Oregon vacation rentals
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Top-rated vacation rentals in Oregon
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Popular amenities for Oregon vacation rentals
Oregon beach vacation rentals
Cabin in Brookings
5 out of 5 average rating, 162 reviewsNew Cabin! Private & Cozy, Overlooking the Woods
Guesthouse in Nehalem
4.97 out of 5 average rating, 193 reviewsEagle's Nest - Connect with the Soul of the Coast
Home in Tillamook
4.9 out of 5 average rating, 111 reviewsOnce Upon a Tide Cottage
Home in Port Orford
4.87 out of 5 average rating, 230 reviewsChina Mountain House
Cabin in Lincoln Beach
4.92 out of 5 average rating, 386 reviewsSalacia Chalet, Ocean Front A-Frame w/hot tub.
Guesthouse in Yachats
4.96 out of 5 average rating, 217 reviewsThe Carriage House at Dragons Cove
Guest suite in Yachats
4.98 out of 5 average rating, 399 reviewsBonsai Beach Cottage - Oceanfront
Cabin in Arch Cape
4.92 out of 5 average rating, 384 reviewsBeija Flor Cabin - Peace and Ocean
Oregon fishing vacation rentals
Guest suite in Milwaukie
4.96 out of 5 average rating, 402 reviewsRiver Forest Lake Apt w/hot tub. HOT find!
Home in Rockaway Beach
4.97 out of 5 average rating, 137 reviewsOceanfront Modern | Hot Tub | Fireplace
Home in Bend
4.97 out of 5 average rating, 143 reviewsPrivate Luxury w/Hot Tub on Pvt Lake Amazing Views
Home in Florence
4.92 out of 5 average rating, 185 reviewsLakeside Landing
Home in Tillamook
4.94 out of 5 average rating, 216 reviewsGreat Fishing House on Wilson River
Home in Chiloquin
4.98 out of 5 average rating, 155 reviewsModern Cabin Near Crater Lake
Place to stay in Tidewater
4.92 out of 5 average rating, 114 reviewsRiverfront Aframe w/Hot Tub - Crowfoot Cottage
Cabin in La Pine
4.94 out of 5 average rating, 308 reviewsA River Runs Thru It. Cabin on 8 Acres. Best Views
Vacation rentals with pools in Oregon
Condo in Bend
4.98 out of 5 average rating, 185 reviewsSunriver Studio with Pool and Hot Tub
Home in Terrebonne
4.98 out of 5 average rating, 862 reviewsCozy Three Story Lookout Tower
Home in Terrebonne
4.97 out of 5 average rating, 237 reviewsPointe of Blessing with hot tub and canyon views
Condo in Newport
4.92 out of 5 average rating, 219 reviewsOceanfront 1st floor with King bed
Guesthouse in Junction City
4.88 out of 5 average rating, 205 reviewsPool house with hot tub and extras (year round)
Tiny home in Damascus
4.92 out of 5 average rating, 706 reviewsQuaint Tiny House In The Trees. Damascus, Oregon.
Yurt in La Grande
4.9 out of 5 average rating, 799 reviewsYurt #1, Hot Springs + Winter Bliss
Guesthouse in Newberg
5 out of 5 average rating, 414 reviewsWine Country Spa House - Hot Tub/Sauna/Pool
Your guide to Oregon
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.
The best time to stay in a vacation rental in Oregon
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, and cozy times for staying in one of the state’s many cabin rentals. 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.
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
- Loft rentals Oregon
- Rentals with a patio Oregon
- Family-friendly rentals Oregon
- Rentals with a kayak Oregon
- Waterfront rentals Oregon
- Private suite rentals Oregon
- Campsite rentals Oregon
- Cottage rentals Oregon
- RV rentals Oregon
- Yurt rentals Oregon
- Rentals with a sauna Oregon
- Hotel rentals Oregon
- Barn rentals Oregon
- Beachfront rentals Oregon
- Rentals with breakfast Oregon
- Mansion rentals Oregon
- House rentals Oregon
- Rentals with an accessible height bed Oregon
- Serviced apartment rentals Oregon
- Rentals with lake access Oregon
- Chalet rentals Oregon
- Lakehouse rentals Oregon
- Condo rentals Oregon
- Tent rentals Oregon
- Rentals with an accessible height toilet Oregon
- Bed and breakfasts Oregon
- Boutique hotel rentals Oregon
- Nature eco lodge rentals Oregon
- Cabin rentals Oregon
- Rentals with outdoor seating Oregon
- Monthly Rentals Oregon
- Rentals with a fire pit Oregon
- Rentals with pools Oregon
- Smoking-friendly rentals Oregon
- Apartment rentals Oregon
- Rentals with a washer and dryer Oregon
- Rentals with a fireplace Oregon
- Tiny house rentals Oregon
- Rentals with a hot tub Oregon
- Hostel rentals Oregon
- Beach house rentals Oregon
- Rentals with beach access Oregon
- Townhouse rentals Oregon
- Pet-friendly rentals Oregon
- Guesthouse rentals Oregon
- Villa rentals Oregon
- Rentals with a beach view Oregon
- Beach condo rentals Oregon
- Fitness-friendly rentals Oregon
- Kid-friendly rentals Oregon
- Ski-in/ski-out rentals Oregon
- Farmstay rentals Oregon
- Bungalow rentals Oregon
- Rentals with an EV charger Oregon
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- Things to do Oregon
- Sports activities Oregon
- Art and culture Oregon
- Sightseeing Oregon
- Food and drink Oregon
- Nature and outdoors Oregon
- Wellness Oregon