Holiday houses in Eastern Oregon

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Top-rated holiday rentals in Eastern Oregon

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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, 505 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!

Guest favourite
A charming blue cottage is set among lush greenery, featuring a set of double doors at the entrance framed by decorative elements. The surrounding yard is grassy with trees in the background, providing a shaded and serene environment.
Tiny home in Halfway
4.87 out of 5 average rating, 121 reviews

The Loft House is Dog-friendly with Free WiFi

A quiet one room cottage with a full kitchen and small bathroom as well as a single bed downstairs. There is a ladder to the loft above with a King size bed. The Loft House at Serenity is an intimate little cottage for the adventurist at heart. A great place to come home to from our annual Pine Fest concert at the fairgrounds or a long day fishing or rafting the Snake River or perhaps an exciting day snowmobiling in the mountains above Halfway. Hunting, fishing or hiking.. Halfway is delightful!

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
4.99 out of 5 average rating, 236 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
A tiny guest house is framed by vibrant greenery and blooming lavender. A wooden porch supports a comfortable hammock, inviting relaxation. Stone accents line the entrance, and a gravel path leads up to the rustic structure, showcasing a blend of natural materials.
Guesthouse in Weiser
4.95 out of 5 average rating, 154 reviews

Tiny house - Guesthouse

Our rustic shipping container guest house sits just outside of town on a 10 acre working Ranch. Enjoy a peaceful night, with the sounds of the creek and a few farm animals mixed in, including dogs that will visit your front door and keep guard on the property. Dogs may bark in the middle of the night! Our tiny and cozy guest house has custom and unique details throughout and is best suited for 1-2 people. This home is up a dirt road and there is parking directly in front of the tiny house.

Top Guest favourite
Home in Baker City
4.94 out of 5 average rating, 200 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!

Top Guest favourite
A sandy path winds through a landscape filled with various green shrubs and trees, leading toward distant hills under a clear blue sky. The gentle slopes of the hills display a mix of earthy tones, creating a serene natural setting.
Tiny home in Mitchell
4.92 out of 5 average rating, 220 reviews

Cozy Coyote Camp in Mitchell Oregon

Coyote Camp is a one room cabin located off Highway 26, on " Lost Coyote Lane" in Mitchell, Oregon.. Located 10 minutes from the Painted Hills... The cabin offers a quiet place, to relax, and enjoy all the trees and surrounding nature.There are lots of places to go for walks, or just enjoy a quiet breakfast, on the deck. We offer a Queen size bed, small kitchen with a refrigerator microwave toaster Keurig coffee pot, pods are provided . Please follow directions sent with check in info.

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
4.92 out of 5 average rating, 130 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

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, 448 reviews

Enchanting A-Frame

Unplug! A Private, Tranquil, 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. Cell service may be sketchy. No TV service, but lots of DVD & VHS old movies. 4 WD Dec - March.

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, 124 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.

Top Guest favourite
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.
Farm in Diamond
4.98 out of 5 average rating, 115 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 favourite
The image captures a rustic cabin set against a backdrop of mountains, with a vibrant sky transitioning into shades of pink and purple during sunset. A tall pine tree is visible in the foreground, while the cabin shows warm light emanating from its windows.
Cabin in Baker City
4.99 out of 5 average rating, 109 reviews

Cabin by the Mountains

Cozy rustic cabin at the base of the majestic Elkhorn Mountains on 5 beautiful acres. Peaceful and serene. Enjoy morning coffee with beautiful views of the majestic Elkhorn and Wallowa Mountains. Huge covered deck with patio furniture. Perfect for a romantic getaway, or skiing/hiking trip with friends. Located 40 minutes from Anthony Lakes Ski Resort and 15 min from Baker. Many local events including Miner's Jubliee and the Broncs and Bulls rodeo. Fourth of July Rodeo and fireworks.

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, 230 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!

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