Vacation Rentals in Oregon

Vacation Rentals in Oregon

Start comparing over 9,888 rentals in Oregon and book at the best price!

Best Vacation Rentals in Oregon

Guests agree: these stays are highly rated for location, cleanliness, and more.
Vacation Rental for 3 Guests in Portland, Willamette Valley
Vacation Rental for 3 Guests in Portland, Willamette Valley, Picture 1
Vacation Rental for 3 Guests in Portland, Willamette Valley, Picture 2
Vacation Rental for 3 Guests in Portland, Willamette Valley, Picture 3
Vacation Rental for 3 Guests in Portland, Willamette Valley, Picture 4
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Portland, Willamette Valley
Vacation Rental • 753 ft² • 1 Bedroom
Welcome to The City of Roses and the Downtown Pearl District, ideal for work and play. Stay at a beautifully upgraded Flexcation apartment with free parking included for long-term stays, extra discounts, and all the amenities you need! The apartments are designed for working professionals who appreciate an elevated experience. The apartment has been curated with a Flexcation stay in mind with great WIFI, laptop-friendly workspaces, and parking included if you book for 14 nights or more. Shorter trip? No worries parking is available for $15 a day (multi-trip) a massive saving!Your home from ...
from $117 / night
Vacation Rental for 5 Guests in West Linn, Willamette Valley
Vacation Rental for 5 Guests in West Linn, Willamette Valley, Picture 1
Vacation Rental for 5 Guests in West Linn, Willamette Valley, Picture 2
Vacation Rental for 5 Guests in West Linn, Willamette Valley, Picture 3
Vacation Rental for 5 Guests in West Linn, Willamette Valley, Picture 4
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West Linn, Willamette Valley
Vacation Rental • 1292 ft² • 2 Bedrooms
8.5
(11 reviews)
Oregon Jade lodging presents : The guest units is newly remolded, in the beautiful, friendly and upscale neighborhood by a stream. Guests have private entrance, private deck facing back yard with full grown trees and separate outdoor sitting area. Enjoy the quite environment but close to town- only 20 minutes from downtown Portland and 5 minutes from freeway down north or south Oregon. No full kitchen. Tesla charger available. Need to go up and down 20 steps of stairsI keep upgrading the space so expect to see nicer than these pictures. This is the lower lever of the house (with some stairs...
from $263 / night
Vacation Rental for 4 Guests in Portland, Willamette Valley
Vacation Rental for 4 Guests in Portland, Willamette Valley, Picture 1
Vacation Rental for 4 Guests in Portland, Willamette Valley, Picture 2
Vacation Rental for 4 Guests in Portland, Willamette Valley, Picture 3
Vacation Rental for 4 Guests in Portland, Willamette Valley, Picture 4
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Portland, Willamette Valley
Vacation Rental • 850 ft² • 1 Bedroom
Welcome to The City of Roses and the Downtown Pearl District, ideal for work and play. Stay at a beautifully upgraded Flexcation apartment with free parking, and all the amenities you need! The apartments are designed for working professionals who appreciate an elevated experience. The apartment has been curated with a Flexcation stay in mind with great WIFI, laptop-friendly workspaces, and parking included if you book for 14 nights or more. Shorter trip? No worries parking is available for $15 a day (multi-trip) a massive saving!Your home from home is a spacious 1 bedroom, 1 bathroom apart...
from $317 / night

Other holiday ideas and property types in Oregon that might be interesting

Prices and availability

Current Vacation rental prices in Oregon

$434for 22 Jun - 29 Jun
$365 annual average
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Average price per week

Current vacation rental availability in Oregon

4%for 22 Jun - 29 Jun
56% annual average
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Percentage of available rentals

Highlights Oregon

  • Beautiful forests, mountains, and waterfalls
  • Pristine beaches
  • Great surfing opportunities
  • Delicious local food
  • A thriving music scene
  • Easy access by road, rail or plane
  • Laid-back, friendly towns, and cities

Oregon Vacation Rentals

Choose from Vacation Rentals All Over Oregon

Oregon is a huge state, with a wide choice of cabins, coastal vacation homes and large family-friendlyrural houses. Whether you are traveling as a couple or a group of five or more people, you’ll find log cabins, traditional wooden homes and ultra-modern villas from the Pacific Coast to Steens Mountain.

Find a Comfortable Vacation Rental in Oregon’s Cities

Why not spend some time in one of the Beaver State’s atmospheric, friendly cities? There are city center apartments to rent in Portland, homes in suburban Eugene, places for hikers and water sports fans in Klamath Falls and properties for beach lovers in Coos Bay or Waldport. Take your pick: Oregon has a vacation home for everyone.

Vacationing in Oregon

The Pearl of the Pacific Northwest

With an area of 95,000 square miles, Oregon is the 10th largest state in the USA, and sits just below Washington and north of California. It may be remote from Chicago or New York, but it’s easy to reach, whether you choose to fly, drive or take an Amtrak train. And with a range of mountains, beaches, cities and lakes to explore, it’s also a state that offers plenty of variety.

Fly, Drive or Take the Train to Oregon

If you want to get to Oregon as quickly as possible, major airports like Portland International, Eugene and Southwest Oregon offer interstate connections, while you can drive from Seattle to the north or San Francisco to the south via I-5. Amtrak also run transcontinental rail services like the Empire Builder and the Coast Starlight, which stop in Portland.

Drive the Coast or Venture Inland

If you just want to see the rock formations and beaches of the Pacific Coast, you can rent a car and cruise along I-5, or take Route 101, which tracks the coast exactly. There are also routes into Oregon’s interior, like Route 138, which makes the ski slopes and outdoor activities at Crater Lake easy to reach.

Trillium Lake, Oregon
Trillium Lake, Oregon

Activities

1. A Great Destination for Hikers

Oregon is famous for its mountains, waterfalls and forests, attracting millions of outdoor lovers every year. Head to beauty spots like Crater Lake or Klamath Falls, strap on a pack and explore.

2. A Beautiful Place for Beach Fans to Visit

Oregon’s Pacific Beaches may be slightly colder than California, but many of them are truly stunning. Don’t miss highlights like the shipwreck at Astoria or the views from Ecola State Park.

3. One of the Northwest’s Cultural Highlights

The towns and cities of Oregon are famously creative and easygoing. Check out the music, art and markets of bohemian Portland, enjoy the parks and galleries in Eugene, or relax in laid-back Klamath Falls.

Cannon Beach, Oregon
Cannon Beach, Oregon

Top 5 things to do in Oregon

1. Skiing in Crater Lake

Crater Lake is one of the foremost alpine recreation areas in the USA. Rent skis and explore the many cross-country skiing trails, take the controls of a snowmobile and witness gorgeous views from the mountain slopes.

2. Take a Bike Tour of Portland

With its bridges that span the Willamette River, an array of parks and plenty of cafes, bars and galleries to check out, Portland is a beautiful city, and there’s no better way to see it than with an organized bike tour.

3. Attend a Music Festival

Oregon’s summer schedule is packed with music festivals, including What the Festival in Dufur, and Portland’s Waterfront Blues Festival – and there should be something for all tastes.

4. Chill Out on the Beach

One of the great things about Oregon is its blend of cities, scenery and beaches. You can easily spend a week sunbathing or surfing at stunning beaches like Cannon Beach, Yachats or Manzanita.

5. Try Some Local Cuisine

When you’re there, don’t miss Oregon’s delicious local produce – which stretches from oysters and craft beers to ice cream, wine and artisan cheeses. It’s a gastronome’s paradise.

There are more “ghost towns” in Oregon than in any other state of the Union – probably due to 19thcentury mining booms.

Useful Information

When to visit

If you intend to spend some time on the beaches of Oregon, it’s best to schedule your trip between June and September, when the chill of winter is a distant memory. But if you are heading to Portland or Eugene to enjoy their urban attractions, spring and fall are actually preferable, with smaller crowds and plenty to do. Crater Lake and other ski areas are open for business from late November through March, so if Alpine sports are your thing, that’s the time to visit.

Festivals

It might also help to check out the dates of local food and drink festivals, as these events offer a unique chance to sample all of the specialties the state has to offer. Portland’s main event (Feast Portland) takes place in mid-September, while Eugene stages its Food and Drink Festival in May.

Getting around

Getting around Oregon can be time-consuming (it’s a big state!), so plan your journeys in advance if you intend to see as much as possible. If you rent a car, it might make sense to find a rental home in between Eugene, Portland and the major beaches. Somewhere in the Salem area would be ideal.

FAQs: Vacation Rentals in Oregon

How much did it cost for a vacation rental in Oregon last year?

With an average cost of $393 per night, Oregon lies at the upper end of the price range for vacation rentals in the USA.

During which months can you find the best price for vacation rentals in Oregon?

According to our most recent data, the months that are the cheapest in Oregon are March, April and February, with average prices of $352, $352, and $356, respectively.

When does the price of vacation rentals in Oregon go up the most?

Last year, the month that offered the highest average prices in Oregon was August, with an average price of $470 per night. This was followed by July, with an average of $459, and then September, with $433.

Do I need to plan a trip to Oregon well in advance?

If you decide to put Oregon on your bucket list, we suggest organizing your visit long before you go because it tends to be very high in demand, with an annual average of 81% of rentals booked the previous year.

Which months offer the highest availability?

Last year, the months with the largest number of properties available of the year in Oregon were January, May and October, with average availabilities of 31%, 31%, and 29%, respectively.

When are fewer rentals available in Oregon?

According to data from last year, the months when it is most difficult to find accommodation in Oregon are, in order, August (with 2% of available rentals), July (8%), and April (9%). During this period, the availability is very low (7%). It is therefore preferable to book far in advance.

How many rentals are there in Oregon?

Holidu offers around 6,500 accommodations in Oregon from 8 different providers, so find the perfect type of accommodation you are looking for. We've got you covered!

Holidu compares hundreds of websites to find your perfect holiday rental for the best price.

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