Destination guide

Old Oregon City

With the roar of the Willamette Falls and a slosh of creative craft beer, Oregon City continues to draw folk away from hipster Portland. They come to experience a slice of more local, lived-in Oregon charm. They also come for the rich history, which coalesces around those Oregon City vacation rentals in the form of aging industrial spots and centuries-old pioneer outposts – this was the first American city ever established on this side of the Rocky Mountains, after all. And then there's Mount Hood, forever beckoning with its glaciers and pistes just to the east.

Things to do

Waterfalls and pioneers in Oregon City

The Willamette Falls crash through the very middle of Oregon City. If you've bagged yourself Oregon City vacation rentals close to Main Street, then you might even be able to hear them from your window. They are one of the most powerful in the US, and throw up plumes of mist as they run over the rocky river bed. After that, be sure to delve into the End of the Oregon Trail Interpretive Center, to see the very beginnings of the pioneer age in the West, complete with wagons and immersive tours that are well suited to the younger ones.


Beer tasting and street strolling in Oregon City

Oregon City is proud of its local vibes. Portland might get the press but this one's got the most creative microbreweries around – at least that's what the beer sommeliers will tell you during those tasting workshops. The town center is packed with quaint blocks and buildings, all cut through the middle by roaring waterfalls and pretty river walks. Strolling and street scene done, perhaps you still have time to get out into the great Oregon outdoors. Whitewater rafting, mountaineering, hiking, skiing, and more all await around the flanks of Mount Hood.


Sightseeing under dry skies in Oregon City

Unless you're suiting up for the winter season on the Mount Hood Skibowl, which typically starts in December and tails off in March, you're probably going to want to book those Oregon City vacation rentals for the warmer months of the year. That means coming between May and September, which is when the days are at their driest, the temperatures are pleasantly hot, and the conditions are just perfect for sightseeing along the Willamette River and Main Street.

Natural features

Oregon City sits in the shadow of the Cascades

Mount Hood dominates the skyline of Oregon City, just as it dominates the skyline of Portland and all the other towns and villages along the state border here. It clears the clouds to the east, lurching up with its countless glacier fields and snow cones. The whole area is protected under the Mt Hood National Forest, which encircles the great volcano with old-growth fir woods, sections of the Pacific Crest Trail, and the famous Timberline Trail – 41 miles of alpine fields, wildflowers, and pistes waiting for the winter.

How to get there

Traveling to and around Oregon City

Fly into Portland, OR (PDX-Portland Intl.), the closest airport, located 18.1 mi (29.2 km) from the city center. If you can't find a flight that works for your travel itinerary, you might consider flying into Salem, OR (SLE-McNary Field), which is 37.4 mi (60.1 km) away.

If you prefer train travel, the main station serving the city is Oregon City Station.

Can I find a vacation rental around Oregon City?

Yes, our 2019 property listings offer a large selection of 601 vacation rentals near Oregon City. From 290 Houses to 44 Cottages, find a unique house rental for you to enjoy a memorable stay with your family and friends. The best places to stay near Oregon City for a holiday or a weekend are on HomeAway.

What is the best area to stay when traveling to Oregon City?

Whether you're traveling with family or friends, here are the areas with the largest selection of vacation rentals for a holiday trip or just for a weekend in Oregon City:

  • Downtown: 136 vacation rentals
  • Pearl District: 117 vacation rentals
  • Nob Hill: 47 vacation rentals
  • Sellwood-Moreland: 18 vacation rentals
  • Hawthorne: 138 vacation rentals

For other neighborhoods, please use our search bar to access the selection of vacation rentals available.

What are the popular points of interest near where I can stay when traveling to Oregon City?

HomeAway offers a large selection of vacation rentals near lovely places in Oregon City. From HomeAway travelers, the most popular points of interest to stay for a holiday trip or just for a weekend are:

  • Clackamas County Circuit Courthouse: 647 vacation rentals
  • Clackamas Community College: 568 vacation rentals
  • End of the Oregon Trail Interpretive Center: 652 vacation rentals
  • Stevens-Crawford Heritage House: 642 vacation rentals
  • Oregon City Shopping Center: 676 vacation rentals

But there are many other points of interest around Oregon City listed on HomeAway where you can find your place to stay. Please use our search bar to access the selection of vacation rentals available near the point of interest of your choice.

Can I rent Houses in Oregon City?

Yes, of course. HomeAway has 290 Houses in Oregon City. Our other popular types of vacation rentals in Oregon City include:

  • Cottages: 44 rentals available
  • Cabins: 44 rentals available
  • Farmhouses: 5 rentals available

But you can also enjoy a great stay in one of our other vacation rentals including Country houses and more.

Can I find a vacation rental with pool in Oregon City?

Yes, you can select your preferred vacation rental with pool among our 46 vacation rentals with pool available in Oregon City. Please use our search bar to access the selection of vacation rentals available.

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