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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Top guest favourite
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.

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, 485 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 cozy sleeping area features a spacious bed adorned with soft pillows and a warm blanket in earthy tones. Light fills the room from large windows, with a staircase visible in the backdrop. Subtle greenery and tasteful decor enhance the inviting atmosphere.
Guest house in Boise
4.98 out of 5 average rating, 353 reviews

Private Hot Tub/0 Cleaning Fee-Loft A

The Lofts (A & B) @ 35th & Clay sit just two blocks away from the Boise River/Greenbelt. Perfect for a romantic getaway, Loft A provides a feeling of relaxation the moment you walk in. Wake up to a full kitchen and coffee bar for a fresh start to the day. After exploring Idaho’s great outdoors and many activities, grab a bite to eat at WEPA Puerto Rican Cafe which shares the builing with us. Then enjoy a private 3rd story rooftop hot tub, a fireplace, heated bathroom floors and a king size bed.

Top 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.
Guest house in Weiser
4.96 out of 5 average rating, 144 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
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 favourite
A private deck features two rocking chairs with red cushions, providing a serene spot to enjoy views of the expansive landscape. The horizon is illuminated by the soft light of the setting sun, while a gently rolling countryside is visible in the background.
Guest suite in Cove
4.97 out of 5 average rating, 1,024 reviews

Almosta Farm Bungalow near La Grande, Sleeps 4

Enjoy stunning sunsets from your private studio bungalow nestled at the base of Mount Fanny in historic Cove, Oregon. Located 10 miles from Union, Oregon and 15 miles from La Grande, Oregon on the Cove-Union Farm Route. We are near mountain biking and hiking & 30 minutes from Moss Spring Trail head (Minam Lodge). We are an hour away from Anthony Lakes and 90 minutes from Jospeh. The studio will sleep up to 4 people if a second bed is requested. Ask about teacher discount. Gay friendly

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.
Ranch in Diamond
4.98 out of 5 average rating, 102 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
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 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, 109 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, 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!

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, 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.

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!

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