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
Guest suite in Troutdale
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!
Oct 22 – 29
$116 per night
4.97 out of 5 average rating, 747 reviews
Guest favorite
Guesthouse in Portland
Woodstock Tiny House
Detached, very small (300 sq ft) guest house in the Southeast Portland neighborhood of Woodstock. Lots of walkable eateries as well as New Seasons and Safeway within a 5 minute walk. Close to Reed College, Woodstock Village, Springwater Trail, Southeast Portland Neighborhoods, Public Transportation. You’ll love the location, the outdoors space, and the ambiance. Good for couples, solo adventurers, and business travelers. TV (Netflix enabled!), A/C (summer months), heat, coffee, fridge/freezer.
Aug 7 – 14
$62 per night
4.98 out of 5 average rating, 693 reviews
Guest favorite
Guesthouse in Portland
The Westmoreland Lighthouse - Private studio in SE
We've dubbed this stunning, newly constructed detached studio the "Lighthouse" because of the way natural light pours through the 550-square-foot studio's many windows and dances off its walls and vaulted ceilings. An open loft offers soothing views. We are tucked into the Westmoreland neighborhood's quiet residential area, but are only a five minute walk from more than 20 restaurants and entertainment features. Westmoreland Park, Reed College and downtown Portland are just minutes away by car.
Sep 22 – 29
$89 per night
4.97 out of 5 average rating, 532 reviews

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
Guesthouse in Portland
The Tiny Big Guest House
Oct 25 – Nov 1
$79 per night
4.94 out of 5 average rating, 409 reviews
Guest favorite
Cottage in Portland
Tucked Inn Cully
Dec 8 – 15
$105 per night
4.89 out of 5 average rating, 207 reviews
Guest favorite
Guesthouse in Portland
The Artist’s Nest
May 16 – 23
$91 per night
4.94 out of 5 average rating, 302 reviews
Guest favorite
Guest suite in Portland
Sellwood Garden Studio with Private Patio
Sep 2 – 9
$81 per night
4.95 out of 5 average rating, 259 reviews
Superhost
Apartment in Portland
Bungalow Vibes in Nob Hill
Apr 1 – 8
$83 per night
4.86 out of 5 average rating, 411 reviews
Guest favorite
Guesthouse in Portland
Little House near Alberta Arts
Oct 10 – 17
$99 per night
4.96 out of 5 average rating, 558 reviews
Guest favorite
Guesthouse in Portland
Casa Chica PDX
Jan 3 – 10
$79 per night
4.92 out of 5 average rating, 635 reviews
Guest favorite
Guest suite in Portland
Scandinavian-modern private studio
Feb 13 – 20
$74 per night
4.97 out of 5 average rating, 177 reviews
Guest favorite
Apartment in Portland
Modern Garden Apartment
Apr 17 – 24
$91 per night
4.95 out of 5 average rating, 167 reviews
Superhost
Cabin in Corbett
The Pines & Cherries Cabin Retreat in the Gorge
Nov 18 – 25
$99 per night
4.84 out of 5 average rating, 136 reviews
Guest favorite
Cottage in Portland
Cozy Vintage Cottage in the Woods
Dec 11 – 18
$109 per night
4.99 out of 5 average rating, 492 reviews
Guest favorite
Loft in Portland
Charming Studio in SE PDX
Sep 4 – 11
$79 per night
4.98 out of 5 average rating, 522 reviews

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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