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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.

Riverfront Log Cabin Suite, Private & Pet-friendly
Entire cabin · 3 guests · 2 beds · 1 bath

Riverfront Log Cabin Suite, Private & Pet-friendlyOur romantic and magical suite has its own private entrance up the enchanted Manzanita staircase to its own deck with seating and gas grill. Just 100 steps to the boat dock on the Deschutes River. Open the door to your cozy get away with a beautiful view of the river below. Bird watchers paradise.

Skyliners Getaway
Entire cabin · 2 guests · 2 beds · 1 bath

Skyliners GetawayOur 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 some modern touches, like a gas range and refrigerator, and a gas fireplace that provides the heat. The bathroom is detached from the cabin - steps from the door. It is fully equipped. Our place is perfect for people who love the outdoors with the comforts of home. Sorry, No Dogs are allowed at this location.

Sweet Oceanfront Studio in Vintage Cabin (Hot Tub)
Entire guest suite · 2 guests · 1 bed · 1 bath

Sweet Oceanfront Studio in Vintage Cabin (Hot Tub)Stay at Harris Hideaway oceanfront studio. We have established a policy that should keep everyone safer right now. Before your visit, the place will be sanitized (as always) and will be vacant for at least two until your arrival. We will block the days before and after you book to meet this objective for all our guests. We want to do our part. Letting you know.

Vacation rentals for every style

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Popular amenities for Oregon vacation rentals

  • Kitchen
  • Wifi
  • Pool
  • Free parking on premises
  • Air conditioning

Other great vacation rentals in Oregon

  1. Entire guesthouse
  2. Alsea
Relax and Fresh Pie awaits at Fall Creek Cabin!
$58 per night
  1. Entire house
  2. Troutdale
$57 per night
  1. Entire guest suite
  2. Eugene
Woodsy and quiet South Eugene Garden Loft
$40 per night
  1. Entire cabin
  2. McKenzie Bridge
The historic McKenzie River cabin
$189 per night
  1. Entire cabin
  2. Lane County
Koosah Cabin at Horse Creek Lodge
$120 per night
  1. Entire cabin
  2. Rhododendron
Klaus Haus-A cozy, modern retreat
$139 per night
  1. Entire cabin
  2. Kimberly
Stellar Cabin
$140 per night
  1. Entire guesthouse
  2. Stayton
Spoil yourself! Luxury Cabin on the Santiam River
$132 per night
  1. Entire guesthouse
  2. Brookings
Private ocean peninsula, views of CA & OR coasts
$300 per night
  1. Entire cabin
  2. Alsea
Scenic cabin with a creek view
$99 per night
  1. Entire house
  2. Oceanside
Tree House Flat
$127 per night
  1. Tiny house
  2. Sandy
Mt Hood View Tiny House
$130 per night

Welcome to 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.

How do I get around Oregon?

It’s easy to explore Oregon’s largest city without a car. In Portland, transit options abound: bus, light-rail, streetcars, and bikeshares service the walkable neighborhoods. MAX trains link the Portland International Airport (PDX) — the state’s main air travel hub — and surrounding suburbs with the city center. Amtrak trains connect Portland to Salem, and onward to San Francisco to the south and Seattle to the north. But if you want to freely explore the state’s wild places, a car will do you well. In winter, you’ll want to check ahead to make sure roads and attractions are open.

When is the best time to book a Oregon vacation rental?

Yes, Oregonians experience their fair share of rain — especially in the western half of the state. In places such as Portland, the Oregon Coast, and Willamette Valley, you can expect wet and temperate conditions from late fall through early spring, when drizzly mornings often give way to sunbreaks in the afternoons. Winter and early spring are also snow season in the popular ski areas around Mount Hood and Mount Bachelor. All of that rain makes spring a particularly colorful time, when sprawling tulip fields blossom in dazzling shades and roses unfurl during century-old festivals. Summer is balmy, but usually not too humid, making it prime time for outdoor concerts and adventures in the rugged outdoors. Early fall is the sweet spot, when the weather remains crisp and the traffic becomes light on the state’s winding Scenic Byways and Scenic Bikeways.

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.