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 spacious living area features a high ceiling and large windows that allow natural light to flow in. Comfortable seating is arranged around a wooden coffee table, with vibrant curtains framing the windows. A green potted plant adds a touch of nature to the room.
Home in Sunnyside
4.98 out of 5 average rating, 212 reviews

Hawthorne Area Artsy Home Away from Home

You’ll love our place because of its fantastic location! The Sunnyside neighborhood has been named one of the hottest in the country. We're close to so much: wonderful restaurants and pubs, Stumptown Coffee, McMenamin's movie theater and pub, grocery stores, beautiful parks. We're two miles from downtown with convenient public transportation. The comfortable, bright apartment has its own entry and kitchen is well-supplied. Our place is good for couples, solo adventurers, and business travelers.

Top guest favorite
A tranquil guest house is nestled alongside a serene river, framed by tall trees with autumn foliage. Sunlight filters through the leaves, illuminating the exterior of the house while reflecting off the calm water, creating a peaceful ambiance.
Guesthouse in Clackamas
4.97 out of 5 average rating, 253 reviews

Luxurious Riverfront GuestHouse, Sauna & HotTub.

Welcome to our Clackamas Riverfront Guest House—a peaceful riverside retreat blending rustic charm and modern comfort. Relax in your private hot tub and sauna, unwind by the fireplace, and enjoy stunning river views. Fish, kayak, or raft right from the backyard. Bedrooms include white noise machines and earplugs to help with normal traffic during commute hours on our scenic road. The guesthouse is attached but its own private unit with its own separate entrance and parking. Enjoy your stay!!

Top guest favorite
The open living area features vaulted wooden beams and large windows allowing natural light. A comfortable sofa and a pair of armchairs surround a coffee table on a colorful rug. In the background, the modern kitchen is visible, with sleek cabinetry and stainless steel appliances.
Home in Northeast Portland
5 out of 5 average rating, 101 reviews

Modern Home — Prime Alberta Arts

This new home is steps from lively Alberta Street, the heart of NE Portland. It's perfect for couples, business travelers, and anyone looking to explore Northeast, Portland's best neighborhood. Plush king-size bed, open kitchen and living room, 1.5 bathrooms, and private yard. Explore awesome restaurants, bars, and shops around the corner, while staying on a quiet residential street. This home is just 15 minutes from the airport, and close to downtown (transit friendly!). Hablamos español.

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
4.96 out of 5 average rating, 435 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!

Top guest favorite
A panoramic view of snow-capped Mt. Hood is framed by open double doors, providing a striking backdrop to the interior. The rustic dining area features wooden chairs and a table, while the floor is set with dark tiles that contrast with the scenic landscape outside.
Apartment in Sandy
4.99 out of 5 average rating, 421 reviews

Gorgeous Mt. Hood View, Ski, Hike or Mt.Bike

Welcome to Sandy Oregon, the Gateway to Mount Hood. This Luxurious cabin-feel home, custom built by top notch craftsman and designer, features breathtaking panoramic views of Mt. Hood and the Sandy River. The view is rated one of the best in the Northwest. Enjoy a glass of wine while sitting by the outdoor fire pit, take a short drive to Timberline Lodge for skiing or snowmobiling, go hiking in the Mt. Hood forest or Mountain Biking at world class "Sandy Ridge". Your options are unlimited!

Top guest favorite
A bright breakfast nook features a wooden table surrounded by wire chairs, illuminated by natural light from nearby windows. The wall displays a framed modern art piece along with various other artworks, complemented by potted plants and stylish light fixtures.
Home in Northeast Portland
4.94 out of 5 average rating, 331 reviews

Designer curated Mississippi home NO CLEAN FEE

Blocks away from Mississippi Ave, this darling designer/ curator owned home is the perfect base for your Portland adventures. Recently renovated, this 1927 home features old Portland charm, contemporary finishes and art covering most every wall. Walkable to everything that Portland is renowned for: restaurants, breweries, coffee roasters, music venues and shops. Minutes from City Center via very close public transportation, bike or car share. The basement in-law suite is owner occupied.

Top guest favorite
An open studio cottage interior features a cozy seating area with a light blue couch adorned with floral pillows. A vintage wooden table is positioned next to it. The sleeping area is elegantly furnished with a spacious bed, flanked by two charming white cabinets and illuminated by soft natural light.
Cottage in Portland
4.99 out of 5 average rating, 577 reviews

Cozy Vintage Cottage in the Woods

The studio cottage is located in an east Portland neighborhood bordering the city of Gresham. It is close to public transport (near a MAX light rail station), the airport and outdoor activities (the Columbia Gorge; Mt Hood) and is a 20-30 min drive to downtown. It's cozy (eclectic vintage style), a wooded 1-acre setting within the city limits, and has secure premises (electric gate). Our place is good for couples, solo adventurers, and business travelers. Please no young children.

Top guest favorite
A lush green yard is framed by trees, featuring a cozy yurt and stone pathway. Colorful flower pots overflow with blossoms, while seating areas with chairs and a small table invite relaxation. A play structure and well-maintained garden add to the inviting atmosphere.
Yurt in Portland
4.99 out of 5 average rating, 1,480 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. There is a full kitchen, a natural gas fireplace and complete electrical and plumbing service. The guests full bathroom is located in the home's utility room a short lighted pathway walk from the yurt.

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, 442 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 private garden area is highlighted by a stone pathway surrounded by lush greenery and flowers. A small table and chairs are shaded by an umbrella, providing a cozy outdoor seating option. The vibrant colors of the plants contrast with the warm wood tones of the guesthouse.
Guesthouse in Northeast Portland
5 out of 5 average rating, 150 reviews

Concordia Annex

Built in 2019, the Annex guesthouse is walking distance to the Alberta Art District, University of Oregon (U ofO), Kennedy School, restaurants & specialty bars. Public transportation is near by. 15 minutes from Airport. The Annex is filled with natural light flowing through cathedral windows. Full Kitchen with cooking supplies, utensils, coffee and tea options, Private patio in the garden.

Top guest favorite
An open living space features modern kitchen cabinetry with an island, complemented by pendant lighting. A cozy sofa adorned with decorative cushions faces a coffee table, with a staircase leading to the upper floor. Natural light streams through the windows, enhancing the bright atmosphere.
Guesthouse in Ladd's Addition
5 out of 5 average rating, 140 reviews

Sage Guest House

Enjoy free parking adjacent to the Guest House! Located steps from the Hawthorne District and nestled in the historic Ladd's Addition neighborhood, this guest house is near fine restaurants, coffee shops, entertainment venues, and food carts . Stroll in the shade of century old Elm trees, and discover four public rose gardens located at the compass points within this 1890 neighborhood.

Guest favorite
A cozy living area features a green velvet sofa paired with a rustic wooden coffee table adorned with potted plants. Large windows allow natural light to fill the room, highlighting the eclectic wall art and the dining area visible in the background.
Apartment in Northeast Portland
4.95 out of 5 average rating, 106 reviews

Foxchase Flat #1

1929 Folklore inspired Flat Charming, cozy, lodging with old world look, tone, feel located in one of Portland's famed foodie enclaves. Just a 10 min drive for PDX and 15 min from downtown proper. A multitude of outstanding eateries, bars, shops, and galleries all with in close walking distance.

Popular amenities for Portland vacation rentals

When is the best time to visit Portland?

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Frequently Asked Questions

  • What are the best places to stay in Portland?

    Explore vibrant neighborhoods like the Pearl District, known for its galleries and eateries, Alberta Arts District with street art and cafés, or Nob Hill, which has tree-lined streets and boutique shops. Each area adds a distinct character to your visit.

  • What are the best things to do in Portland with kids?

    Families often visit the Oregon Zoo, explore interactive exhibits at OMSI, or roam the Portland Japanese Garden. These sites combine hands-on learning, animal encounters, and peaceful garden strolls.

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

    Explore Powell’s City of Books, stroll through the International Rose Test Garden, or sample food at local markets. Art, gardens, and culinary experiences shape the city’s energy.

  • How is the weather in Portland?

    Portland has cool, rainy winters with temperatures from 36–47°F (2–9°C) and dry summers often reaching 82°F (28°C). Pack layers and rain protection—umbrellas are common, but locals often prefer waterproof jackets.

  • What are the best places to visit in Portland?

    Locals frequently suggest Forest Park’s trails, Lan Su Chinese Garden, and Portland Art Museum. Wander green spaces, discover art collections, and relax in tranquil gardens around the city.

  • What are some hiking trails in Portland?

    Portland has wooded paths in Forest Park, riverside trails in Oaks Bottom Wildlife Refuge, and scenic loops in Tryon Creek State Natural Area. These routes invite exploration in diverse natural settings.

  • What are some family activities we can do in Portland?

    Enjoy hands-on science at OMSI, picnic and play at Washington Park, or pedal along the waterfront on bike paths. Families also gather for open-air movies and seasonal farmers’ markets.

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

    Explore waterfalls in the Columbia River Gorge, taste wine in Willamette Valley, or wander historic streets in Hood River. Nearby nature and small towns add variety to your stay.

  • Are there any pet friendly accommodations available in Portland?

    Portland has many pet-friendly vacation rentals, especially around Alberta Arts, Sellwood-Moreland, and Mississippi Avenue. Parks and walking trails help make stays comfortable for travelers with pets.

  • What are some local tips for visiting Portland?

    Locals often use public transit or bikes, and rain is frequent—waterproof outerwear is practical. Food carts are popular for quick meals, and tap water is safe to drink throughout the city.

  • What is Portland known for?

    Portland is known for its craft beer, food carts, and vibrant arts scene. The city values sustainability, local makers, and green spaces, shaping a community-focused atmosphere.

  • What are the best hidden gems to explore in Portland?

    Discover quiet corners like Crystal Springs Rhododendron Garden, quirky boutiques on Mississippi Avenue, or murals along Alberta Street. These locally rooted spots cultivate creative energy.

  • What are the best foods to try in Portland?

    Taste fresh Pacific Northwest seafood, locally made artisan donuts, and inventive vegan dishes. Portland’s food carts and independent coffee roasters are frequently suggested by residents.

  • What should I bring for a trip to Portland?

    Pack waterproof jackets or umbrellas for wet weather, along with layers for shifting temperatures. Walking shoes and a reusable water bottle are practical for exploring markets, parks, and local trails.

  • What is the nightlife in Portland like?

    Neighborhoods like Hawthorne and Old Town mix live music, casual bars, and late-night eats. Craft breweries, music venues, and creative spaces add to the city’s inclusive night scene.

  • What are the most popular events or festivals in Portland?

    Portland has the Rose Festival in late spring and the Waterfront Blues Festival during summer, both widely attended city traditions. There are also local food and brew gatherings that attract many visitors throughout the year.

  • Are there family friendly vacation rentals in Portland?

    Family-friendly vacation rentals can be found in neighborhoods like Sellwood-Moreland, Laurelhurst, and Richmond. These areas have parks, playgrounds, and markets close by, making them welcoming for travelers with children.

  • When is the best time to visit Portland?

    Late spring to early autumn is often recommended for warmer temperatures and lower rainfall. Gardens and parks are especially lively when flowers bloom and festivals fill outdoor spaces.

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.

Quick stats about vacation rentals in Portland

  • Total vacation rentals

    Explore 6,450 vacation rentals in Portland

  • Verified guest reviews

    Over 608,740 verified reviews to help you choose

  • Family-friendly vacation rentals

    2,690 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 2,240 rentals that welcome pets

  • Vacation rentals with a pool

    200 properties feature pools

  • Rentals with dedicated workspaces

    3,980 properties have a dedicated workspace

  • Wi-Fi availability

    6,380 of Portland vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Self check-in, Monthly stays, and Gym 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

Destinations to explore

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