Holiday houses 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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Guest favourite
A mid-century living space features high vaulted wood ceilings and large windows that invite natural light. A leather sofa and patterned rug provide comfort, while a kitchen island with bar stools enhances functionality. Artwork adorns the wall, adding a touch of character to the room.
Home in Multnomah
4.96 out of 5 average rating, 126 reviews

Portland Modern

Welcome to our Midcentury Modern – a true masterpiece inspired by the iconic Frank Lloyd Wright. Nestled on a lush 1/3 acre private retreat, this architectural gem is just minutes away from Multnomah Village and Gabriel Park. Immerse yourself in the timeless beauty of this completely renovated mid-mod marvel, where high vaulted open beamed wood ceilings adorn every room on the main floor. This house is perfect for friend groups, families or corporate retreats. Note: 4 bedroom, 2 bath, 2 kitchen.

Top Guest favourite
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, 105 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.

Guest favourite
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, 221 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.

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 Concordia
4.92 out of 5 average rating, 554 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 vintage trailer is nestled beneath a covered patio, offering protection from the elements. Wooden deck steps lead up to the entrance. Potted plants surround the area, and festive string lights add to the inviting ambiance, creating a cozy outdoor space.
Campervan/RV in Linnton
4.98 out of 5 average rating, 314 reviews

Cozy vintage camper in the woods of Portland.

Warm & cozy vintage trailer nestled next to Forest Park. Enjoy a fire pit, covered patio, uninterrupted forest vista, and hot, dreamy outdoor bath. Minutes to the center of PDX by car, rideshare, or bus. Comfortable, easy, & whimsical camping experience. Forest Park trail is steps away, Sauvie Island and the historic Cathedral Bridge are 5 minutes by car, and 10 minutes to Slab Town and Alphabet District. The beauty and privacy of this spot may make it hard to venture out. IG: @lilpoppypdx

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.
Guesthouse in Arbor Lodge
4.99 out of 5 average rating, 529 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
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, 415 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 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.
Apartment in Sandy
4.99 out of 5 average rating, 409 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!

Guest favourite
A serene backyard oasis features a cascading water feature flowing over wooden planks and rocks. The modern tiny home with a dark exterior stands behind an elevated wooden deck, surrounded by lush greenery. Outdoor seating is visible, offering a calm retreat.
Guesthouse in Multnomah
4.96 out of 5 average rating, 122 reviews

Brand New Tiny Home/Pottery Studio in Cute Village

Welcome to DARK MODE, the tiny home/pottery studio 2 blocks from adorable Multnomah Village. Find peace in this serene hidden backyard oasis. Unit is 200 square feet plus loft and deck, behind the main house. Features include: - Jetted tub - Sleeping loft (queen) - Pull out bed (full) - Fire pit - Porch swing - Work desk - Cascading water feature - Outdoor dining table No kitchen but has a sink, fridge, microwave, water boiler, and plenty of wonderful food options within a few blocks.

Guest favourite
A modern studio space is showcased with a vibrant orange sofa and a sleek blue chair. Reflected in the large mirrors, natural light enhances the room's ambiance. A dining area with stylish seating is visible in the background, alongside neutral-toned flooring and cozy rugs.
Apartment in Overlook
4.95 out of 5 average rating, 593 reviews

Close-in, private Overlook retreat.

The Overlook neighborhood is one of Portland's hidden gems. Quiet, tree lined, yet only a few minutes from all the action Portland serves up. Walk or ride to meals, brewpubs or shopping in the Mississippi and Williams districts. Hop a train (three blocks away) to all quarters. Or, to unwind, walk to Overlook or Mocks Crest parks for sweeping views of downtown Portland, Forest Park and the Willamette River. Please read on to see if the studio's lower ceiling is the right fit for you.

Guest favourite
A modern living space features a comfortable gray sofa adorned with patterned throw pillows. Two tables in varying heights are placed in front. A large window allows natural light in, and a nearby plant adds a touch of greenery. Laundry appliances are accessible through a door.
Home in King
4.92 out of 5 average rating, 182 reviews

Modern Apt | Close to Everything

Located within the trendy Boise neighborhood and only minutes to central Portland is this chic sun-filled apartment that offers all the modern comforts of home. With stylish décor and bright open plan living, the apartment features a fully equipped kitchen, soft comfortable furnishings, a spacious master bedroom and a sparkling modern bathroom. Walk to the popular Williams and Mississippi streets with its top restaurants, coffee shops and Portland’s world-famous food carts.

Top Guest favourite
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.

Popular amenities for Portland holiday rentals

When is the best time to visit Portland?

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Avg. price$149 AUD$151 AUD$154 AUD$154 AUD$160 AUD$169 AUD$180 AUD$180 AUD$167 AUD$157 AUD$154 AUD$154 AUD
Avg. temp5°C7°C9°C12°C15°C18°C21°C21°C19°C13°C8°C5°C

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.

  • Are there pet-friendly vacation rentals in Portland?

    Four-legged friends are welcome in Portland. Choose from more than 2,080 vacation rentals for guests traveling with pets.

  • Are there Portland vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 190 vacation homes with pools in Portland, available on Airbnb. Make a splash and soak up the sun in style!

  • How much does it cost to stay in tiny house rentals in Portland?

    Experience the best of Portland with our tiny house rentals, starting at about $30 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there family-friendly vacation rentals in Portland?

    Portland has more than 2,580 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • What are the most popular amenities for House Rentals in Portland?

    Enhance your stay in our House Rentals with the most popular amenities: over 990 homes with self check-in, over 590 homes with a bbq area, over 290 homes with a gym, over 2,760 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • Do house rentals in Portland have a bbq area?

    Absolutely! We offer over 590 house rentals with a bbq area in Portland. Enjoy a tailored experience with all the comforts you desire.

  • Do tiny house rentals in Portland have wifi?

    Absolutely! We offer over 80 tiny house rentals with wifi in Portland. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Portland have a gym?

    Absolutely! We offer over 290 house rentals with a gym in Portland. Enjoy a tailored experience with all the comforts you desire.

Quick stats about holiday rentals in Portland

  • Total holiday rentals

    Explore 6,380 holiday rentals in Portland

  • Verified guest reviews

    Over 589,230 verified reviews to help you choose

  • Family-friendly holiday rentals

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

  • Pet-friendly accommodation

    Find 2,140 rentals that welcome pets

  • Holiday 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 holiday 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

Destinations to explore

  1. Airbnb
  2. United States
  3. Oregon
  4. Multnomah County
  5. Portland