Oregon vacation rentals
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Top-rated vacation rentals in Oregon
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Other great vacation rentals in Oregon
Apartment in Lincoln City
4.93 out of 5 average rating, 655 reviewsSeaspray Oceanfront Lodging Lincoln City Oregon
Nov 1 – 8
Treehouse in Jacksonville
4.98 out of 5 average rating, 192 reviewsTree Top Studio
Oct 9 – 16
Place to stay in Woodburn
4.92 out of 5 average rating, 168 reviewsA-Frame Cabin: Picturesque view and cozy interior
Mar 7 – 14
Cottage in Tillamook
4.95 out of 5 average rating, 286 reviewsHeart of The Hill (Unit A) Oceanside oregon
Dec 17 – 24
Condo in Lincoln City
4.97 out of 5 average rating, 119 reviewsBayside Bliss 2.0 - Bayfront 1st Floor Condo!
Dec 13 – 20
Cabin in Grand Ronde
4.94 out of 5 average rating, 204 reviewsCozy Woods Getaway with no Cleaning Fees/Chores!
Apr 28 – May 5
Farm stay in Hillsboro
5.0 out of 5 average rating, 363 reviewsOakwood Gardens Studio •Alpaca Farm• Wine Country
Oct 7 – 14
Cabin in Bandon
4.9 out of 5 average rating, 178 reviewsBandon Cabin on Coquille River unobstructed views.
Nov 14 – 21
Oregon fishing vacation rentals
Cabin in Cottage Grove
4.84 out of 5 average rating, 357 reviewsClassy Comfortable Close in Creekside Cabin
Aug 27 – Sep 3
Home in Rockaway Beach
4.97 out of 5 average rating, 310 reviewsEASY BEACH HOUSE!Tesla Charger,Central Heat/AC/WD
Dec 15 – 22
Cottage in Newberg
4.96 out of 5 average rating, 125 reviewsOxberg Lake Retreat, lake & farm view in wine ctry
Feb 27 – Mar 6
Home in Chiloquin
4.98 out of 5 average rating, 127 reviewsModern Cabin Near Crater Lake
Jan 20 – 27
Cottage in Glendale
4.92 out of 5 average rating, 293 reviews★ Cowcreek Cottage off of I5★
Oct 26 – Nov 2
Cabin in La Pine
4.94 out of 5 average rating, 288 reviewsA River Runs Through It. Amazing Cabin on 8 Acres!
Feb 18 – 25
Home in Christmas Valley
4.97 out of 5 average rating, 145 reviewsAspen lake
Jul 18 – 25
Home in Florence
4.92 out of 5 average rating, 161 reviewsLakeside Landing
Sep 17 – 24
Vacation rentals with jacuzzis in Oregon
Tiny home in Grants Pass
4.97 out of 5 average rating, 148 reviewsTiny Cottage w/Firepit/Hottub/Outdoor tubs
Feb 2 – 9
Guest suite in Estacada
4.97 out of 5 average rating, 234 reviewsCountryside Private Guest Suite-Estacada Farmhouse
Oct 9 – 16
Tiny home in Newberg
5.0 out of 5 average rating, 606 reviewsGarden Spa Getaway in Wine Country-Newberg
Oct 8 – 15
Tent in Banks
4.99 out of 5 average rating, 501 reviewsBlissful Glamping - Private Forested 5 Acre Oasis
Apr 20 – 27
Yurt in Grants Pass
4.97 out of 5 average rating, 660 reviewsSunset View Yurt of Applegate Valley with HOT TUB!
Feb 13 – 20
Guesthouse in Salem
4.97 out of 5 average rating, 374 reviewsCharming 1 bedroom loft/barn apt with hot tub
Aug 3 – 10
Guest suite in Troutdale
4.97 out of 5 average rating, 767 reviewsAmazing VIEW & Private Entry/Jetted Tub near Falls
Jan 23 – 30
Guesthouse in Gold Hill
4.92 out of 5 average rating, 168 reviewsOctagon Studio / Beautiful Rogue River property
Sep 9 – 16
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
- Kid-friendly rentals Oregon
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- Nature eco lodge rentals Oregon
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