Portland Vacation Rentals

Compare 44 vacation rentals.
USA > Oregon > Portland

Make Portland your next getaway

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 house rentals, condo rentals, studios, and more

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House rentals

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Condo rentals

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Studios

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Popular amenities for Portland vacation rentals

Popular
Dog-friendly Hot tub Internet
Rip City Downtown Digs - Q21 #2119
2 Bedroom | 2.5 Bath | Sleeps 6

Rip City Downtown Digs - Q21 #2119 - Portland, OR

$235 avg / night
4.55 (110)
Heart of Rose City - Q21 #2115
2 Bedroom | 2.5 Bath | Sleeps 6

Heart of Rose City - Q21 #2115 - Portland, OR

$221 avg / night
4.59 (107)
Skyline Splendor - Q21 #322
1 Bedroom | 1 Bath | Sleeps 4

Skyline Splendor - Q21 #322 - Portland, OR

$53 avg / night
4.41 (111)
Deluxe Downtown Family Condo - Q21 #426
3 Bedroom | 2 Bath | Sleeps 8

Deluxe Downtown Family Condo - Q21 #426 - Portland, OR

$303 avg / night
4.57 (96)
Rose City Chic - Q21 #427
2 Bedroom | 2 Bath | Sleeps 6

Rose City Chic - Q21 #427 - Portland, OR

$209 avg / night
4.46 (85)

View 39 more homes

Recent Portland guest reviews

Loved my stay! River was gorgeous and great restaurants just steps away. Safe neighborhood, comfy bed and great little kitchen in unit, will stay again
Linda M. | Nov 2024
Slabtown, is such a nice hipster neighborhood. Close to restaurants and New Season market and 23rd ave.
Erik S. | Oct 2024
Loved the space! Very clean and quiet! Hope to stay again when we return!!!
William P. | Oct 2024
Portland vacation rental FAQ

Yes, 19 of our Portland homes allow dogs—so feel free to bring Fido along. (Just make sure to check individual home listings for any limits on the number and size of dogs they allow).

Browse dog-friendly homes >

Yes. 61 of our Portland vacation rentals have internet access, so you can stay connected throughout your trip.

Browse homes with internet access >


Some of the most popular amenities in our Portland vacation rentals include:

Our standard check-in time is 4:00 p.m., and the check-out time is 10:00 a.m. Some exceptions apply—after you book, you’ll find check-in and check-out details in the Vacasa guest app or your Trip Manager.

Absolutely. Our local Portland team includes professional housekeepers who care for all our homes here. They’ll clean thoroughly and restock amenities, so everything is ready for your arrival—and all you have to do is settle in and relax.

Learn more about Vacasa Premium Clean >

No worries, plans change. Read over our cancellation policy for more information. And if you currently have a Vacasa reservation for Portland, log in to Trip Manager to see options available for your specific trip.

Book confidently. Stay comfortably.

Vacasa Guest Value Prop icon: 24-7
24/7 guest service
Vacasa Guest Value Prop Icon check-in
Seamless check-in
Vacasa Guest Value Prop Icons 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! 

Portland travel inspiration

Cozy Up in These 9 Romantic Oregon Vacation Homes

Travel Guide: Things to Do in Portland, Oregon