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Vacation rentals in Portland

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Top-rated vacation rentals in Portland

Guests agree: these stays are highly rated for location, cleanliness, and more.

Rental unit in Northeast Portland
Historic Mississippi - Live Music & Local Shops
Welcome to the heart of Mississippi St, where everything is at your doorstep! Step out of the front door and you'll find yourself in the middle of endless restaurants, coffee shops, bars, and so much more. With all these options just a few blocks away, you'll never run out of things to do. When it's time to relax, enjoy the massive 4K HDTV, cook an amazing meal in the spacious kitchen. Whether you're a solo traveler or on a romantic getaway, this is the perfect retreat in the heart of PDX.
$110 per night
Rental unit in Buckman
Perfect Hawthorne Micro By Top Shopping & Dinning
Located in the heart of the heart of the Hawthorne District, you'll walk to some of Portland's best restaurants, cafes, bookstores, brew-pubs, distilleries, vintage store, and so much more! If you want to check out another area of Portland, My place is just over a mile from the West side via bike, walking, or quick bus service. With plenty of space for you and a partner, this Micro apartment has everything you need as a home base before getting out to explore Portland!
$91 per night
Rental unit in Woodstock
The Perfect Flat ~ Vintage Shops & Reed College
Experience Portland in style with our recently updated, 1 bedroom apartment! This chic and fun space features vibrant colors and fun wallpaper, creating the perfect backdrop for your trip. The spacious layout is perfect for couples, with plenty of room to relax and watch a movie together. And, with its convenient location next to the main arteries of SE Portland, you'll have easy access to everything the city has to offer. Don't miss out on the perfect trip - book now!
$89 per night

Airbnb-friendly apartments

Planning to spend more time in the Portland area? You can rent a place to live and host it part-time with Airbnb-friendly apartments.

Airbnb-friendly apartments

Planning to spend more time in the Portland area? You can rent a place to live and host it part-time with Airbnb-friendly apartments.

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Browse apartments for rent in our partner buildings that allow you to host.

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Host part-time when you travel or during local events to earn extra money.

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Explore Portland

Stay near Portland's top sights

Oregon Zoo525 locals recommend
Powell's City of Books977 locals recommend
Moda Center204 locals recommend
Washington Park326 locals recommend
Washington Square162 locals recommend
Lloyd Center114 locals recommend

Other great vacation rentals in Portland

Rental unit in Ladd's Addition
1892 Bohemian Dream Studio in Ladd's Addition
$90 per night
Rental unit in Buckman
Modern Hawthorne Studio - Food Carts & Local Shops
$99 per night
Rental unit in Northwest Portland
The Retrouvailles Suite ~ Espresso & Craft Brews
$121 per night
Rental unit in Northwest Portland
The Trésor Suite ~ Cold Brew & Craft Beers
$120 per night
Rental unit in Portland
Urban Cabin Studio ~ Breweries & Local Eateries
$87 per night
Rental unit in Mt. Tabor
Mt Tabor Retreat ~ Local Eateries ~ Shops ~ Bars
$123 per night
Rental unit in Buckman
Comfy SE Portland Apartment - Great Eats/Bars
$125 per night
Guesthouse in Central Northeast Portland
Casa Chica PDX
$77 per night
Rental unit in Portland
Glamourous Old Hollywood Apartment ~ 92 WalkScore
$91 per night
Rental unit in Buckman
Sun-Filled Buckman Studio!
$108 per night
Tiny home in Northeast Portland
The Tiny Oasis Steps to Local Coffee & Restaurants
$82 per night
Guest suite in Central Northeast Portland
Cozy Studio In NE PDX (Cully/Beaumont-Wilshire)
$69 per night

Your guide to Portland

All About Portland

Nestled on the Columbia and Willamette rivers in the shadow of Mount Hood, Portland is an outdoorsy city with plenty of indoor attractions to keep you busy year-round. While the city has a tendency to see more rain than the national average, Oregon’s cultural capital makes up for the grey skies with thriving theater, art, and music scenes, and its impressive dining scene has been the subject of multiple national television shows.

Portland has an eclectic mix of neighborhoods: Downtown and the Pearl District offer higher-end shopping and dining options alongside the city’s iconic independent bookstore; art galleries and indie cinemas are dotted along the Northwest, Hollywood, and Alberta areas; historic architecture abounds in Old Town and Chinatown; and the hip Southeast caters to those looking for vintage finds, record shops, casual eateries, and microbreweries.

On clear days — or if you packed the prerequisite waterproof gear — there are 275 public parks for outdoor exploring, plus the nearby mountains, beaches, and gorges for day trips. Whatever you do, be sure to pop into one of Portland’s famous food cart pods, where you can sample the international cuisine, sip microbrews, and dine alfresco throughout the city.

The best time to stay in a vacation rental in Portland

With its warm weather and lighter than average rainfall from June to August, the city's vibrant outdoor scene really kicks into high gear in summer. These months offer the opportunity to dine and socialize outdoors and a number of exciting festivals also take place during this time. This lovely weather stretches into the early fall months, making September and October great times to visit Portland and spot the changing leaves. The colder rainy season starts in mid-October and stretches through winter into spring, but take a cue from the locals and pack a pair of rain boots and waterproof layers.

Top things to do in Portland

Pittock Mansion

This stunning French Renaissance-style mansion was built in 1914 by a wealthy couple from England who owned Portland’s largest newspaper. Take a guided tour or wander on your own through the 46 period rooms which contain the beautiful antique artwork and furniture collected by the original owners. Outside the main home, there are 40 acres of grounds and other buildings to explore. If you visit around the winter holidays, you’ll find lovely decorations and special events for the whole family.

Portland International Rose Test Garden

Home to over 610 varieties of roses, this garden is the oldest rose test garden in the country. During World War I, roses from around the world were sent here for safekeeping and testing. Today, you’ll find more than 10,000 rose bushes in bloom at peak season between April and October. Check the calendar for all kinds of events throughout the year like classical music performances and plays.

Portland Japanese Garden

The Portland Japanese Garden was created with the purpose of being a symbol of peace between the United States and Japan in the post-World War II realm, and its calming aroma does just that. Spanning 12 acres, you’ll find a cultural village modeled after traditional Japanese architecture that features a waterfall, ponds filled with koi fish, bonsai plants, sand gardens, and a plethora of walking paths. While lovely to visit all year, it’s particularly beautiful in the fall when the leaves change. Stop by the tea house, cafe, and gift shop before you leave.

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