Vacation rentals in Oregon

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Top-rated vacation rentals in Oregon

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Guest favorite
A handcrafted cabin is nestled among tall trees, featuring a large deck with rustic railings. Warm lights glow from the interior, visible through large windows, inviting guests to a serene woodland retreat surrounded by lush ferns and natural greenery.
Cabin in Clatskanie
4.96 out of 5 average rating, 157 reviews

Luxurious European Chalet with Riverview/ Forest

Welcome to your most memorable Airbnb! This one-of-a-kind handcrafted luxury cabin, built by a husband-and-wife designer team, is nestled in the serene woods of Clatskanie. Spanning 800 sq ft, it offers inspiration, relaxation, and unforgettable memories. Featured in several publications, the cabin boasts a clawfoot tub overlooking the forest and Columbia River, brand new appliances for home-cooked meals, a Traeger grill, a comfy King beds, a rustic large deck, and a bathroom with heated floors.

Guest favorite
Treehouse in Portland
4.82 out of 5 average rating, 525 reviews

Yeti's Tree House: Where Dreams Come True

"Thank you for creating such a magical place..." Recent Guest "Best Tree House I've ever seen!" Recent Guest Let the kid in you come to play in this real treehouse held up by four trees, 18 feet off the ground. Zip line down or take a giant soaking tub. A magical stroll through the woods leads to the suspension bridge. You won't believe you're only minutes from town. Wear appropriate shoes as it is a short 2-minute hike to the tree house. At times, it can get a little slick.

Top guest favorite
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, 1,255 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.

Top guest favorite
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, 376 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 favorite
A modern green-luxury container home is set amidst a lush bamboo grove with soft landscape lighting. Large windows provide a view into the interior, while a quiet deck is accessible from the home, surrounded by natural greenery and a serene sunset backdrop.
Apartment in Oregon City
4.97 out of 5 average rating, 193 reviews

Bamboo & Lavender Luxury Container Retreat w/ View

Tucked inside a private bamboo grove and lavender field, Black Box Retreat is a brand-new luxury container home with sweeping valley views. Watch hummingbirds nest in the bamboo, deer graze at dusk, and sunsets turn golden from your private deck and fire pit. Inside, enjoy luxury finishes, room-darkening shades, a full kitchen, and dedicated workspace — perfect for couples, solo travelers, or groups of up to 3. World-class hiking, wineries, and the Oregon coast are just a short drive away.

Top guest favorite
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
4.9 out of 5 average rating, 281 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 favorite
Place to stay in Elsie
4.96 out of 5 average rating, 265 reviews

Idyll Ridge - An Unplugged Retreat

Unplug by design at Idyll Ridge, a handcrafted off-grid sanctuary on 9 private acres. Experience total serenity with full-lite glass walls, a massive wood-fired hot tub, and private forest trails. We’ve traded Wi-Fi for absolute peace, but kept the luxury: a chef’s kitchen, a loft with a two-person soaking tub, and a backup generator for total reliability. Whether you’re hiking nearby Saddle Mountain or watching the sunset from the tub, this is the ultimate 2-night forest reset.

Guest favorite
An inviting living area features a high arched wooden ceiling, accented by a stone fireplace. Large windows provide ample natural light and views of the outdoors. Comfortable seating is arranged around a stylish coffee table, with a globe and decorative elements adding character.
Cabin in Sandy
4.97 out of 5 average rating, 134 reviews

Arched Cabin with sauna on the Sandy River

Welcome to our stunning two-bedroom, two-bath arched cabin nestled along the Sandy River. Enjoy direct access to the river, where you can bask in the natural beauty of the surroundings and a view of Mt. Hood. The open concept living area boasts large windows that frame the breathtaking river views, creating an inviting ambiance that's perfect for relaxing. Indulge in a the barrel sauna with panoramic river vista. The cabin is close to endless activities up and around Mt. Hood.

Guest favorite
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, 158 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.

Guest favorite
The treehouse is nestled amid lush greenery, with thick moss covering the rocks and surrounding trees. A gentle stream flows through the scene, accentuating the natural beauty, while the wooden structure of the treehouse blends harmoniously with its enchanting environment.
Treehouse in Gold Beach
4.96 out of 5 average rating, 118 reviews

Lilly Glen Tree House at Taylor Creek Lodge

Lilly Glen Treehouse is in the most magical and enchanting setting. Nestled in a very Jurassic looking gully and overlooking a 40foot waterfall, this is truly a one of a kind experience. Although you have exclusive use of the treehouse, you still have access to all of Taylor Creek Lodge's amenities . Enjoy a treehouse experience in luxury. A continental breakfast basket is included each morning. Sorry, no children under 12 years old.

Top guest favorite
A modern cabin is nestled among towering trees, featuring a mix of wood and glass in its construction. Surrounding ferns and a carpet of leaves create a natural landscape, reflecting the tranquil forest environment. Soft light emanates from its large windows.
Tiny home in Sandy
4.97 out of 5 average rating, 321 reviews

The Hideout | A Modern Tiny Cabin Near Mt. Hood

The Woodlands Hideout is a small intentional semi-offgrid retreat space, featured on Dwell. It was designed and built by Further Society and created to allow guests to immerse in the beauty of the natural world, but still offer some cozy and more essential comforts. Although the footprint of the space is small, we designed the experience to be outward focussed, so it feels very expansive with the towering pine trees in view.

Guest favorite
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, 432 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.

Popular amenities for Oregon vacation rentals

All about Oregon

When you think of Oregon, you might immediately picture waterfalls in mossy forests, cyclists zipping around compact neighborhoods, and a culinary scene where nearly everything is labeled local and artisan. Really, that’s not far off the mark. The largest cities — the main metropolis of Portland, the smaller state capital Salem, and college town Eugene in the Willamette Valley — are only minutes away from farm country and protected wilderness areas; half the state, in fact, is covered in forest. Once you drive across the Cascade Range, scenic highways wind through the high deserts of central and eastern Oregon, where you’ll encounter ghost towns and geological wonders such as the Painted Hills and Smith Rock. Head south to spot bald eagles soaring overhead in the Klamath Basin and vintners welcoming you to lesser-known wineries around old gold-rush cities. Everywhere in between, it seems you’ll find a wild and scenic river to paddle and a picturesque trail to hike.

What are the top things to do in Oregon?

Crater Lake National Park

Take a collapsed volcano, fill it with remarkably blue water, and you have the deepest lake in North America — and the seventh-deepest lake in the world. It’s among the most iconic sights on the West Coast and certainly worthy of a road trip to southern Oregon. Depending on the season, you can drive or ski the scenic highway loop around the rim for magical views of Wizard Island, an ancient cinder cone that rises like an iceberg above the lake’s surface.

Columbia River Gorge National Scenic Area

A short ride east of Portland brings you into a dramatic canyon of basalt cliffs, where the Columbia River rushes past Multnomah Falls, the state’s tallest waterfall, along cool waterfront towns such as Hood River, and offers scenic overlooks galore. This is the United States’ largest national scenic area, famous for its waterfalls, hiking trails, and windsurfing.

WIllamette Valley wineries

More than 500 wineries dot the Willamette Valley, where tasting rooms feel more like low-key hangouts and families still operate many of the small-lot vineyards. The volcanic soils and temperate climate have made the valley the ideal environment for growing pinot noir, pinot gris, and chardonnay. Despite the young age of Oregon’s wine industry, the state’s vintages increasingly receive international acclaim.

Destinations to explore

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