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.

Guest favorite

Yurt in Portland

4.99 out of 5 average rating, 1191 reviews

Garden Home Backyard Yurt Experience

Our cozy-comfy 4 season yurt is nestled under majestic trees on a beautifully landscaped 1/3 acre. Located in a quiet, safe SW Portland neighborhood with a park, hike/bike trail a block away. We are 6 miles from downtown, with beaches, gorge and Mt. Hood accessible for day outings. 2017 brought major upgrades including a full kitchen, a natural gas fireplace and complete electrical service. The guests full bathroom is located in the home's utility room a short lighted pathway walk from the yurt.

Dec 31 – Jan 7

G$18,466 GYD per night
Guest favorite

Guest suite in Troutdale

4.97 out of 5 average rating, 750 reviews

Amazing VIEW & Private Entry/Jetted Tub near Falls

Enjoy relaxing NO CHORES TO DO beautiful view from private balcony and bedroom! Comfy King size bed, walk- in closet, writing desk and 2 chairs. TV and WiFi . Only 17 minutes drive from the Airport and super close to many waterfalls,hiking trails and 4 minutes to Edgefield, 5 miles from Blue lake, a few minutes from Multnomah Falls, Bridal Veil Falls, and so many others Gorge falls and hiking trails, Columbia river adventures. it is located in safe neighborhood. Ask about a romantic package!

Dec 19 – 26

G$27,750 GYD per night
Superhost

Cabin in Corbett

4.84 out of 5 average rating, 137 reviews

The Pines & Cherries Cabin Retreat in the Gorge

Enjoy quiet personal time or a romantic getaway at this cozy and rustic Columbia River Gorge log cabin, located in the woods just 25 mins from the PDX. Fill your days with hiking, berry picking or fishing. Then curl up by the fire in an intimate setting, listen to the birds from the front porch, or get your best writing done at the vintage desk! Supplies of tea, coffee and chocolate provided. Queen size bedroom loft with a trundle bed downstairs. Amenities include indoor shower and kitchenette.

Dec 13 – 20

G$23,954 GYD per night

Popular amenities for Portland vacation rentals

Stay near Portland's top sights

Oregon Zoo524 locals recommend
Moda Center204 locals recommend
Powell's City of Books976 locals recommend
Washington Park326 locals recommend
Washington Square162 locals recommend
Lloyd Center111 locals recommend

Other great vacation rentals in Portland

Guest favorite

Guest suite in Milwaukie

4.98 out of 5 average rating, 252 reviews

Light Filled Garden Studio

Aug 5 – 12

G$21,761 GYD per night
Guest favorite

Guesthouse in Portland

4.98 out of 5 average rating, 803 reviews

Cozy Portland Studio Apartment

Dec 3 – 10

G$15,227 GYD per night
Guest favorite

Loft in Portland

5.0 out of 5 average rating, 275 reviews

Ash Street Loft- Urban chic, walk to downtown

Nov 16 – 23

G$18,390 GYD per night
Guest favorite

Guesthouse in Portland

4.97 out of 5 average rating, 443 reviews

Private & Cozy Casita

Aug 4 – 11

G$20,866 GYD per night
Superhost

Apartment in Northwest Portland

4.86 out of 5 average rating, 411 reviews

Bungalow Vibes in Nob Hill

Oct 19 – 26

G$23,096 GYD per night
Guest favorite

Apartment in Portland

4.96 out of 5 average rating, 404 reviews

Close-in, private Overlook retreat.

Feb 12 – 19

G$16,087 GYD per night
Guest favorite

Guesthouse in Portland

4.95 out of 5 average rating, 317 reviews

Rose City Garden Retreat-Monthly rental discount!

Nov 23 – 30

G$22,404 GYD per night
Guest favorite

Farm stay in Hillsboro

5.0 out of 5 average rating, 357 reviews

Oakwood Gardens Studio• Alpaca Farm •Wine Country

May 11 – 16

G$29,786 GYD per night
Guest favorite

Guest suite in Estacada

4.97 out of 5 average rating, 225 reviews

Countryside Private Guest Suite-Estacada Farmhouse

Sep 4 – 11

G$26,440 GYD per night
Guest favorite

Guesthouse in Portland

4.99 out of 5 average rating, 478 reviews

Spacious Guesthouse with Creative Style and Local Charm

Jan 5 – 12

G$24,678 GYD per night
Guest favorite

Guest suite in Portland

4.97 out of 5 average rating, 985 reviews

The Perch - Relax in style/Walkable Location!

Oct 25 – Nov 1

G$27,167 GYD per night
Guest favorite

Guest suite in Portland

5.0 out of 5 average rating, 105 reviews

Historic Goose Hollow Guest Suite

Sep 10 – 17

G$21,675 GYD per night

Quick stats about vacation rentals in Portland

Total rentals

7K properties

Rentals with dedicated workspaces

4K properties have a dedicated workspace

Rentals with a pool

200 properties have a pool

Pet-friendly rentals

2.1K properties allow pets

Family-friendly rentals

2.7K properties are a good fit for families

Total number of reviews

565K reviews

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.

Frequently Asked Questions

  • How is the weather in Portland?

    Portland has a moderate oceanic climate with cool, rainy winters and warm, dry summers. Average high temperatures in summer are around 80°F (27°C) and in winter, it's usually about 46°F (8°C). Throughout the year, expect regular rainfall, but snow is rare.

  • What are some of the best things to do in Portland?

    In Portland, you can stroll through the serene Lan Su Chinese Garden, explore the food truck scene for diverse culinary experiences, or bike along the Waterfront Park for stunning river views. Visiting the Oregon Museum of Science and Industry is also frequently suggested.

  • What is the best time of year to visit Portland?

    Summer months, between June and August, are often recommended for visiting Portland due to pleasant weather. This time coincides with the Portland Rose Festival, a popular local event that celebrates the city's floral abundance with parades and dragon boat races.

  • What are the best places to stay in Portland?

    Pearl District is a popular area for its art scenes and shopping spots. Alberta Arts District is also often recommended for its vibrant street art and eclectic shops. Northwest District, with its Victorian houses and trendy restaurants, is another area people often choose to stay.

  • What are the best places to visit in Portland?

    Frequently suggested places in Portland include Powell's City of Books, the largest independent new and used bookstore in the world; the International Rose Test Garden with more than 500 varieties of roses; and the Oregon Zoo, known for its conservation efforts.

  • What are some hiking trails in Portland?

    Popular hiking trails in Portland include the Wildwood Trail in Forest Park, which provides a lush, forested escape right in the city, and the challenging Pittock Mansion hike that rewards with panoramic views. The easy, family-friendly hike at Hoyt Arboretum is also often recommended.

  • What are some family activities to do in Portland?

    Families can explore the interactive exhibits at the Oregon Museum of Science and Industry, have fun at the Portland Children's Museum, or enjoy nature at the Portland Japanese Garden. Connecting with native wildlife at the Oregon Zoo is also a popular choice.

  • What are some of the best day trip ideas in Portland?

    Venture out of the city to explore the stunning Columbia River Gorge, about 30 miles (48 km) away, where you can hike the scenic trails or take a drive along the historic Columbia River Highway. Another option is to spend the day in the Willamette Valley, around 50 miles (80 km) south of Portland, renowned for its local food produce and vineyards. If you're a fan of the beach, the charming coastal town of Cannon Beach, about 80 miles (130 km) west, is worth a visit.

  • What types of vacation rentals are available in Portland?

    Uncover the perfect home-away-from-home with our diverse selection of vacation rentals in Portland. From over 2,980 house rentals to over 10 houseboat rentals, we've got you covered. For even more variety, explore our Airbnb Categories to find the ideal space for your getaway.

  • Are there vacation rentals with a dedicated workspace in Portland?

    Yes! Work meets play with ease at over 3,980 vacation rentals in Portland featuring dedicated workspaces. Stay connected and productive in your home away from home.

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