Portland Vacation Rentals

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Make Portland your next getaway—choose from 41 great vacation rentals

People are drawn to Portland for a variety of reasons: Bicycle culture. City parks. Food carts. Farmers markets. Artisan coffee. Charming neighborhoods. Convenient access to both the ocean and the mountains. And, of course, there's the beer! Our diverse selection of Portland vacation rentals allows you to experience all the city has to offer, as well as easily explore the surrounding area. Whatever brings you to Oregon's largest city, it's a good bet that you'll find a dozen other things to love - and even a few reasons why you should just stay! 

Explore Portland condo rentals, apartments, house rentals, and more


Condo rentals

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House rentals

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Portland vacation rentals for every getaway

Dog-friendly Internet Riverfront
Tabor Treehouse 3D Tour
0 Bed | 1 Bath | Sleeps 2

Tabor Treehouse - Portland, OR

From $129
Bridgetown - DORIAN 502 3D Tour
2 Bed | 2 Bath | Sleeps 4

Bridgetown - DORIAN 502 - Portland, OR

From $106
Rose City Escape - Q21 #435 3D Tour
1 Bed | 1 Bath | Sleeps 4

Rose City Escape - Q21 #435 - Portland, OR

From $133
Bridgeview Retreat - Q21 #324 3D Tour
1 Bed | 1 Bath | Sleeps 4

Bridgeview Retreat - Q21 #324 - Portland, OR

From $153
Ankeny Adventure - DORIAN 405 3D Tour
2 Bed | 1 Bath | Sleeps 5

Ankeny Adventure - DORIAN 405 - Portland, OR

From $127

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Recent Portland vacation rental reviews

We loved the cute space in the basement. It was walking distance to awesome bagels, coffee, ice cream, and shopping. Basement space had a musty smell but I’m sensitive to it. I Would stay again!
Tom F. | Sep 2021
Great location to get to downtown Portland, restaurants, Multinomah Falls and Portland airport! Quiet neighborhood. We loved the rental and I had a wine bottle gift welcoming me. Thank you for a wonderful stay!
Ruth S. | Sep 2021
Beautiful apartment building in a perfect location - much quieter and cleaner than other parts of downtown Portland. Restaurants, shops and everything you need is in close walking distance. The New Seasons market is pretty much a Whole Foods and is across the street. Coffee shop downstairs was open most of the mornings we were there. We had no trouble parking on the street very close to the building. There are lots of electric scooters usually parked in the area if that is your thing as well (we got the Lime app to use them and liked them a lot!). Unit kitchen had very basic cups, utensils, cookware, dining and cooking supplies. If you want things like bags, foil or plastic wrap you'll need to bring or buy it. The game room on the second floor is SUPERB and the gym is great as well. Removing one star as the box spring in the master bedroom is so creaky/loud that if you sit on the bed or even roll over gently it makes a ton of noise, so it was tough for us to get a good rest. Our kiddo said it was the same in the guest room. Couldn't fix as it has to do with what the box spring is made of, I think. If this was swapped out we would stay there again in a heartbeat. Otherwise we will likely come back in a different unit in the same building.
Nicholas R. | Sep 2021

Book confidently. Stay comfortably.

Book confidently. Stay comfortably.
24/7 support
Easy check-in
Easy check-in
Professional cleaning
Professional cleaning

Things to Do in Portland, OR

Portland is known for its thriving art, theater, and music scene, but you'll find a little bit of everything in this vibrant city! Start your morning with a delicious treat at VooDoo Doughnut, a Portland classic. Spend your afternoon exploring the museums or just walking around Downtown Portland. End your day with an enjoyable (and educational) Shakespeare in the Park production, a free live theater event that performs at various outdoor settings throughout the city. 

Despite its size, getting around is easy! The public transit system makes it possible for visitors to explore the entire city without a car. Of course, if you want to really want to experience Portland like a local, rent a bicycle and explore some of the city's charming neighborhoods full of coffee houses, boutiques, bookstores, and parks. 

Portland's Outdoor Attractions 

For lovers of nature and the great outdoors, Portland is a veritable paradise! Forest Park sits just west of downtown, accessible by bus, light rail, or a long walk. With over 5,000 acres full of hiking and biking trails, it is the largest natural forested area within city limits in the country. Adjacent to Forest Park is the more developed Washington Park, with the famous International Rose Test Garden, the Oregon Zoo, the Japanese Garden, and the Children's Museum.

When you want to get out of the city for a day trip, the options are endless! The scenic Columbia River Gorge begins approximately 20 miles away from your Portland vacation rental, with miles of scenic viewpoints, waterfalls, windsurfing meccas, and mountain biking trails. If you head 90 miles to the east, you'll find yourself on the snow-capped peak of Mt. Hood or, if you go approximately 90 miles to the west, you can dip your toes in the Pacific Ocean and admire the rugged cliffs of the Oregon Coast. 

Wining and Dining in Portland 

After all that hiking, mountain biking, snowboarding, and windsurfing, you'll certainly have worked up an appetite! Luckily, Portland is home to an ever-increasing food scene with excellent restaurants, brewpubs, food carts, wine bars, and markets offering locally grown (and brewed) fare. 

From March to December, the Portland Farmers Market is a must-taste experience every Saturday. As you explore Portland, you'll find that you can barely walk two blocks without tripping over a new food cart that provides unique meals and carves out its own delicious niche in the Portland food scene (think specialty grilled cheese sandwiches, gourmet pot pies, and the now-ubiquitous Korean tacos). 

In Portland's locavore-focused restaurants, you're more likely to see exposed brick walls and reclaimed driftwood barstools than white tablecloths, although you certainly won't have any trouble finding a five-star meal for that special night out! Imbibers should make a point to check out the Central Eastside Industrial District, located just across the Willamette River from downtown proper, where some of the city's best breweries, distilleries, and wine bars all sit within walking distance of one another. 

Willamette Valley Wineries

Portland offers an eclectic assortment of local breweries, but wine lovers will want to take a trip to explore the area's world-famous wineries! Head south to explore the majestic Willamette Valley, where gorgeous vineyards bump up against humble hazelnut farms in this exceptionally idyllic slice of Oregon. The area is particularly well-known for its pinot noir, but with over 200 wineries to choose from, you'll be sure to find a wine that suits your tastes! 

Whether you're planning an exciting escape to a new city or hoping to immerse yourself in the breathing natural beauty that Oregon has to offer, you'll find that Portland gives you whatever you're looking for - and more! Life is good when you're staying in one of our Portland vacation homes. Invite your friends and family, pack your bags, and book today! 

Discover Portland

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