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 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, 479 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 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, 219 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
Home in Baker City
4.94 out of 5 average rating, 189 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, 111 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, 856 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.

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, 374 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 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, 441 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, 102 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.
Guest house in White Bird
5 out of 5 average rating, 204 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
4.89 out of 5 average rating, 240 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
An outdoor living space features four wooden Adirondack chairs arranged around a smokeless firepit. A hot tub and sauna are visible within a nearby structure, with steam rising gently from the hot tub. The area is surrounded by a wooden fence and trees.
Cottage in Bend
4.97 out of 5 average rating, 122 reviews

Historic Old Bend Cottage & Carriage House Spa

This historic Old Town Bend cottage boasts a relaxing setting for unwinding with a lovely cedar hot tub & sauna in its restored carriage house. Walk to the attractions: 0.2 mi. to the best shops and restaurants, and 0.4 mi. to Mirror Pond & Drake Park! Split heating in each room, snow gear storage, boot warmer, grill, and new washer/dryer. Driveway and extra street parking (free). Fast WiFi and a smart TV. The kitchen is fully stocked, and we look forward to hosting you!

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, 189 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.

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