Portland homes

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Top-rated vacation rentals in Portland

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

Condo in Northwest Portland
pet friendly Pearl condo right on the river
Pet friendly with approval.Riverview! upscale ground floor condo for a booking of a month or longer at McCormick Pier. Book 31 nights or more and you pay no city tax (You’ll save est $600). A dog walking/ foot path steps away. Easy Access to metro, OSHU, RiverWalk,Trains. Patrolled security,Designated Covered parking space. NOTE: Portland, like most coastal cities, is experiencing home deprived encampments. In the Old Town area this is most apparent near the burnside bridge and train station.
$69 per night
Guest suite in Northeast Portland
Mississippi SkyNest
Enjoy your own private suite in North Portland, two blocks off trendy Mississippi Ave. 5 minutes to downtown Portland, and 20 min to the airport, and shops, restaurants, breweries all within walking distance! My home has no pets at the moment and children on the main floor, but you have your own entrance and deck to create privacy and tranquility. I am so excited to share our master suite with you and offer suggestions on request for all the wonderful things Portland has to offer!
$86 per night
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Guest suite in Portland
Walkable new home by Hawthorne - Cute and cozy
Our house is located in the heart of the eclectic Hawthorne District, within walking distance to some of Portland's best restaurants, cafes, bookstores, brew-pubs, distilleries, craftspeople, and just over a mile from downtown via bike, walking, or frequent bus service.
$65 per night
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Vacation rentals for every style

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Stay near Portland's top sights

Photo of Hoyt Arboretum
Hoyt Arboretum146 locals recommend
Photo of Esther Short Park and Playground
Esther Short Park and Playground46 locals recommend
Photo of Portland Japanese Garden
Portland Japanese Garden1,013 locals recommend
Photo of Pittock Mansion
Pittock Mansion622 locals recommend
Photo of Forest Park
Forest Park941 locals recommend
Photo of The Grotto
The Grotto138 locals recommend

Portland vacation rentals

Guest suite in Northeast Portland
✧ Chic Suite in Central PDX w/ Comfy King Bed ✧
$44 per night
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Rental unit in Northeast Portland
The Sullivan's Gulch Retreat ~ 94 Walk Score
$69 per night
Guesthouse in Woodstock
Woodstock Tiny House
$60 per night
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Rental unit in Woodstock
The Perfect Retro Portland Retreat ~ Vintage Shops
$76 per night
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Guest suite in Central Northeast Portland
Cozy Studio In NE PDX (Cully/Beaumont-Wilshire)
$58 per night
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Guest suite in Portland
Sweet Bed/Bath Suite with Private Entrance
$50 per night
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Guest suite in Central Northeast Portland
Cedar Grove
$75 per night
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Private room in Northwest Portland
Comfy Room in Eclectic Victorian-Fabulous Location
$39 per night
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Rental unit in Ladd's Addition
A Bohemian Paradise - Walk to Hawthorne/Division
$85 per night
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Guest suite in Northeast Portland
Contemporary Apartment in Alberta Arts District
$73 per night
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Rental unit in Northwest Portland
NW Portland Studio
$74 per night
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Guesthouse in Northeast Portland
✦ Luxe-Glam Garden Cottage in Central PDX ✦
$63 per night
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Portland condos

Private room in Milwaukie
Cute studio with a garage in convenient location
$50 per night
Condo in Northwest Portland
Big Tastefully Furnished Well-Lit Downtown Studio
$55 per night
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Condo in Northeast Portland
Lovely Waterfront 2 br Condo w Views, Rooftop Deck
$108 per night
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Condo in Northwest Portland
Perfect Portland Place
$106 per night
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Condo in Northeast Portland
Walk to Live music, Restaurants & Hip Bars!
$76 per night
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Condo in North Portland
New Modern N. Portland Apt w/ Top Floor Views!
$76 per night
Condo in Northeast Portland
Modern studio steps from everything
$54 per night
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Condo in Northwest Portland
Riverfront Condo with pool & hot tub!
$140 per night
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Condo in Northwest Portland
Riverside 1BR Condo w View, Close to Everything
$97 per night
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Condo in North Portland
New Modern N. Portland Apt w/Firepit Courtyard! #3
$66 per night
Condo in Pearl
The Pinnacle in The Pearl
$105 per night
Condo in Southwest Portland
Modern Top Floor Condo w/Mountain & River Views
$106 per night
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Portland apartments

Rental unit in Buckman
Stylish Hawthorne 1BR w 90 WalkScore
$100 per night
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Rental unit in Northeast Portland
Hipster Vibe Apartment - Food Carts & Live Music
$82 per night
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Rental unit in Northwest Portland
The Etourdissante Suite - Forest Park & Local Eats
$91 per night
Rental unit in Buckman
The Madison Farmhouse ~ Vintage Shops & Espresso
$78 per night
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Rental unit in Northeast Portland
Sullivan’s Gulch Charmer, close to EVERYTHING!!!
$35 per night
Rental unit in Northwest Portland
The Retrouvailles Suite ~ Espresso & Craft Brews
$89 per night
Rental unit in Northeast Portland
The Garden Bungalow on Broadway ~ 94 WalkScore
$85 per night
Rental unit in Buckman
Quirky Micro Apt - Foodies, Artists, Coffee Lovers
$83 per night
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Rental unit in Ladd's Addition
Ladd's Addition Bohemian Paradise Spacious Studio
$75 per night
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Rental unit in Portland
Beautiful Studio in Walkable Foodie Heaven
$52 per night
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Rental unit in Portland
Urban Cabin Studio ~ Breweries & Local Eateries
$83 per night
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Private room in Laurelhurst
Ambitious substructure private room in Laurelhurst
$41 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.


When is 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.


What are the 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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