Holiday rentals in Portland

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Top-rated holiday rentals in Portland

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

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Top guest favourite
A modern living area features a comfortable gray pull-out couch adorned with decorative pillows and a small side table. Natural light floods in through large windows, illuminating the minimalist decor, including a wooden side table and an inviting entrance door with a welcome mat.
Guest suite in Northeast Portland
4.97 out of 5 average rating, 420 reviews

Savor the Laid-Back, Bohemian Feel at a Sunny Urban Abode

Enjoy private access to a bedroom and living room tastefully furnished featuring: A very comfortable pull-out couch; A brand new bathroom with shower and heated towel rack; A front-loading washer and dryer; Dishes, fridge, sink, coffee maker, microwave, ample counter space and a small dining table; Private WiFi network. We've put a lot of love into making this place beautiful and comfortable. See our five star reviews! Late check-ins can be easily accommodated with a passcode door lock. We’d love you to make our studio your home base. Bring the family. Your comfy pull-out couch sleeps two more. Want a light snack between restaurants? Walk a few blocks to our local New Seasons grocery store. Use your kitchenette with fridge, microwave, coffee maker, sink, dishes and wood countertops. Recharge your travel wear with front loading European washer/dryer. Pack light. Hair dryer, ironing board, towels for the shower... even umbrellas are all close at hand. With a private entrance, street parking and digital lock, the space is yours for your visit. We enjoy our backyard, especially in the summer, and you're welcome to join the fun. We love to share our favorite restaurants, parks and hikes if you're looking for suggestions. This sought-after district is home to dozens of restaurants and brew pubs within walking distance, while there's a Bike Town bike share station one block away for getting around town. The local New Seasons grocery store is a few blocks away. Street parking Bike Town bike share station one block away Everybody's Bike Rental 1/2 mile away Uber, Lyft and cabs always within minutes GetAround, Car2Go, Reach Now and Zip Car TriMet bus stops close by Modern architecture and design make it easy to clear your mind and enjoy the Portland experience. Green design includes an open transom between bedroom and living room.

Top guest favourite
A two-story duplex is shown from the street, featuring symmetric architecture with large windows and two sets of stairs leading to the entrances. The exterior is modern with white panels and a gray accent. A paved driveway with lush greenery lines the property.
Guest suite in Northeast Portland
4.93 out of 5 average rating, 153 reviews

Brand New Alberta Arts District Gem

This brand new Airbnb is in the heart of the Alberta Arts District, you really can't beat the location! The space is located just a block from a stretch of restaurants on NE Killingsworth, two blocks from all of the restaurants and shops on NE Alberta, and a five minute walk to beautiful Alberta Park. This unit is equipped with a toaster oven, hot plate, full size fridge, and dishwasher. Please note this is the lower unit of our home so you will likely hear day to day noises between 6am and 7pm.

Guest favourite
A well-equipped kitchen features a professional-grade gas range with a stainless steel hood, complemented by wooden cabinetry and a black countertop. Shelves display various cooking essentials, including spices and utensils, alongside a kettle, toaster, and coffee maker, creating a functional yet inviting cooking space.
Loft in Northeast Portland
4.91 out of 5 average rating, 572 reviews

Onsen oasis + Portland's finest at your feet

Elegant 2-bedroom loft in Alberta Arts District's culinary haven. Sleeps 4, 1 bathroom, 1,200 sq ft. Highlight: beautiful river rock Japanese onsen garden soaking tub for ultimate relaxation. (Shared with cabin guests when occupied ) Amenities: WiFi, Netflix, fully-equipped kitchen. Steps from acclaimed eateries: Gabbiano's, Dame, Lil Dame Nearby: Expatriate, Take Two, , Wilder. Jet Black Coffee. #72 bus stop at doorstep. Portland's finest dining and arts scene from your sophisticated retreat’

Top guest favourite
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.
Guest house in Clackamas
4.97 out of 5 average rating, 250 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 favourite
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, 100 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.

Guest favourite
A stunning sunset casts vibrant colors across the sky, creating a backdrop for the tiny house built with natural cedar siding. The silhouette of Mt. Hood is visible in the distance, framed by lush greenery and a pathway leading to the entrance.
Tiny home in Sandy
4.95 out of 5 average rating, 1,230 reviews

Mt Hood View Tiny House!

Sandy’s first and only Tiny House! Located just one mile from Hwy 26, this unique tiny home sits on 23 acres, offering a peaceful, private setting with easy access to Mt. Hood adventures. The tiny house has its own space and stunning Mt. Hood views, with our main home visible but not impacting your privacy. Designed around a custom moving window wall system, it opens fully to the outdoors, bringing the mountain right into your stay for unforgettable sunrises, sunsets, and true Mt. Hood magic.

Top guest favourite
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.
Guest house in Arbor Lodge
4.99 out of 5 average rating, 547 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

Guest favourite
Home in Southwest Hills
4.96 out of 5 average rating, 278 reviews

Cozy modern staycation workplace close to downtown

Entire space is very private. Enjoy the cozy modern 1 bedroom queen bed, 2 large sofas that are comfortable to sleep on, oversize soaking tub large walk-in closet , 2 TVs, Blue Ray player, stereo, gorgeous private garden with table seating & tranquil water feature, & private entry. 5 minute drive to downtown, 2 minute walk to Forest Park & Marquam trails. Several amazing restaurants just minutes away. There is a pet fee of $40 each pet. Preferably just one pet or the fee is $70 for two.

Top guest favourite
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.
Flat 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 favourite
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, 1,479 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.

Top guest favourite
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, 567 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 favourite
Flat in Hillside
4.97 out of 5 average rating, 192 reviews

Zen themed private retreat in NW Portland.

Peaceful 1000+ sq. ft. apartment with private deck on cul-de-sac at the edge of Forest Park. A short walk to the Alphabet District--Portland's trendy shopping and eating area. 1.5 miles from downtown. Spacious living area with well equipped kitchenette, dining area, large screen TV. Large bedroom with new queen-sized bed, desk, and ample closet. Bathroom with shower/ bathtub. Additional Japanese-style tatami room with meditation area, sauna, and queen-size futon.

Popular amenities for Portland holiday rentals

When is the best time to visit Portland?

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Avg. price$124 SGD$125 SGD$128 SGD$128 SGD$133 SGD$141 SGD$150 SGD$150 SGD$139 SGD$136 SGD$138 SGD$136 SGD
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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.

Quick stats about holiday rentals in Portland

  • Total holiday rentals

    Explore 6,450 holiday rentals in Portland

  • Verified guest reviews

    Over 608,740 verified reviews to help you choose

  • Family-friendly holiday rentals

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

  • Pet-friendly holiday rentals

    Find 2,240 rentals that welcome pets

  • Holiday rentals with a pool

    200 properties feature pools

  • Rentals with dedicated workspaces

    3,980 properties have a dedicated workspace

  • Wifi availability

    6,380 of Portland holiday rentals include wifi 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

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