Vacation rentals in Eastern Oregon

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Top-rated vacation rentals in Eastern Oregon

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

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Top guest favorite
A stone statue of a mail carrier holds a mailbox, welcoming guests to the home at 306 4th Ave. The house features large windows and a well-kept front yard with green grass, bordered by a concrete walkway. The setting is bright and sunny.
Home in John Day
4.94 out of 5 average rating, 126 reviews

New Home in Quiet Neighborhood

New home centrally located in John Day Walking distance to Kam Wah Chung Museum, County Fairgrounds, Local parks, Walking paths and Grocery shopping. Downtown is 5-6 blocks to Restaurants and more. Home is in quiet, low traffic neighborhood with covered off street parking. Primary Bedroom has queen bed and its own bathroom with step-in shower. Second bedroom has Full size bed with bathroom directly across hallway. Fully supplied kitchen, comfortable Living room, bonus TV room and central HVAC.

Guest favorite
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, 235 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 favorite
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, 484 reviews

Relax in Gardens W/ Private Suite & Hot Tub!

We just opened Blackberry Creek Gift Shop! You are welcome to shop it anytime you are here! Anything from my wife's Goat Milk Soap made fresh from milk from our local farms to unique & antique items. It is outside down the path to the left. We also offer other gourmet breakfasts for purchase. Check out our menu when you get here. A private hot tub to watch amazing sunsets while drinking wine from our local wineries is yours , and a massage chair for your comfort! Rewind , relax and enjoy!

Top guest favorite
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, 164 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.

Guest favorite
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
4.9 out of 5 average rating, 115 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 favorite
A cozy yurt is surrounded by tall pine trees, featuring a wooden deck with steps leading up to the entrance. A picnic table is positioned nearby on a gravel area, providing an outdoor space for relaxation.
Yurt in Enterprise
4.98 out of 5 average rating, 111 reviews

Ruby Pines Vacation Yurt

Cozy yurt off the beaten path yet close to beautiful Wallowa Lake, the charming town of Joseph, and all the beauty the surrounding Wallowa Mountains have to offer. We are nestled in the pine forests about 5 miles from the towns of Joseph and Enterprise. This space is ideal for a peaceful getaway for a couple, a few friends, or a family with small children. The yurt shares a driveway with the hosts’ primary residence. Please respect the neighborhood and house rules and enjoy your stay!

Top guest favorite
A rustic cabin constructed from hand-milled wood is illuminated by a warm light at dusk. The front porch features log benches and a welcoming entrance, set against a backdrop of a serene twilight sky, with soft clouds hinting at the approaching night.
Ranch in Diamond
4.98 out of 5 average rating, 101 reviews

Cowboy Cabin-1 Bedroom with Porch & BBQ

Enjoy star gazing, high desert views in this small hand hewn cabin, a unique overnight stay. We are located in REMOTE Southeastern Oregon, the cabin is on the premises of Steens Mountain Guest Ranch. A Wi-Fi repeater is available in the cabin (if the weather is stormy the Wi-Fi can be spotty). Phone service and shopping areas getting here are few & far between. This is rural living. Enjoy the quietness of the country and a beautiful sage brush view. Friendly reminder: no pets in cabin.

Top guest favorite
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, 379 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.

Top guest favorite
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, 443 reviews

Enchanting A-Frame

Unplug! A Private Rustic Cabin 15 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 favorite
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.
Guesthouse in White Bird
5 out of 5 average rating, 207 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!

Top guest favorite
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, 869 reviews

The Baker City Jewel Box- A Dog Friendly Art House

South Baker 1910 super cozy 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. 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.

Guest favorite
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, 379 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.

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