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, 219 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, 214 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.

Guest favourite
The modern chalet is elevated on sturdy stilts, surrounded by lush greenery. The exterior features large windows and a wooden deck, providing access to the fresh mountain air and spectacular wooded views. The structure blends naturally with its forested environment.
Cabin in Joseph
4.89 out of 5 average rating, 104 reviews

Best views at Wallowa Lake- Chalet South

The Wallowa Lake Chalets are situated between Wallowa Lake and the Eagle Cap Wilderness. These Chalets have an open floor plan and were designed to encapsulate the natural surrounding beauty. The decks of the Chalets stand 26 ft above the ground creating some of the most surreal views that can be found anywhere in Wallowa County. The Chalets can be accessed by a ½ mile of rugged gravel road off of Wallowa Lake Hwy. The Chalets are about 8 min. from Joseph, OR. Follow us @wallowa_lake_chalets

Top guest favourite
A comfortable couch with a maroon accent pillow is positioned against a vibrant blue wall. Above it, a colorful textile wall hanging displays an array of patterns in warm tones. The space features a nearby kitchen area visible in the background.
Cottage in Baker City
4.97 out of 5 average rating, 838 reviews

The Baker City Jewel Box- A Dog Friendly Art House

South Baker 1910 cottage, perfect for two. 10% off A-Lakes skiing- see A-Lakes tab for details. Original art & color abound, many guests just want to move in & stay long term. Info on local sights, restaurants & things to do are on site so it's perfect for Basecamp Baker adventures or enjoying the secure pup friendly yard with BBQ & seasonal canal. Queen bed, comfy living room, kitchen, bath & laundry, streaming wi-fi & Netflix-it's a gem! If booked see Old Mill House- same but different.

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, 109 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, 370 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 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, 439 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, 198 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, 371 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!

Top guest favourite
An expansive view showcases the farm's greenery, barn, and mountains in the background. Large windows in the cozy lounge area reveal abundant natural light, while the king bedroom above features a serene decor and ample space, adding to the retreat's comfort.
Home in Joseph
4.96 out of 5 average rating, 139 reviews

Secluded Farmhouse with Stunning Mountain Views

Experience the ultimate getaway at our tranquil farm retreat nestled between Joseph and Enterprise. Enjoy breathtaking mountain views, modern amenities, and cozy interiors perfect for couples or duos. Highlights include a fully equipped kitchen, private location, and the joy of feeding our friendly alpacas and goats. Perfect for nature lovers seeking peace or adventure. Come, stay and create unforgettable memories!

Top guest favourite
A lush garden surrounds the entrance, featuring vibrant flowers in various colors, shaped greenery, and decorative stone pathways. Balanced garden elements, including a sculptural feature and soft lighting, add charm to the outdoor space beneath a welcoming balcony.
Farm stay in Greenleaf
4.93 out of 5 average rating, 472 reviews

Relax in Gardens W/ Private Suite & Hot Tub!

Wine specials at all the wineries this month! Check it out in the flyers in the room! It runs from March 21st to the 23rd♡ We also offer other gourmet breakfasts for purchase. Check out our menu when you get here. There is also a private hot tub to watch amazing sunsets while drinking wine from our local wineries , as well as a massage chair for your comfort! Rewind , relax and enjoy!

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