Oregon vacation rentals
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Top-rated vacation rentals in Oregon
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Other great vacation rentals in Oregon
Place to stay in Woodburn
4.92 out of 5 average rating, 167 reviewsA-Frame Cabin: Picturesque view and cozy interior
Mar 24 – 31
Treehouse in Jacksonville
4.98 out of 5 average rating, 190 reviewsTree Top Studio
Aug 13 – 20
Apartment in Lincoln City
4.93 out of 5 average rating, 652 reviewsSeaspray Oceanfront Lodging Lincoln City Oregon
Oct 10 – 17
Cottage in Tillamook
4.95 out of 5 average rating, 286 reviewsHeart of The Hill (Unit A) Oceanside oregon
Nov 28 – Dec 5
Guesthouse in Yachats
4.96 out of 5 average rating, 158 reviewsThe Carriage House at Dragons Cove
Nov 23 – 30
Condo in Lincoln City
4.97 out of 5 average rating, 119 reviewsBayside Bliss 2.0 - Bayfront 1st Floor Condo!
Jan 3 – 10
Cabin in Alsea
4.97 out of 5 average rating, 678 reviewsScenic cabin with a creek view
Apr 9 – 16
Cabin in Grand Ronde
4.94 out of 5 average rating, 204 reviewsCozy Woods Getaway with no Cleaning Fees/Chores!
Dec 15 – 22
Oregon fishing vacation rentals
Home in Rockaway Beach
4.97 out of 5 average rating, 309 reviewsEASY BEACH HOUSE!Tesla Charger,Central Heat/AC/WD
Dec 15 – 22
Cabin in Cottage Grove
4.84 out of 5 average rating, 355 reviewsClassy Comfortable Close in Creekside Cabin
Aug 26 – Sep 2
Cottage in Newberg
4.96 out of 5 average rating, 124 reviewsOxberg Lake Retreat, lake & farm view in wine ctry
Mar 3 – 10
Home in Chiloquin
4.98 out of 5 average rating, 127 reviewsModern Cabin Near Crater Lake
Jan 5 – 12
Cottage in Glendale
4.92 out of 5 average rating, 293 reviews★ Cowcreek Cottage off of I5★
Jan 15 – 22
Guest suite in Milwaukie
4.96 out of 5 average rating, 376 reviewsRiver Forest Lake Apt w/hot tub. HOT find!
Mar 11 – 18
Home in Christmas Valley
4.97 out of 5 average rating, 144 reviewsAspen lake
Jul 12 – 19
Apartment in Chiloquin
4.89 out of 5 average rating, 638 reviewsAgency Lake Front Apartment
Oct 10 – 17
Homes for rent in Oregon
Home in Oceanside
4.86 out of 5 average rating, 529 reviewsOceanside, Oregon Ocean Views- The Perch Cabin
Nov 16 – 23
Home in Roseburg
4.98 out of 5 average rating, 564 reviewsChardonnay Chalet at the Vineyard
Mar 14 – 21
Home in Terrebonne
4.98 out of 5 average rating, 812 reviewsCozy Three Story Lookout Tower
Oct 24 – 31
Home in Nehalem
4.97 out of 5 average rating, 130 reviewsWaterfront Retreat 7 Min to Manzanita KingSize Bed
May 6 – 13
Home in Pacific City
4.91 out of 5 average rating, 321 reviews1/2 block walk to the beach - Excellent Wi-Fi
Mar 30 – Apr 6
Home in Terrebonne
4.99 out of 5 average rating, 126 reviewsStunning! Smith Rock • King Beds • Steam Shower
Nov 28 – Dec 5
Home in Tillamook
4.95 out of 5 average rating, 198 reviewsThe Stormwatcher
Mar 1 – 8
Home in Arch Cape
5.0 out of 5 average rating, 107 reviewsStunning Ocean Views in Cove Beach!
Dec 18 – 25
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
- Smoking-friendly rentals Oregon
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- Villa rentals Oregon
- Loft rentals Oregon
- Tipi rentals Oregon
- Rentals with lake access Oregon
- Mansion rentals Oregon
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- Kid-friendly rentals Oregon
- Yurt rentals Oregon
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- Rentals with a sauna Oregon
- Waterfront rentals Oregon
- Cabin rentals Oregon
- Fitness-friendly rentals Oregon
- Hotel rentals Oregon
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- Serviced apartment rentals Oregon
- Treehouse rentals Oregon
- Condo rentals Oregon
- Farmstay rentals Oregon
- Rentals with a hot tub Oregon
- Rentals with a fire pit Oregon
- Rentals with a washer and dryer Oregon
- Boutique hotel rentals Oregon
- Ski-in/ski-out rentals Oregon
- Beach condo rentals Oregon
- Pet-friendly rentals Oregon
- Private suite rentals Oregon
- Apartment rentals Oregon
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- House rentals Oregon
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- Monthly Rentals Oregon
- Campsite rentals Oregon
- Chalet rentals Oregon
- RV rentals Oregon
- Rentals with a home theater Oregon
- Townhouse rentals Oregon
- Rentals with outdoor seating Oregon
- Rentals with a beach view Oregon
- Wheelchair accessible rentals Oregon
- Family-friendly rentals Oregon
- Rentals with pools Oregon
- Bungalow rentals Oregon
- Beachfront rentals Oregon
- Hostel rentals Oregon
- Bed and breakfasts Oregon
- Tiny house rentals Oregon
- Rentals with a kayak Oregon
- Rentals with an accessible height toilet Oregon
- Barn rentals Oregon
- Rentals with an accessible height bed Oregon
- Rentals with an EV charger Oregon
- Nature eco lodge rentals Oregon
- Rentals with breakfast Oregon
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