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.

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Top guest favorite
A modern living space features a teal sectional sofa adorned with vibrant throw pillows. A glass coffee table rests atop a textured rug, and the kitchen showcases wooden cabinetry and stainless steel appliances, with natural light enhancing the atmosphere.
Home in Ladd's Addition
5 out of 5 average rating, 221 reviews

New Home Near it All on Division w/ EV Charger

Welcome to The Eloise — a bright, art-filled home centrally-located in the bustling Division/Clinton district of SE Portland. This beautiful ADU has it all. A suite with king bed & bathroom with a luxurious shower; workspace w/ speedy wi-fi; lounge; two TVs a full kitchen, & EV charger. Premium amenities & local treats await you. Tucked into a quiet street just off Division, you’re within walking distance to restaurants, shops, bars, venues, bus & TriMet lines & a 5-minute drive to Downtown.

Top guest favorite
A serene pathway is viewed, meandering through lush greenery. A carved feature rests atop a tree stump on the left side, adding an artistic touch. Sunlight filters through the dense canopy, creating a peaceful and natural atmosphere.
Place to stay in Forest Park
4.97 out of 5 average rating, 104 reviews

Forest Lodge Nature Lookout 15 min to downtown

Cedar Lodge is a chalet cabin lookout on the North summit of Forest Park. Privately located in a wilderness sanctuary only 15 minutes by car to PDX city center & 10 minutes to Linnton, Bethany, Hillsboro and St Johns. Arrive & unwind in an elevated private spa overlooking a forested canyon. Relax with a campfire under stars & towering 300 year old Doug Firs while serenaded with world famous Pacific chorus tree frogs. Then retire to a comfortable night’s sleep, courtesy of a Tuft & Needle bed.

Top guest favorite
The exterior of a two-story studio is framed by lush greenery and trees. The building features a spiral staircase leading to a private balcony with black railings. A shared garden area is visible below, with a hammock and various plants around the space.
Guesthouse in Piedmont
4.98 out of 5 average rating, 220 reviews

Spacious, bright garden studio on Peninsula Park

Explore the world-class restaurants, coffee shops and bars in the nearby Williams and Mississippi districts. Take a stroll around the award winning (and oldest) rose garden in the City of Roses across the street in Peninsula Park. At home, this second story studio has extra space in the meditation loft, a full kitchen, fast internet, and projector for streaming. Enjoy your private deck over the shared garden with hammock and H/C outdoor shower. Bus and train nearby with ample on-street parking.

Top guest favorite
The exterior of the home is highlighted by contemporary design elements and a clean white facade. A flowering tree adds a touch of color, while large glass doors invite natural light into the living area. Surrounding landscaping is thoughtfully arranged with minimalistic plantings.
Guesthouse in Arbor Lodge
4.99 out of 5 average rating, 527 reviews

Accessible, AIA-Award Winning, Urban Garden Oasis

A nurturing place with abundant light, garden views, & access to the best Portland food. “The best Airbnb I’ve ever stayed in!” - frequent guest comment. - American Institute of Architects Award to designer Webster Wilson - Upscale amenities & European fixtures - Quiet NoPo neighborhood tree-lined street, minutes from downtown - Fully equipped kitchen w/ fresh local coffee - Indoor & outdoor dining - See photo captions for more details - Trained Service Animals welcome; no pets nor ESAs

Top guest favorite
The living area showcases a light-filled space with polished concrete floors and a cedar tongue-and-groove ceiling. A comfortable sofa and coffee table are arranged on a colorful rug, while a flat-screen TV is positioned against a white wall. Large windows provide views of the outside greenery.
Guest suite in Richmond
4.97 out of 5 average rating, 411 reviews

Walk to Se Division from a Sleek, Architect Designed Space

My wife, Raechel, and I originally designed and built this ADU ( accessory dwelling unit ) with the intention of living there full time, but due to a change of plans, it's available to you. The space was designed by Buckenmeyer Architecture, and was constructed by me. Our space features many unique elements such as: burnt cedar siding, 16' multi-slide window wall (please open and close slowly), and moveable cedar slat screens/ We hope you enjoy the space and neighborhood as much as we do!

Guest favorite
Double glass doors open to a welcoming living area, adorned with greenery visible through a large window. Natural light flows into the space, highlighting a mix of seating arrangements and warm wood tones throughout the room.
Guest suite in North Tabor
4.92 out of 5 average rating, 441 reviews

Modern Private Bungalow, king bed, soaking tub

Really quiet, private, 1 story, fully renovated modern apartment with secluded outdoor seating area, large soaking tub for 2, and separate shower. The apartment is a short walk to public transit to airport and downtown MAX line. GREAT FOR: Couples or individuals looking for a quite relaxing stay. Unusually quiet and private for Portland. No neighbor's windows looking into apartment, or outdoor patio space. NOT FOR LOUD PEOPLE/ GROUPS: Only mature, respectful guests to stay in my home.

Top guest favorite
The living area features a soft brown sofa adorned with patterned cushions, situated on a neutral-toned area rug. Two stylish chairs with orange accents flank the sofa. Warm light is provided by two lamps, enhancing the cozy atmosphere of the room.
Guest suite in Cedar Mill
4.99 out of 5 average rating, 123 reviews

Jason & Susie's private guest suite w/ kitchenette

Located in NW Portland, our space is in a quiet neighborhood, next to a park and tennis courts. We are 7 minutes from the Nike Headquarters, 2 minutes from Columbia Sportswear Headquarters, and 15 minutes from Intel, making it a perfect stay for your business needs. We are within walking distance to a grocery store, pubs, small restaurants, and the Saturday Cedar Mill Farmers Market. Close by is the entrance to Forest Park, one of the largest urban parks, with 80 miles of trails.

Top guest favorite
A sunlit sunroom features large windows overlooking greenery, creating a bright space. A dark cushioned seating area is positioned against the window, complemented by a rectangular table. A patterned rug adds texture to the warm wood floor, enhancing the room's inviting atmosphere.
Guest suite in Westmoreland
4.97 out of 5 average rating, 560 reviews

A sunny separate studio w/skylights

Your own modern large studio on 2nd floor with separate entrance, full kitchen, sunroom, skylights, 14-foot ceiling, balcony, desk, full bathroom, washer/dryer, dishwasher, gas stove, lots of windows. All this in a vibrant neighborhood, short walking distance to multiple coffee shops, restaurants, a single-screen movie theater, the light rail station, an open-late grocery store, a small park with a salmon run. One mile to Reed College, where Steve Jobs took a calligraphy class.

Top guest favorite
The guest home is set behind a picturesque entrance adorned with an elegant gate and carefully arranged greenery. Paved stone pathways guide visitors through the lush surroundings, leading to the welcoming facade of the home, seamlessly integrated with the tranquil, tree-lined environment.
Guest suite in Portland
5 out of 5 average rating, 528 reviews

IndigoBirch: Luxurious Zen Garden Retreat: Hot Tub

Look no further- as a member of The IndigoBirch Collection™️, our guest home stands as a top-tier experience on Airbnb. Located two blocks away from Reed College, IndigoBirch is nestled on a quiet tree-lined street in the highly desired & historic neighborhood of Eastmoreland. Our location is perfect for the adventurer looking to explore Portland. The guesthouse is two blocks away from public transportation, 12 minute drive to downtown Portland, and 20 minutes to PDX Airport.

Top guest favorite
The cottage exterior is nestled within lush greenery, featuring a textured, light-colored stucco façade and a distinctive triangular roof. Surrounding plants and stones create a serene landscape, complemented by wooden steps leading to the entrance, enhancing the inviting and private atmosphere.
Guesthouse in Overlook
4.97 out of 5 average rating, 426 reviews

The Green Door PDX: A European Inspired Cottage.

A bolthole created from passion by Kaemingk Collection, The Green Door PDX was designed to provide a unique respite from the energy of Portland while being conveniently located only minutes from downtown and popular shopping/eating districts. We have taken queues from Europe and built a traditional field cottage tucked into the landscape at the front of the property and surrounded it with mature greenery for an inviting welcome and ultimate privacy for our guests.

Top guest favorite
A modern garden retreat with sleek black exterior features a welcoming entrance framed by natural greenery. Concrete pathways lead to a patio area with seating, and large windows invite light into the space. The surrounding wooden fence provides privacy in a serene outdoor setting.
Guesthouse in Foster-Powell
4.99 out of 5 average rating, 379 reviews

Award-Winning Guest House with Private Entrance

Featured in Dwell Magazine; Winner of “Best Whole House Design” by Oregon Home Magazine, this spacious urban garden retreat has one-bedroom with a luxurious king bed, full bathroom, and fully equipped kitchen. Tucked away in a tranquil urban oasis, the space is filled with natural light and boasts a private garden entrance. Wake up refreshed in the crisp, white bedroom and slide open the rustic barn door for a coffee on the patio of this zen retreat.

Top guest favorite
The exterior of a guesthouse is shown, featuring a charming wooden facade and large windows. A private outdoor patio is surrounded by lush greenery, including vibrant plants like a red maple and bamboo. A small round table with wooden chairs invites outdoor relaxation.
Guesthouse in Overlook
5 out of 5 average rating, 316 reviews

Colorful, spacious, light-filled guesthouse on MAX

Welcome to Juniper House! We designed our backyard guesthouse to be a bright, cozy loft, full of sunlight, exposed wood, tasteful furnishings and colorful finishes. Enjoy a private, 600-sq-ft space with an outdoor patio in a quiet, close-in Portland neighborhood, just blocks from light rail and within walking distance to a wide variety of great restaurants and watering holes. Perfect for couples and longer stays.

Popular amenities for Portland vacation rentals

When is the best time to visit Portland?

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Avg. priceG$20,292 GYDG$20,501 GYDG$20,919 GYDG$20,919 GYDG$21,756 GYDG$23,011 GYDG$23,430 GYDG$23,639 GYDG$21,965 GYDG$21,338 GYDG$20,919 GYDG$20,919 GYD
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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.

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.

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 300 condo rentals, over 2,800 house rentals to over 1,170 apartment rentals, we've got you covered.

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

    Yes! Work meets play with ease at over 3,710 vacation rentals in Portland featuring dedicated workspaces. Stay connected and productive in your home away from home.

Quick stats about vacation rentals in Portland

  • Total vacation rentals

    Explore 6,380 vacation rentals in Portland

  • Verified guest reviews

    Over 589,230 verified reviews to help you choose

  • Family-friendly vacation rentals

    2,660 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 2,140 rentals that welcome pets

  • Vacation rentals with a pool

    190 properties feature pools

  • Rentals with dedicated workspaces

    3,890 properties have a dedicated workspace

  • Wi-Fi availability

    6,300 of Portland vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Self check-in, Gym, and BBQ grill across Portland rentals

  • 4.8 Average rating

    Portland stays are highly rated by guests—averaging 4.8 out of 5!

  • Nearby attractions

    Portland's top spots, include Moda Center, Oregon Zoo, and Powell's City of Books

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