House holiday rentals in Eastern Oregon

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Top-rated house rentals in Eastern Oregon

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Top Guest favourite
A two-story cabin is nestled among tall trees, showcasing a covered deck with a warm wood railing. The exterior features a combination of dark shingles and stone accents, while large windows provide ample natural light. The driveway is spacious, leading to two garage doors.
Home in Donnelly
4.99 out of 5 average rating, 153 reviews

Come Relax! Waterfront \ Hot Tub \ Near Tamarack

Wake up to breathtaking mountain views on this waterfront property of Lake Cascade close to Tamarack Ski Resort. Enjoy looking out at the lake while sitting in the beautiful Hot Tub surrounded by trees under a covered deck! Big picture windows let you enjoy the view and keep your privacy. Comfortable king and queen beds with hand-crafted furniture and the living room has top-grain leather recliners all looking out at the lake! We pride ourselves on being the cleanest Airbnb, Let's go Relax!

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, 222 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, 953 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
A captivating sunset scene reveals the Columbia River winding through the gorge, framed by silhouetted mountains. The sky transitions from warm hues of orange and pink to deep blue, creating a serene evening backdrop over the natural landscape.
Home in The Dalles
4.88 out of 5 average rating, 556 reviews

Twin Oaks House, Scenic Hwy, Mosier

Twin Oaks is an updated doublewide home perched on a basalt knoll with 11 beautiful acres overlooking vineyards and the Columbia River. Views include river and gorge to the west and north. In springtime see waterfalls on the Washington cliffs. Located 8 miles east of Hood River, Twin Oaks is near Mosier on scenic Hwy 30. This is in the heart of the Columbia River Gorge, with nearby hiking, biking, watersports, boat ramp, & ski areas. Enjoy the numerous wineries and local microbrews in the area.

Top Guest favourite
A spacious living area features a gray sofa adorned with blue and white accent pillows. A wooden coffee table is centered on a patterned area rug. Natural light streams in through multiple windows, and a wall shelf adds a touch of practicality to the inviting space.
Home in Baker City
4.96 out of 5 average rating, 339 reviews

Travelers Studio Cottage, Dog Friendly

This special place is close to everything, making it easy to plan your visit. Originally built in 1900, this newly updated studio cottage is comfortably furnished and stocked with all the essentials. With a king size DreamCloud bed and a full size sofa sleeper it can accommodate up to 4 people. Conveniently located within blocks of downtown, Leo Adler Pathway, city park, and shopping. The dog bed and toys, along with the large fenced back yard are sure to make your pooch feel right at home too!

Top Guest favourite
A spacious deck offers unobstructed views of the canyon and distant mountains during sunset. Comfortable outdoor seating is arranged around a central table, inviting relaxation while taking in the serene landscape. Warm hues light up the sky, creating a tranquil atmosphere.
Home in Terrebonne
4.97 out of 5 average rating, 352 reviews

Pointe of Blessing with hot tub and canyon views

Prepare to be blown away by the astounding sunrises , sunsets and awesome moonrises you will enjoy at the Pointe of Blessing. We feel our canyon perch is a gift from God too good to keep to ourselves. Our cozy home sits atop an outcropping of rock which juts out from the canyon rim affording us unobstructed views up and down the length of the Crooked River Canyon. We overlook several holes of the Crooked River Ranch golf course and Smith Rock is visible in the distance to the South.

Top Guest favourite
A scenic view of a river winding through a valley, framed by lush green hills and distant mountains. A patchwork of fields and vineyards is visible in the foreground, creating a peaceful natural landscape under a clear blue sky.
Home in Underwood
5 out of 5 average rating, 115 reviews

Columbia Gorge Tiny Home on vineyard/winery w/view

Stunning views of the Gorge and Mt. Hood from your doorstep. Lots of natural light and windows that open in both downstairs and loft areas including skylights. Full kitchen w/ full size appliances, plenty of work space which doubles as eating space. Full bathroom. Full internet and Wifi access. Outdoors -chairs/dining; gas fire pit (Oct.-June). Home within 10 minutes to burgeoning small towns of White Salmon and Hood River. Lots of walking/hiking bike trails and water sports galore.

Top Guest favourite
A single-story home is shown, featuring a red metal roof and light-colored exterior walls. Windows are prominently displayed, surrounded by greenery and well-maintained grass. A watering system can be seen in the foreground, suggesting care for the landscaping.
Home in Tulelake
4.98 out of 5 average rating, 295 reviews

Tule Lark

Freshly remodeled 980 sq. ft. single-family home in a quiet residential area, two bedrooms with queen-sized beds, stylish bathroom, and kitchen, with washer, dryer, TV, faux fireplace and gas barbeque. Fully furnished with all of the amenities that we could think of in hopes of making your stay relaxing and enjoyable. Have fun kicking back or visiting nearby Lava Beds, Tule Lake Wildlife Refuge, WWII Monument, etc. No hidden or additional host fees. Pets acceptable by approval.

Top Guest favourite
An expansive deck overlooks the Deschutes River canyon, featuring a hot tub and several outdoor seating areas. The rugged landscape is characterized by rocky cliffs and sparse vegetation, leading to a serene view of the river winding through the canyon.
Home in Terrebonne
4.97 out of 5 average rating, 497 reviews

Canyon House, Crooked River Ranch

Canyon House sits on the edge of the Deschutes River canyon and has a beautiful and scenic view of 11 mountains and peaks. Your home is a 2 bedroom and 2 bath 1450 sf manufactured home. It is attached to ours and Donna and I live on site family. Your privacy is my first rule and quiet is my second. Yet, you may see me watering plants or checking on the Spa. We are open for a 1 night minimum. Checkout time is strict to allow for cleaning and sanitizing on same day check ins.

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, 199 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 view from the lodge path shows a wraparound deck overlooking the Marsupial rock formations. Dense trees provide shade, while the high desert landscape is dotted with shrubs and rocky terrain. The clear sky enhances the natural beauty of the surrounding area.
Home in Terrebonne
4.94 out of 5 average rating, 166 reviews

Fallen Snag Lodge next to Smith Rock State Park

One mile from Smith Rock State Park & 30 minutes from Bend, Fallen Snag Lodge will be your very own private nature preserve. A wrap around deck faces the Marsupial rock formations & Crooked river, with lounge chairs set to view hawks, turkey vultures & eagles during the day & for stargazing at night. Ideal for couples or a family wanting to get away from it all in a beautifully appointed, comfortable lodge set in central Oregon's magnificent high desert landscape.

Guest favourite
The exterior of the newly remodeled Sandhill Suite displays a modern design with a metal roof and natural wood accents. Two large windows frame the entrance, which is adorned with a seasonal wreath. A green lawn and two trees enhance the outdoor space, enclosed by a low fence.
Home in Burns
4.98 out of 5 average rating, 152 reviews

Sandhill Suite

The Sandhill Suite is a newly remodeled home conveniently located five miles east of Burns just off highway 20. This cozy two bedroom home was remodeled in early 2023 and has lots of amenities to offer. Its a great option for extended stays or a quick weekend getaway and sleeps up to four people. Pets are welcome and will be safely contained in the fully fenced yard. Come enjoy Harney County beauty and experience the Sandhill Suite!

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