 reviews

Steens View Cabin at Frenchglen

★­ Located on the edge of the Malheur National Wildlife Refuge and Steens Mountain ★ Nestled in the trees with lots of privacy ★ Within easy walking distance of "downtown" Frenchglen ★­ Access to birding, photography, fishing, hiking, mtn biking, ATV riding, hunting, etc. ★ Brand new log cabin ★ Fully equipped kitchen ★ Family friendly ★­ Central air conditioning ★­ 50 amp outlet for charging electric vehicles ★ Smoking is NOT permitted anywhere on the property, and it's strictly enforced.

Guest favourite
The exterior of a vintage double-decker bus showcases a verdant green facade, complemented by a striped umbrella over outdoor seating. A grill is positioned nearby, with a wooden fence defining the area. Surrounding trees and a grassy field contribute to the peaceful setting.
Bus in Caldwell
4.93 out of 5 average rating, 369 reviews

Double Decker Bus- Hideaway

The first Double Decker bus turned Airbnb in the United States! We are so excited to welcome you to Double Decker Hideaway, located at Double Acres in Caldwell, Idaho. This vintage bus, delivered all the way from England, has been transformed into a guest retreat that will leave you feeling as though you stepped abroad for a refreshing vacation. We have all the comforts taken care of. Full kitchen, full bath and private bedroom all with views! Walking paths for miles, private parking.

Guest favourite
A hot tub is situated on a spacious deck, with bubbling water inviting relaxation. In the background, majestic mountains are bathed in a soft orange and pink glow from the sunset, creating a serene outdoor setting.
Home in Baker City
4.93 out of 5 average rating, 181 reviews

Elkhorn View Getaway w/ Hot Tub

This modern rustic home features first class views of the Elkhorn mountains out the back door and Wallowa mountains out the front door, all only 15 minutes from downtown Baker City making it the perfect basecamp for your adventures. Set on 7 acres with three large bedrooms, 2.5 bathrooms and roomy living areas there’s plenty of room to unwind. The back deck includes a hot tub, outdoor dining set, and propane fire pit. Enjoy the views while having a spacious place to relax and unwind!

Guest favourite
A rustic A-frame cabin is nestled among tall evergreens, featuring a deep red exterior with large windows allowing natural light inside. The surrounding area showcases a natural forest floor with scattered leaves and a prominent rock near the cabin's entrance.
Cabin in Baker City
4.93 out of 5 average rating, 436 reviews

Enchanting A-Frame

Unplug! A Private Rustic Cabin 20 min. from Baker City, nestled in the foothills of the Elkhorn Mountains. Ready for a bit of adventure? Outgoing plumbing only (no running water). Bucket your washing/flushing water from the creek off of the back deck which runs most of the year. 45 min. to Anthony Lakes Ski Resort. Guests are to clean up after themselves upon checkout. No internet, TV service or Freezer. Cell service may be sketchy. 4 wheel drive for winter access Dec - March.

Top guest favourite
A private deck features wooden flooring and a railing, providing unobstructed views of rolling hilltops and a vast sky. Two wooden chairs are positioned for relaxation, creating a serene spot to enjoy the surrounding landscape.
Guest house in White Bird
4.99 out of 5 average rating, 192 reviews

Million dollar view of Salmon River Valley

The guest house is nestled on a hillside overlooking the Salmon River, Hammer Creek Park and public boat launch. It’s a one hour drive to Hells Canyon boat launch at Pittsburg Landing on the Snake River. Both areas are great for boating, rafting, and fishing. This studio guest house comfortably sleeps 4 with a queen sized bed, comfortable pull out couch, and separate full bathroom & shower. The unit also has a kitchen and private deck to enjoy the wildlife and million dollar view!

Guest favourite
The cabin is nestled among snow-covered trees, showcasing a welcoming entrance with a sloped roof and large porch. A decorative emblem is visible on the front wall. Fresh snowfall blankets the ground, enhancing the natural surroundings.
Cabin in Sumpter
4.9 out of 5 average rating, 367 reviews

Lazy Moose Cabin

Looking for a vacation rental cabin in Sumpter, Oregon? Well, look no more! The Lazy Moose Cabin is a vacation rental cabin that offers lodging accommodations year-round. The Lazy Moose Cabin offers an intimate retreat for 2. The cabin is tastefully decorated in a wildlife theme and is outfitted and supplied with just about anything you will need for your fun vacation in Sumpter. The cabin is located in the City Limits just 3 blocks east of the Downtown District.

Top guest favourite
A wooden cabin and cook shack are positioned alongside a tranquil pond, surrounded by trees. Mountains rise in the background under a partly cloudy sky. A picnic table is situated in the foreground, completing the serene outdoor setting.
Cabin in Kimberly
4.97 out of 5 average rating, 292 reviews

Stellar Cabin

Wake Up to Wedding Cake! Stellar Cabin can be your private hideaway. Soak in the wood fired hot tub and gaze up at a blanket of stars. Cook a steak on the grill, make dinner in the fun cook shack and sit around and watch evening come. John Day Fossil Beds are close by. Hike Blue Basin, swim in the river or dig for fossils! We are out of range for most cell service, but it's close by. Wifi available at host house if needed! And pets are welcome!

Guest favourite
A snow-covered dome structure sits atop a wooden deck, surrounded by a winter landscape of trees and boulders. Clear panels on the dome provide views of the serene surroundings, while fresh snow blankets the ground, creating a tranquil winter atmosphere.
Dome in Cascade
4.96 out of 5 average rating, 248 reviews

Cascade Dome: Elevated Geodome Camping w/ Sauna

This one-of-a-kind experience provides a rustic, off-grid, stay for 2. Accessible ONLY by walking down 32 stairs, uneven terrain, and driving 3 miles on dirt mountain roads. Which is part of the fun! No running water, electricity or flushing toilet! The perfect combination of immersive nature, nordic finishes and off-the-beaten-path experiences. We want you to be fully prepared for your adventure, so please read carefully.

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