Portland, OR Vacation Rentals

Our Favorite Vacation Rentals in Portland

  • Couch Street Apartments by Barsala
     Home/Apartment
    Booking.com
    From
    $155
  • Bring your dog to downtown Portland and amazing highrise views!
    ExcellentHome/Apartment
    HolidayLettings
    From
    $220
  • Pearl District Apartments by Barsala
     Home/Apartment
    Booking.com
    From
    $176
  • Brand New Apartment in Portland's Cultural District
     Home/Apartment
    HolidayLettings
    From
    $331
  • Pelicanstay at Portland University
     4-star Home/Apartment
    Booking.com
    From
    $74
  • Comfy Room King Bed Downtown/Pearl Dist
     Home/Apartment
    HolidayLettings
    From
    $96
  • Stay Alfred at Nexus PDX
     Home/Apartment
    Booking.com
    From
    $75
  • Sleek townhome w/patio - walk to amazing restaurants, breweries, trails & shops!
     2br Home/Apartment
    HolidayLettings
    From
    $193

Check prices for these upcoming dates

Portland Vacation Rentals with Wi-Fi

  • Middle of NW District wParking Pass
    ExcellentHome/Apartment
    Airbnb
    From
    $158
  • 5th Ave Townhouse
    Excellent4br Home/Apartment
    Airbnb
    From
    $466
  • Gorgeous, spacious downtown condo
    Excellent3br Home/Apartment
    Airbnb
    From
    $418
  • Portland International Guesthouse - Room 1
    ExcellentHome/Apartment
    Airbnb
    From
    $99

Portland Pet-Friendly Vacation Rentals

  • Boutique-Hotel Style Apt. - Certified with City.
    Good-1br Studio
    HolidayLettings
    From
    $155
  • Tiny House in Alameda/Alberta Arts ~ Dog Friendly
     Home/Apartment
    HolidayLettings
    From
    $197
  • NEW LISTING! Dog-friendly, mid-century modern home w/ private sauna & gym
     3br Home/Apartment
    HolidayLettings
    From
    $347
  • Private Floor in Historic Mansion, On the River With Views, 2 Master BR w/ Bathr
     2br Villa
    HolidayLettings
    From
    $260

Portland Travel Guide

Getting There

Flying There

Fly straight into Portland International Airport. There’s a train that runs between the airport and downtown and it only takes around 30 minutes.

Bus and Train

Greyhound and Amtrak both run to Portland from multiple cities over the US.

Weather & Climate

During the months of May to August, Portland enjoys warm weather perfect for outdoor activities and strolling around town. In May and June make sure to catch the Portland Rose Festival´s parades, rides, and fireworks.

Things to Do & Attractions

Portland is located in the northwest corner of the state of Oregon in the rainy but beautiful Pacific Northwest.

The city is lined by the Columbia River and enjoys great access to natural reserves such as Silver Star Scenic Area, and Mt. Hood National Forest where you’ll find great adventures like hiking and camping, as well as resorts like the Lost Lake Resort for even more fun times.

Downtown Portland should be the first place to visit for newbies because it offers a wide variety of lively restaurants, bars and boutiques in a walkable and friendly area. The Pearl District and Old China Town have also turned into areas filled with galleries, eateries, and just all-around great places to enjoy Portland ́s friendliness and culture.

Where to Stay

The city is split up into distinct districts, each with something new and exciting to offer. Travelers should take this into consideration when deciding where to book a Portland vacation rental.

The Pearl District is where the main galleries are located, as well as a range of eateries and cultural institutions. The cobblestone streets and loading docks hint towards the area's industrial past. Portland's downtown is compact, which means almost everything is within walking distance. Pioneer Courthouse Square sits in the center, and is a great place to sit and simply watch the world go by. Rentals in Portland here are in the heart of it all, ranging from trendy hotels and private apartments. Old Town Chinatown is where the majority of the entertainment is, as well as home to the famous Portland Saturday Market. Other noteworthy locations for vacation homes are the Lloyd District, Northwest Portland, Central Eastside, and the Alberta Arts District.

Events

The Portland Jazz Festival is the city’s most famous event and draws thousands of jazz fans annually. Other top events include the Portland Mardi Gras, and America’s Largest Antiques and Collectible Show.

Nightlife

Known for its young, fun crowd, you’ll never run out of nightlife options when in Portland. Some of the best spots in the city include Driftwood Room, Multnomah Whiskey Library, and Doug Fir Lounge.

Food & Drink

Portland is home to some of the coolest bars and restaurants in the United States. The city is oozing creativity, and you can find everything from Jamaican jerk chicken food trucks through to intimate ramen restaurants.

Art & Culture

As the biggest city in the state of Oregon, Portland is a mecca of things to do and see. The city is packed with culture, from music and theater performances to museums and art galleries. The Museum of Contemporary Craft, the Oregon Historical Society, and the Portland Art Museum are all worth visiting -- not to mention the Shanghai Tunnels where visitors can delve into the city's historic underbelly. For book lovers, the City of Books is an impressively big bookshop.

Head to Powell's City of Books where you can find over one million books and enjoy a great cup of coffee at the same time or visit the stunning Lan Su Chinese Garden is built in the style of the Ming Dynasty and is a paradise to discover. While in town,be sure to visit Portland’s Saturday Market for open-air arts, crafts, food, produce, and live music.

Family Activities

Take the kid’s to the area's signature green space, Washington Park. As well has having towering trees and plenty of picnic spots, it is also home to a zoo, two museums and a rose Japanese garden, all easily accessible by the MAX light rail.

The Portland Japanese Garden is a lovely way to spend the afternoon and provides fun for all the family. The space includes an authentic Japanese tea house, intimate walkways and bubbling streams. Nearby is the International Rose Test Garden, set high above the city and providing beautiful views over Portland. The space features more than 10,000 roses, and is a must-see when the flowers are in bloom. The Tom McCall waterfront park is another popular spot which lines the banks of the Willamette River.

Price and Availability in Portland

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The cheapest day to stay at a vacation rental in Portland tends to be Tuesday, while the most expensive day tends to be Saturday. Vacation homes in Portland tend to be busiest on Saturdays, while it tends to be much quieter on Tuesdays.
The most expensive month to stay in a vacation rental in Portland is in July, while the cheapest month is in January. The most popular time to book a vacation rental in Portland is in the high season in July. Portland has its low season in January, when less people are visiting and the vacation home occupancy rate drops.

The Weather in Portland

Rainy days
56° 26°
3
50° 20°
4
73° 20°
2
76° 34°
2
87° 37°
2
96° 45°
1
90° 50°
1
97° 50°
1
88° 37°
4
70° 24°
2
67° 21°
2
62° 26°
5
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
Rainy days

This climate histogram shows you the weather patterns in Portland. The warmest months in Portland are May and July, when temperatures reach 97 ˚F. The coolest month is October, when temperatures drop to 20 ˚F. The wettest month in Portland is January with 4.66 inches of rain, while the driest month is May with 0.59 inches of rain.

What Expert Travelers Think

  • — Packed full of information, from the best time of year to visit (I love NYC in Spring) to top tips from locals, All The Rooms provides the best accommodation, whether you are looking to enjoy your first time visit to New York or want to experience a new location

    Jaz
    JazThe Life of a Social Butterfly
  • — I love All the Rooms because instead of having to check one place for home rentals, another for hotel, another for bed and breakfasts, and yet another for a room rental in a private residence, I can finally see EVERYTHING at one site; saving me considerable time

    Jeff Campbell
    Jeff CampbellMiddle Class Dad
  • — I love that AllTheRooms has everything in one place when I need to find accommodations that fit my family. Plus it provides all the details I need to help me make the best choice. I often recommend AllTheRooms to friends and family visiting NYC and they agree that it’s a great. Such a time saver!

    Monica
    MonicaNYCTechMommy

Vacation Rentals in Portland

Browse rentals from all your favorite providers including Airbnb, Priceline, Agoda and others at AllTheRooms.com. AllTheRooms has 4,724 rentals, hotels and other great places to stay while you enjoy Portland, with everything from budget hostels and homestays to luxury Airbnbs and hotels. For those trying to keep costs down, the lowest priced place to stay in Portland comes in at $10 per night. A typical accommodation in Portland costs on average $135 a night.

If you need to stay connected during your trip, then you can choose from over 2,826 accommodations in Portland that have WiFi. 296 places to stay include a breakfast. Choose from 132 places to stay that provide gym options, so you don't miss a single workout. If you're planning on getting to Portland by car, be sure to choose from 2,596 accommodations that provide parking. We have 96 accommodations that have a pool or jacuzzi.

Those traveling with a cat, dog or some other animal can stay in one of 468 accommodations that are designated as pet-friendly.

We combine a wide variety of Portland accommodations including vacation rentals, home stays, hostels and other unique places to stay into one easy search. We show results from more than 5 providers, including 2,647 places to stay from Airbnb, 87 accommodations from Priceline and 33 places to stay from Agoda.

3,538 accommodations in Portland have been reviewed; 88% are rated highly. You can instantly book any of 1,081 places to stay right now.

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