Holiday houses in Oregon

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Top-rated holiday rentals in Oregon

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Top Guest favourite
A serene pond reflects a red barn and surrounding evergreen trees at sunset. Tall grasses frame the foreground, enhancing the tranquil scene. The warm hues of the sky contrast with the calm water, contributing to the peaceful ambiance of the setting.
Guesthouse in Sheridan
4.97 out of 5 average rating, 125 reviews

Chalet Retreat-Pond, Mountains & Barn View

The Chalet is nestled in the Coastal Range Mountains. It includes 2 decks with views of the beautiful pond & barn in front & secluded acreage out back. Waiting for you are winding paths with wooden bridges over a trickling stream. You will enjoy a variety of wildlife following the paths or just sitting on the deck! Relax in the stylish, roomy studio in the heart of wine country. Just 14 miles from Spirit Mountain Casino, 21 miles from McMinnville, 41 miles to Lincoln City and 27 miles to Salem.

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, 115 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 stunning sunset casts vibrant colors across the sky, creating a backdrop for the tiny house built with natural cedar siding. The silhouette of Mt. Hood is visible in the distance, framed by lush greenery and a pathway leading to the entrance.
Tiny home in Sandy
4.95 out of 5 average rating, 1,230 reviews

Mt Hood View Tiny House!

Sandy’s first and only Tiny House! Located just one mile from Hwy 26, this unique tiny home sits on 23 acres, offering a peaceful, private setting with easy access to Mt. Hood adventures. The tiny house has its own space and stunning Mt. Hood views, with our main home visible but not impacting your privacy. Designed around a custom moving window wall system, it opens fully to the outdoors, bringing the mountain right into your stay for unforgettable sunrises, sunsets, and true Mt. Hood magic.

Guest favourite
The treehouse is nestled among tall trees, elevated on wooden stilts. A staircase leads up to a small deck with wooden railing, bathed in warm sunlight during sunset. The surrounding forest is lush, providing a secluded and natural atmosphere.
Treehouse in Gold Beach
4.92 out of 5 average rating, 676 reviews

The Bluebird House

John Muir once said, "The best place to ride out a storm is in a tree." Enjoy storm watching on the Oregon Coast in a unique way; be warm and cozy inside, feel the sway of the tree, and watch the waves crash below against the famous Samuel Boardman Corridor. Whether you are romatic love birds or a family of adventurers, you will love it! Property is set on seven acres of farm, forest and beach. There are gardens year around, transformed in winter by local fairies and twinkling lights.

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.

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, 247 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.

Guest favourite
A charming treehouse emerges from the lush greenery, elevated above the forest floor. Large windows provide a view of the surrounding trees, and a small deck with blue chairs invites relaxation amidst nature.
Treehouse in Sandy
4.92 out of 5 average rating, 295 reviews

Treehouse Glamping Adventure in Sandy, Oregon

The Izer Treehouse is an incredible off-grid retreat. Nestled in a secluded setting amongst the tree-tops overlooking the Bull Run River Canyon, it's the perfect hideaway for couples seeking a romantic escape or BFFs looking for an adventurous getaway. Follow the path and bridge through the trees to your own little treetop oasis. This standalone space rests 30 feet above the forest floor and is perfect for reconnecting with nature and getting away from real-life.

Top Guest favourite
An A-frame home is nestled among tall trees, featuring a wraparound deck illuminated by string lights. The natural wood structure contrasts with the surrounding greenery as the sky transitions into twilight, creating a serene ambiance.
Cabin in Grants Pass
4.96 out of 5 average rating, 134 reviews

The Epic A - Charming 1960s A-Frame w/Hot tub

Introducing The Epic A, an A-frame style home in the Southern Oregon countryside minutes from downtown. This charming space is perched on a hillside with a view of the local mountains, a hot tub, and everything you need to enjoy your visit to Grants Pass. The hosts have taken special care to balance vintage style with modern comforts and create a relaxing atmosphere. Expect quiet evenings and wildlife visits on this beautiful acre property.

Top Guest favourite
A treehouse is elevated among the trees, constructed of warm-toned wood. Sturdy wooden stairs lead up to the entrance, with a large window offering views of the surrounding forest. Decking is visible at the base, featuring a natural wood finish.
Treehouse in Langlois
4.92 out of 5 average rating, 413 reviews

Heartland Treehouse

Heartland Treehouse is perched between two massive fir trees overlooking a steep river canyon. Sounds of a nearby waterfall will soothe you to bed at night and gently wake you in the morning. My home is a short walk or drive away and I will be happy to help guide your adventure on Oregon's South Coast. Your treehouse home is secluded, comfortable, and perfect for getting blissed out and recharged.

Top Guest favourite
A charming gazebo is surrounded by lush greenery, featuring a wooden deck and steps leading to a pair of spacious outdoor seating areas. A circular fire pit made of stone is centered on the deck, providing a cozy gathering place.
Cabin in Dallas
4.95 out of 5 average rating, 253 reviews

Oregon Treehouse Getaway!

The perfect cozy treehouse oasis! Wake up surrounded by greenery next to a cozy fire overlooking a peaceful pond. From the fireplace outside on the balcony to the beautiful octagon windows bringing in all natural light! You will be able to un-plug and truly wake up feeling like you’re in paradise. Come, relax, unplug, and reset!

Guest favourite
A bright and welcoming living space features wood-paneled walls and a sloped ceiling, highlighted by large windows showcasing the view of the river. A comfortable orange sofa and a rustic wooden coffee table complement the dining area, which includes a small table and bar seating.
Place to stay in Tidewater
4.93 out of 5 average rating, 204 reviews

Riverfront Aframe w/Hot Tub - Crowfoot Cottage

Relax and unwind in this luxury riverfront Aframe. We've got everything you need to truly get comfortable, from cozy robes to top of the line bedding to the perfect glassware. Sit and enjoy the pristine view of the Alsea river in comfort and style. All your friends will ask you how you found this gem of a place.

Top Guest favourite
A cozy living area features a wooden wall with a sloped ceiling and large windows overlooking the forest. A wood-burning stove stands beside a seating area with colorful cushions, complemented by a textured rug and a woven pouf. Natural light flows in, creating a serene environment.
Cabin in Rhododendron
4.99 out of 5 average rating, 654 reviews

Klaus Haus-A cozy, modern retreat

This remodeled cabin is a beauty! It is architecturally unique with interesting lines, floor to ceiling windows, an open concept main floor, wood burning stove and a king sized bed in the loft. This is a great home base for exploring all that Mt. Hood has to offer and a beautiful space to relax in afterwards!

Popular amenities for Oregon holiday rentals

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