Holiday houses 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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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, 217 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
The lookout tower is framed by green trees, featuring multiple wooden decks and a spacious entryway. Steps lead up to the main entrance, and large windows provide glimpses of the interior overlooking the natural landscape.
Home in Terrebonne
4.98 out of 5 average rating, 940 reviews

Cozy Three Story Lookout Tower

Thank you for your interest in The Cozy Lookout Tower! Our unique vacation home is really a destination location rather than just a place to stay while you explore the area. Many of our guests are repeat guests that use our home as a place to recharge, relax, cook, read, talk, play games and connect with that special someone. There are some lovely hikes in the area, we encourage you to bring your dog and enjoy the beautiful surroundings by taking some hikes then returning for a soak in the tub!

Guest favourite
Home in Baker City
4.93 out of 5 average rating, 184 reviews

Elkhorn View Getaway w/ Hot Tub and Sauna

This modern rustic home features views of the Elkhorn mountains out the back and Wallowa mountains out the front, 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, BBQ, outdoor dining set, and propane fire pit with a sauna in the garage. Enjoy the views while having a spacious place to relax and unwind!

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
4.9 out of 5 average rating, 107 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, 848 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 rustic A-frame cabin is surrounded by tall evergreen trees, blanketed in fresh snow. Large windows reflect the natural light and showcase the forest scenery. A stone entrance leads to the front door, while a small outdoor seating area is visible in the snow-covered yard.
Cabin in Baker City
4.93 out of 5 average rating, 440 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 unique treehouse structure is surrounded by lush greenery, with a wooden walkway leading to the entrance. The exterior features a blend of dark wood and green siding, highlighting its harmonious integration with the forested environment.
Treehouse in Banks
4.97 out of 5 average rating, 100 reviews

Modern & Cozy TinyHome Treehouse

Escape to a hand-crafted sanctuary nestled among towering Ponderosa pines. This exclusive tiny-home-treehouse, meticulously designed over two and a half years, features a majestic tree, aptly named Mondo Pondo, that gracefully intersects the living space, blurring the line between indoors and out. Bathed in natural light, the space creates a cozy and clean ambiance, inviting you to unwind and reconnect with nature. Perfect for romantic retreats or a serene escape from the ordinary.

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.
Guesthouse in White Bird
5 out of 5 average rating, 202 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
A studio cabin is positioned on a deck overlooking a canyon, surrounded by native plants. Two wooden chairs are placed on the deck, providing a space to absorb the expansive mountain views in the distance. The structure features a large window reflecting the evening light.
Cabin in Culver
4.9 out of 5 average rating, 232 reviews

Cabin on The Rim

Take it easy at this unique and private getaway. This off the grid studio cabin is located just 10 minutes from Smith Rock and 10 minutes from Lake Billy Chinook. It is positioned on the edge of the Crooked River Gorge with breathtaking views of the canyon. Near the cabin is a trail head to a private hiking trail that takes the adventurer down into the canyon where the scenery is otherworldly. Enjoy a sunset with full cascade Mountain View’s, green pastures, and grazing horses.

Top Guest favourite
The modern kitchen features a large island with four stools, sleek wooden cabinetry, and a gas range. Ample natural light enters through expansive windows, enhancing the airy atmosphere. A cozy seating area is visible in the background, surrounded by trees.
Home in Garden Valley
4.97 out of 5 average rating, 182 reviews

/\ frame · magical · luxurious · romantic • views

Welcome to Doki Dojo, a stunning and well-appointed luxury escape with a grand view. Enjoy a scenic 1-hour drive from downtown Boise to this oasis among the pines. Built in 2023 with modern amenities such as outdoor living, high-end furniture, luxury linens, detailed design touches, and beautifully appointed bathrooms and kitchen. Indulge in golfing, world-class rafting, hiking, ATV-ing, mountain biking, and soaking in iconic hot springs, all within close proximity.

Guest favourite
A modern cabin is set among tall pine trees, featuring a distinct metal roof and wooden accents. Stacked firewood is neatly arranged in front, while a gravel driveway leads to the entrance. Surrounding grassland complements the natural landscape.
Cabin in Garden Valley
5 out of 5 average rating, 186 reviews

Southfork Springs Hot Springs & Cabin

Our Mountain Modern Cabin at Southfork Springs is nestled between the South Fork of the Payette River and the Boise National Forest. Our cabin offers a handcrafted private hotspring with odorless water, an infinity edge facing down river with the option for pool lighting. You'll also have access to the river. The small town of Crouch is close by and includes several dining options. Rafting, biking, and hiking are right out the door. A scenic 1 hour drive from Boise.

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, 373 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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