Oregon vacation rentals
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Top-rated vacation rentals in Oregon
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Other great vacation rentals in Oregon
Home in Terrebonne
4.97 out of 5 average rating, 165 reviewsPointe of Blessing with hot tub and canyon views
Aug 16 – 23
Home in Oceanside
4.86 out of 5 average rating, 528 reviewsOceanside, Oregon Ocean Views- The Perch Cabin
Nov 21 – 28
Home in Rockaway Beach
4.93 out of 5 average rating, 205 reviewsCreekside Beach House Getaway - 3 Blocks to Beach!
Jan 10 – 17
Home in Terrebonne
4.99 out of 5 average rating, 118 reviewsStunning! Smith Rock • King Beds • Steam Shower
Jan 26 – Feb 2
Home in Terrebonne
4.99 out of 5 average rating, 135 reviewsSmith Rock Hideout - Cascade mountain views
Nov 27 – Dec 4
Home in Pacific City
4.91 out of 5 average rating, 319 reviews1/2 block walk to the beach - Excellent Wi-Fi
Jan 25 – Feb 1
Home in Cloverdale
4.9 out of 5 average rating, 244 reviewsCoats Cottage
Oct 18 – 25
Home in Tillamook
4.95 out of 5 average rating, 196 reviewsThe Stormwatcher
Nov 6 – 13
Tree houses for rent in Oregon
Treehouse in Sandy
4.93 out of 5 average rating, 207 reviewsTreehouse Glamping Adventure in Sandy, Oregon
Aug 30 – Sep 6
Treehouse in Langlois
4.91 out of 5 average rating, 309 reviewsHeartland Treehouse
Feb 19 – 26
Treehouse in Gold Beach
4.91 out of 5 average rating, 561 reviewsThe Bluebird House
Mar 30 – Apr 6
Treehouse in Eugene
4.79 out of 5 average rating, 267 reviewsSleep Above It All! — Quiet, Elegant, Yet Central…
Jul 5 – 12
Treehouse in Otis
4.89 out of 5 average rating, 204 reviewsSavage Cabin- Ocean and Estuary Nature Retreat
Nov 5 – 12
Treehouse in Cave Junction
4.83 out of 5 average rating, 143 reviewsThe TokinTree a Cannabis Friendly Rental
Sep 6 – 13
Treehouse in Portland
4.75 out of 5 average rating, 310 reviewsYeti's Tree House: Where Dreams Come True
Mar 19 – 26
Treehouse in Neskowin
4.99 out of 5 average rating, 90 reviewsThe Weekender | Steps to Beach | Hot Tub
Sep 13 – 20
Oregon beach vacation rentals
Cottage in Brookings
4.96 out of 5 average rating, 300 reviewsMagical! Oceanfront Views! Private Two Room Suite!
Dec 5 – 12
Apartment in Lincoln City
4.93 out of 5 average rating, 648 reviewsSeaspray Oceanfront Lodging Lincoln City Oregon
Oct 28 – Nov 4
Cottage in Seaside
4.92 out of 5 average rating, 204 reviewsGull Cottage
Nov 10 – 17
Cottage in Rockaway Beach
4.87 out of 5 average rating, 334 reviewsStorybook Beach Cottage Twin Rocks
Mar 10 – 17
Cabin in Arch Cape
4.93 out of 5 average rating, 337 reviewsBeija Flor Cabin - Peace and Ocean
Jul 16 – 21
Condo in Lincoln City
4.86 out of 5 average rating, 191 reviewsAmazing Top Floor Beachfront Condo - Sleeps 4!
Nov 4 – 11
Place to stay in Port Orford
4.93 out of 5 average rating, 349 reviewsRedfish LOFT
Sep 8 – 15
Yurt in Otter Rock
4.97 out of 5 average rating, 281 reviewsOtter Rock Surf Yurt
Jan 8 – 13
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
- Rentals with a kayak Oregon
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- Boutique hotel rentals Oregon
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- Tipi rentals Oregon
- Beach house rentals Oregon
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- Bed and breakfasts Oregon
- Rentals with a patio Oregon
- Campsite rentals Oregon
- Rentals with a washer and dryer Oregon
- Cabin rentals Oregon
- Waterfront rentals Oregon
- Rentals with beach access Oregon
- Loft rentals Oregon
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- Rentals with an accessible height toilet Oregon
- Hotel rentals Oregon
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- Rentals with a sauna Oregon
- Guesthouse rentals Oregon
- Rentals with lake access Oregon
- Cottage rentals Oregon
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- Nature eco lodge rentals Oregon
- Rentals with a home theater Oregon
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- Tent rentals Oregon
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- Monthly Rentals Oregon
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- Rentals with breakfast Oregon
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- Lakehouse rentals Oregon
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- Barn rentals Oregon
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- Hostel rentals Oregon
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- Tiny house rentals Oregon
- House rentals Oregon
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- Farmstay rentals Oregon
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- Rentals with an accessible height bed Oregon
- Rentals with an EV charger Oregon
- Beach condo rentals Oregon
- Pet-friendly rentals Oregon
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