Vacation rentals in Oregon

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Top-rated vacation rentals in Oregon

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Top guest favorite
The exterior of a two-story studio is framed by lush greenery and trees. The building features a spiral staircase leading to a private balcony with black railings. A shared garden area is visible below, with a hammock and various plants around the space.
Guesthouse in Portland
4.98 out of 5 average rating, 240 reviews

Spacious, bright garden studio on Peninsula Park

Explore the world-class restaurants, coffee shops and bars in the nearby Williams and Mississippi districts. Take a stroll around the award winning (and oldest) rose garden in the City of Roses across the street in Peninsula Park. At home, this second story studio has extra space in the meditation loft, a full kitchen, fast internet, and projector for streaming. Enjoy your private deck over the shared garden with hammock and H/C outdoor shower. Bus and train nearby with ample on-street parking.

Top guest favorite
Guesthouse in Eugene
4.98 out of 5 average rating, 130 reviews

Hillside Cabin Retreat

Escape to our tranquil guesthouse nestled in the woods, offering a private retreat just minutes from Eugene's city center & the University of Oregon. This cozy cabin features a well-equipped kitchenette, luxurious outdoor shower & spacious deck perfect for enjoying meals while observing local wildlife & sunsets. Unwind in the hammock & fall asleep to the sounds of nature. Conveniently located near Hayward Field & downtown Eugene, our guesthouse provides a unique blend of serenity & convenience.

Top guest favorite
A spacious living room offers breathtaking ocean views through large windows. Comfortable light blue chairs are positioned for relaxation. A modern sofa and wooden coffee table complement the cozy ambiance. A stone fireplace and wall-mounted television complete the inviting setting.
Home in Tillamook
5 out of 5 average rating, 185 reviews

Coastal Haven | Amazing Ocean Views!

Our oceanview retreat is a special place. The stunning views, private balcony, and vinyl player with vintage records create a cozy ambiance. The fully-equipped kitchen, dedicated office space, and fast wifi make it perfect for work or vacation! The fenced-in front yard and hidden beach access provide a sense of privacy and adventure. And, of course, our dog-friendly policy means that furry family members can join in on the fun, too! Make unforgettable memories with us! 851 two two 000239 STVR

Top guest favorite
A rustic log cabin with a gabled roof is surrounded by tall trees. The front porch features a simple wooden chair, and a single window is visible above the door. The earthy tones of the wood blend harmoniously with the natural forest setting.
Cabin in Bend
4.99 out of 5 average rating, 543 reviews

Skyliners Getaway

Our tiny log cabin is a cozy getaway, close to hiking, mountain biking, and cross country skiing but only 10 miles from the amenities of Bend Oregon. It is a rustic place, with modern touches, like a gas range, refrigerator, and a gas fireplace. The bathroom is detached from the cabin - steps from the door. It is fully equipped with plumbing and a shower. Our place is perfect for people who love the outdoors with the comforts of home. No children under the age of 12 -- And alas, No Pets.

Top 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
4.98 out of 5 average rating, 111 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.

Top guest favorite
An outdoor living space features four wooden Adirondack chairs arranged around a smokeless firepit. A hot tub and sauna are visible within a nearby structure, with steam rising gently from the hot tub. The area is surrounded by a wooden fence and trees.
Cottage in Bend
4.97 out of 5 average rating, 124 reviews

Historic Old Bend Cottage & Carriage House Spa

This historic Old Town Bend cottage boasts a relaxing setting for unwinding with a lovely cedar hot tub & sauna in its restored carriage house. Walk to the attractions: 0.2 mi. to the best shops and restaurants, and 0.4 mi. to Mirror Pond & Drake Park! Split heating in each room, snow gear storage, boot warmer, grill, and new washer/dryer. Driveway and extra street parking (free). Fast WiFi and a smart TV. The kitchen is fully stocked, and we look forward to hosting you!

Top guest favorite
A modern cabin is framed by lush greenery and trees. Large glass doors enhance natural light flow, while a smooth concrete patio extends outwards, connecting indoor and outdoor living. Its simple design blends harmoniously with the surrounding nature.
Cabin in Cloverdale
4.98 out of 5 average rating, 182 reviews

Beaver Creek Cabin

Beaver Creek Cabin is a modern cabin designed to bring the outdoors inside. It's 15 minutes from the beach, 20 minutes from Pacific City, Cape Lookout, and Tillamook, yet only 5 minutes from beer and cookies and pesto. Set on a 7 acre lot, it's remote enough to feel private, yet public enough to feel safe. Perfect for couples or families, amenities include modern convenience (dishwasher, wifi, roku) as well as the classics: sticks and stars and trails and trees.

Top guest favorite
An open living space is showcased, highlighting a comfortable queen bed with colorful bedding. A modern kitchenette features a stove and microwave. A plush sofa sits in front of a wooden coffee table, surrounded by natural light from nearby windows.
Cottage in Tillamook
4.97 out of 5 average rating, 461 reviews

The Edgewater Cottage #6

This lovely 1930’s cottage has recently been renovated, but still has that cottage charm. Great view of Netarts Bay, comfy queen bed, and modern kitchenette. You’re just a short walk down the stairs to the bay, or you can relax in the beach chairs out front. Guests love the cottage feel and being able to watch the pelicans and herons or catch a beautiful sunset. It is one of two units with a common wall specially sound proofed for complete privacy.

Guest favorite
A bright living area features large windows offering expansive ocean views. Comfortable seating includes a light-colored sofa adorned with patterned cushions and a cozy bed with an inviting bedspread. Natural wood accents and vibrant textiles add warmth to the space, with sunlight illuminating the interior.
Guesthouse in Nehalem
4.97 out of 5 average rating, 251 reviews

Eagle's Nest - Connect with the Soul of the Coast

300 feet above the ocean on sacred Neahkahnie Mountain, 30 feet above the ground. Built by hand with love in 1985. Look out thru giant Sitka spruce and Douglas fir, south & west to the ocean. Look up from the sleeping loft through a huge skylight to the night stars and moon. Leave urban culture behind. Retreat into a world where the rest of nature speaks loudly. Neahkahnie means "place of the spirits." All are welcome to find true peace & magic here.

Top guest favorite
Tiny home in Sandy
4.97 out of 5 average rating, 308 reviews

The Woodlands Hideout

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.

Top guest favorite
The exterior of a guesthouse is shown, featuring a charming wooden facade and large windows. A private outdoor patio is surrounded by lush greenery, including vibrant plants like a red maple and bamboo. A small round table with wooden chairs invites outdoor relaxation.
Guesthouse in Portland
5 out of 5 average rating, 325 reviews

Colorful, spacious, light-filled guesthouse on MAX

Welcome to Juniper House! We designed our backyard guesthouse to be a bright, cozy loft, full of sunlight, exposed wood, tasteful furnishings and colorful finishes. Enjoy a private, 600-sq-ft space with an outdoor patio in a quiet, close-in Portland neighborhood, just blocks from light rail and within walking distance to a wide variety of great restaurants and watering holes. Perfect for couples and longer stays.

Top 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, 408 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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