Oregon vacation rentals
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Top-rated vacation rentals in Oregon
Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.
Tiny home in Sandy
4.98 out of 5 average rating, 198 reviewsThe Woodlands Hideout
The Woodlands Hideout is a small intentional retreat space, recently featured in Dwell. Designed and created with so much love, and with the hope that guests could immerse in the beauty of the natural world, but still offer some cozy and more essential comforts. You will love the large windows, the wood stove, and the calming aesthetic. Although the footprint of the space is small, we designed the experience to be outward focussed, so feels very expansive with the towering pine trees in view.
May 22 – 29
Guest suite in Reedsport
4.99 out of 5 average rating, 681 reviewsThe Elk View Suite- 5 min to town, 15 min to Beach
The views of the Umpqua River and Elk Reserve are breathtaking from this spacious, cozy studio! The location is a perfect launching pad for adventures, but is also a relaxing place to stay & unwind. We provide quality amenities, a high level of cleanliness and personal touches to ensure a fabulous experience. Enjoy a cup of coffee or glass of wine on custom made furniture stationed right outside your door! Located 15 minutes from local beaches & only 30 min from either Coos Bay or Florence.
Mar 23 – 28
Tiny home in Shady Cove
4.95 out of 5 average rating, 194 reviewsModern Tiny House w/ Hot Tub
Located on a hillside in Shady Cove. This is a spacious brand new 300 sq foot tiny home. The tiny house is located on our private property. We request for our guests to be respectful of our home, our neighbors, and surroundings. It is important that our guests treat the outdoor space as if they were camping and not leave any food outside as there is some wildlife in the area. Included is a covered gazebo with curtains on a private deck with a spa, and gas fire pit that also heats your legs.
Aug 29 – Sep 5
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Oregon vacation rentals
Oregon beach vacation rentals
Guesthouse in Oceanside
4.85 out of 5 average rating, 593 reviewsOceanside Hideaway - breathtaking ocean views
Dec 12 – 19
Apartment in Lincoln City
4.93 out of 5 average rating, 637 reviewsSeaspray Oceanfront Lodging Lincoln City Oregon
Oct 28 – Nov 4
Cottage in Brookings
4.97 out of 5 average rating, 290 reviewsMagical! Oceanfront Views! Private Two Room Suite!
Nov 3 – 10
Home in Neskowin
4.88 out of 5 average rating, 226 reviewsAffordable Oregon Coast Vacation Rental!
Jan 24 – 31
Cottage in Tillamook
4.97 out of 5 average rating, 275 reviewsHeart of The Hill (Unit A) Oceanside oregon
Mar 1 – 8
Guest suite in Seal Rock
4.98 out of 5 average rating, 614 reviewsCoast Road Cottage
May 5 – 12
Cottage in Rockaway Beach
4.87 out of 5 average rating, 330 reviewsStorybook Beach Cottage Twin Rocks
Mar 19 – 26
Apartment in Rockaway Beach
4.86 out of 5 average rating, 452 reviewsThe Strand Oceanview Studio - Dog Friendly!
Nov 5 – 12
Home in Oceanside
4.87 out of 5 average rating, 524 reviewsOceanside, Oregon Ocean Views- The Perch Cabin
Nov 1 – 8
Condo in Lincoln City
4.98 out of 5 average rating, 114 reviewsBayside Bliss 2.0 - Bayfront 1st Floor Condo!
Nov 17 – 24
Home in Nehalem
5.0 out of 5 average rating, 102 reviewsIncredible Manzanita Home with Sauna and Hot Tub!
Nov 6 – 13
Cottage in Florence
4.87 out of 5 average rating, 158 reviewsThe Love Shack by Heceta Beach
May 19 – 26
Oregon fishing vacation rentals
Home in Rockaway Beach
4.97 out of 5 average rating, 304 reviewsEASY BEACH HOUSE!Tesla Charger,Central Heat/AC/WD
May 13 – 20
Guest suite in Bend
4.98 out of 5 average rating, 217 reviewsPortal to the Cascades
Sep 2 – 9
Home in Tillamook
4.94 out of 5 average rating, 190 reviewsGreat Fishing House on Wilson River
Oct 9 – 16
Home in Florence
4.92 out of 5 average rating, 158 reviewsLakeside Landing
May 18 – 25
Cottage in Newberg
4.97 out of 5 average rating, 116 reviewsOxberg Lake Retreat, lake & farm view in wine ctry
Feb 23 – Mar 2
Home in Chiloquin
4.98 out of 5 average rating, 124 reviewsModern Cabin Near Crater Lake
Dec 10 – 17
Guest suite in Milwaukie
4.96 out of 5 average rating, 371 reviewsRiver Forest Lake Apt w/hot tub. HOT find!
Nov 3 – 10
Cabin in Klamath Falls
4.84 out of 5 average rating, 263 reviewsSecluded Get-A-Way: Cabin in the Woods
Dec 13 – 20
Guest suite in St. Helens
4.95 out of 5 average rating, 402 reviewsCloudForestFarm • Light Filled Suite w/ Luxury Tub
Dec 24 – 31
Home in Christmas Valley
4.97 out of 5 average rating, 140 reviewsAspen lake
Aug 25 – Sep 1
Apartment in Chiloquin
4.89 out of 5 average rating, 623 reviewsAgency Lake Front Apartment
Sep 17 – 24
Cabin in Ashland
4.96 out of 5 average rating, 155 reviewsBeautiful Barndominium by Howard Prairie Lake
Dec 8 – 15
Vacation rentals with jacuzzis in Oregon
Home in Eugene
4.93 out of 5 average rating, 381 reviewsLuxurious Getaway! (Views and Hot Tub!)
Jan 27 – Feb 3
Cabin in Lincoln Beach
4.93 out of 5 average rating, 350 reviewsSalacia Chalet, Ocean Front A-Frame w/hot tub.
May 18 – 25
Cabin in Kimberly
4.98 out of 5 average rating, 225 reviewsStellar Cabin
Jul 19 – 26
Guesthouse in Salem
4.97 out of 5 average rating, 360 reviewsCharming 1 bedroom loft/barn apt with hot tub
Mar 7 – 14
Tiny home in Newberg
5.0 out of 5 average rating, 598 reviewsGarden Spa Getaway in Wine Country-Newberg
Sep 6 – 13
Cabin in Grants Pass
4.98 out of 5 average rating, 409 reviewsThe Cozy Cabin (with own private hot tub!)
Jul 27 – Aug 3
Guest suite in Port Orford
4.91 out of 5 average rating, 104 reviewsEmerald paradise private suite, apartment style.
Sep 7 – 14
Home in Terrebonne
4.98 out of 5 average rating, 801 reviewsCozy Three Story Lookout Tower
Sep 16 – 23
Guest suite in Troutdale
4.97 out of 5 average rating, 750 reviewsAmazing VIEW & Private Entry/Jetted Tub near Falls
Feb 21 – 28
Cabin in Arch Cape
4.95 out of 5 average rating, 113 reviewsEnd of The Road - 4 Night Minimum
Feb 5 – 12
Home in Gold Beach
4.93 out of 5 average rating, 166 reviewsThe Sunset
Nov 2 – 9
Home in Neskowin
4.97 out of 5 average rating, 112 reviewsModern Oceanfront, Private Stairway to Beach
Mar 21 – 28
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
- Cottage rentals Oregon
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- Rentals with an accessible height bed Oregon
- Rentals with an EV charger Oregon
- Yurt rentals Oregon
- Rentals with a home theater Oregon
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- Tiny house rentals Oregon
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