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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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.

Top Guest favourite
A modern living area is highlighted by a large flat-screen TV mounted above a stylish wooden console. Two comfortable chairs with blue upholstery are positioned around a glass coffee table. Light wood flooring complements the neutral wall tones, enhancing the open and inviting layout.
Guest suite in Northeast Portland
5 out of 5 average rating, 200 reviews

Spacious modern and private in Alberta Arts Area

Foodies paradise in quintessential hip neighborhood of Portland. Walking distance to Alberta Arts District with the best restaurants in Portland, unique shops and galleries. Two blocks to famous Kennedy School. 1/2 a block to a major bus line. 10 minutes from the PDX Airport and Downtown. Apartment is clean, new and modern. High speed internet. HDTV's in bedroom and living room. Private entrance. Beautiful private garden. Our place is good for couples, solo adventurers, and business travelers.

Guest favourite
A suspension bridge is shown, constructed with wooden beams and ropes, linking the platform of a treehouse to the surrounding forest. A person is seen using a zip line, gliding above the deck while tall trees and greenery frame the scene.
Treehouse in West Slope
4.82 out of 5 average rating, 500 reviews

Yeti's Tree House: Where Dreams Come True

"Thank you for creating such a magical place..." Recent Guest "Best Tree House I've ever seen!" Recent Guest Let the kid in you come to play in this real treehouse held up by four trees, 18 feet off the ground. Zip line down or take a giant soaking tub. A magical stroll through the woods leads to the suspension bridge. You won't believe you're only minutes from town. Wear appropriate shoes as it is a short 2-minute hike to the tree house. At times, it can get a little slick.

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.
Guesthouse in Clackamas
4.97 out of 5 average rating, 248 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!!

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, 1,229 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
A pathway leads through a lush garden filled with vibrant flowers and greenery, leading to the entrance of a two-story bungalow. A charming gazebo with comfortable seating is visible, along with a small Buddha statue nestled amongst the plants.
Home in Northeast Portland
5 out of 5 average rating, 110 reviews

The Nest: Garden Oasis in Alberta Arts w/Fireplace

2-bedroom contemporary bungalow and stunning garden are an oasis of peace & tranquility in the city. 2 blocks from Alberta Street. Wake up to morning coffee in the garden, cozy up to the gas fireplace, or work from home behind a closed door in a dedicated office space. Stroll to restaurants, shops, a farmer’s market, Alberta Park, or the Kennedy School soaking pool. Hikes, waterfalls, and wineries a short drive away. Close access to public transport and the airport is a 12-minute drive.

Top Guest favourite
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 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, 1,477 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 favourite
An architectural micro home is nestled among lush greenery, surrounded by trees. A wooden exterior enhances the natural setting. The structure features a small side porch and multiple large windows, allowing light to flood the interior. A pathway made of stones leads to the entrance.
Guesthouse in Northeast Portland
4.84 out of 5 average rating, 162 reviews

The Haseman House

Come stay in our Architectural micro home in NE Portland. Close to Mississippi and everything that NE Williams has to offer. Thoughtfully deigned with many amenities. A great WFH vacation retreat. This little house is located in the back of a main house. The backyard is shared with the main front house. There is only street parking but it is free and typically available. We are close to public transportation and rental bikes as well as an organic grocery store... very walkable.

Top Guest favourite
A spacious living area is furnished with a blue sectional sofa and a wooden coffee table. A mounted flat-screen TV is visible on the wall, accompanied by decorative shelving. Natural light enters through a large window, while indoor plants add a touch of greenery to the room.
Guest suite in Portsmouth
5 out of 5 average rating, 136 reviews

The Loft; N. Portland

Private Loft Apartment – Designed and built by Connor 2022 Centrally located in N Portland, a few blocks from the University of Portland and easy access to the many eateries, coffee shops, and outdoor experiences that St. Johns has to offer. A true haven for visiting parents, business travelers, couples and solo travelers alike. You’ll love the aesthetic and amenities, such as a King sized Casper mattress. Pet and Smoke Free environment.

Top Guest favourite
A detached guest house is viewed from the front, showcasing a spacious lawn with a private putting green in the foreground. The covered porch features comfortable seating, and lush greenery surrounds the home, enhancing its inviting outdoor space.
Guesthouse in Portland
5 out of 5 average rating, 230 reviews

Separate spacious guest house over garage.

We are located in the very popular Hosford-Abernathy neighborhood, within walking distance to some of Portland's finest restaurants and shopping. There is off street parking (with a power outlet for charging electric cars) available plus key less entry makes check-in a breeze. The bathroom floor is heated plus a TV in both the great room and bedroom. You have the entire place to yourself because it is detached from our primary house.

Top Guest favourite
An open living space features a comfortable sitting area with a sofa and stylish chairs. A dining table accommodates four, while the kitchen area showcases modern appliances. Natural light filters through multiple windows, illuminating the spacious sleeping area with a large bed in the background.
Guesthouse in South Tabor
4.99 out of 5 average rating, 381 reviews

The Loft: Modern Open space in Southeast Portland

A private, open, airy, and stylish space located over a detached garage behind the main house. This is a great neighborhood that is close to public transportation and major roads. Easily walk to bike rentals, food carts, restaurants, local bars, and main shopping areas. We are looking to provide a safe and comfortable space. We love to give suggestions and recommendations on places and things to do while in Portland and Oregon.

Popular amenities for Portland holiday rentals

When is the best time to visit Portland?

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Avg. price$137 AUD$138 AUD$141 AUD$141 AUD$147 AUD$155 AUD$165 AUD$165 AUD$154 AUD$150 AUD$153 AUD$150 AUD
Avg. temp5°C7°C9°C12°C15°C18°C21°C21°C19°C13°C8°C5°C

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 and kid-friendly amenities

  • Pet-friendly accommodation

    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

  • Wi-Fi availability

    6,380 of Portland holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Monthly stays, Self check-in 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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