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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.

Guest favorite
Tiny home in Sandy
The 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.
Apr 23 – 30
$152 per night
Guest favorite
Tiny home in Sandy
Mt Hood View Tiny House
Sandy's first and only Tiny House! Although this home is located just a mile from Hwy 26 within Sandy's city limits, it's located on a private 23 acres, so you'll feel completely secluded. This makes it the perfect place to stay while visiting the Mt. Hood area. The tiny house was built to capture the amazing view of Mt. Hood. The home was designed around a moving window wall system that completely opens to the outdoors allowing for one of the best views of Mt. Hood. We hope you enjoy!!!
Oct 10 – 17
$158 per night
Guest favorite
Cabin in Clatskanie
"BIG" Tiny House with Columbia River views
Located in the forest of beautiful Clatskanie, OR This 350 sqft handmade craftsmen cabin is the only thing you need for your relaxing getaway. Located on the top of the hill with gorgeous view of Columbia river, you will feel right at home as soon as you arrive. Includes a loft/ living room with a large pullout Ikea couch/bed. Beautiful wooden indoor and outdoor shower, daybed, fresh cozy robes, great coffee and breakfast. We are located 20 minutes from Longview, WA and 40 miles from Astoria.
Jul 20 – 27
$126 per night

Popular amenities for Oregon vacation rentals

Houses for rent in Oregon

Home in Coos Bay
Below the Falls Lodge
Mar 7 – 14
$241 per night
Home in Port Orford
China Mountain House
Apr 19 – 26
$336 per night
Guest favorite
Home in Neskowin
Modern Oceanfront - Private Stairway to Beach
Jan 18 – 25
$446 per night
Guest favorite
Home in Terrebonne
Pointe of Blessing canyon golf course view retreat
Aug 6 – 13
$193 per night
Guest favorite
Home in Terrebonne
Cozy Three Story Lookout Tower
Aug 7 – 14
$287 per night
Guest favorite
Home in Tillamook
Ocean Perch
Dec 13 – 20
$273 per night
Guest favorite
Home in Tillamook
The Stormwatcher
Dec 12 – 19
$499 per night
Guest favorite
Home in Yachats
OCEANA: Secluded Ocean Front Home
Dec 23 – 30
$600 per night
Guest favorite
Home in Arch Cape
Stunning Ocean Views in Cove Beach!
Mar 2 – 9
$495 per night
Guest favorite
Home in Rockaway Beach
The Gullymonster Oceanfront Beach Cabin
Jun 8 – 15
$387 per night
Guest favorite
Home in Nehalem
Oregon Coast Modern at Neahkahnie Beach
May 10 – 17
$305 per night
Home in Cloverdale
Modern Oceanfront Luxury with Floor-to-Ceiling Views
Mar 10 – 17
$728 per night

Oregon waterfront vacation rentals

Guest favorite
Cabin in Tillamook
Mid-Century Riverfront Cabin - Seclusion Awaits!
Apr 11 – 18
$368 per night
Guest favorite
Guesthouse in Stayton
Spoil yourself! Luxury Cabin on the Santiam River
Jan 2 – 9
$156 per night
Guest favorite
Guesthouse in Beavercreek
Muse Cabin in old growth forest w/cedar hot tub
Apr 23 – 30
$102 per night
Guest favorite
Cottage in Tillamook
Heart of The Hill (Unit A) Oceanside oregon
Sep 28 – Oct 5
$218 per night
Guest favorite
Cabin in Mount Hood Village
The Cedarwood Cabin
Sep 11 – 18
$183 per night
Guest favorite
Guesthouse in Yachats
The Carriage House at Dragons Cove
Nov 6 – 13
$158 per night
Guest favorite
Guesthouse in Port Orford
Most Spectacular Ocean Views - Studio
Sep 30 – Oct 7
$305 per night
Guest favorite
Apartment in Lincoln City
Seaspray Oceanfront Lodging Lincoln City Oregon
Sep 2 – 9
$156 per night
Guest favorite
Cabin in Rhododendron
Zig Zag River Cabin
Sep 12 – 19
$162 per night
Guest favorite
Farm stay in Hillsboro
Oakwood Gardens Studio • Alpacas • Wine Country
Sep 9 – 16
$106 per night
Guest favorite
Cabin in Cloverdale
Lakeside Lodge
Apr 17 – 24
$288 per night
Guest favorite
Condo in Mosier
All About the View - Walk to River-Trails-Town
Dec 1 – 8
$102 per night

Tree houses for rent in Oregon

Guest favorite
Treehouse in Sandy
Treehouse Glamping Adventure in Sandy, Oregon
Jul 8 – 15
$158 per night
Guest favorite
Treehouse in Jacksonville
Tree Top Studio
Jul 18 – 25
$188 per night
Guest favorite
Treehouse in Tiller
The Treehouse at Farwood Retreat
Jul 29 – Aug 5
$163 per night
Guest favorite
Treehouse in Gold Beach
The Bluebird House
May 1 – 8
$171 per night
Treehouse in Otis
Savage Cabin- Ocean and Estuary Nature Retreat
Sep 27 – Oct 4
$349 per night
Guest favorite
Treehouse in Eugene
Luxury Treehouse! - Quiet, Comfy, Near Everything!
Apr 10 – 17
$73 per night
Treehouse in Cave Junction
The TokinTree a Cannabis Friendly Rental
Dec 24 – 31
$171 per night
Guest favorite
Treehouse in Neskowin
The Weekender | Steps to Beach | Hot Tub
Jun 10 – 17
$333 per night
Guest favorite
Treehouse in Portland
Mt Tabor Tree House, Hidden Urban Retreat
Oct 9 – 16
$142 per night
Treehouse in Cave Junction
The Extraordinary Excalifir
Mar 11 – 18
$297 per night
Guest favorite
Treehouse in Salem
The Tree House of Paradise
Nov 2 – 9
$96 per night
Treehouse in Portland
Yeti's Tree House: Where Dreams Come True
Sep 20 – 27
$196 per night

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.

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