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
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, 240 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 favourite
A spacious living area is highlighted by mid-century furnishings, including a white sofa and a modern rocking chair. A brick fireplace serves as a focal point, complemented by built-in shelves lined with books. Soft lighting enhances the inviting atmosphere of the room.
Guest suite in Roseway
4.97 out of 5 average rating, 213 reviews

Scandinavian-modern private studio

Studio apartment designed with the essentials for relaxing. Get cozy by the gas fireplace with a book from our little library, work on your laptop in the desk nook or make an outdoor fire + star-gaze on the patio. Enjoy the mid-century furnishings, the nice sheets + towels and be sure to write a letter - letterpress cards + stamps are for your use. Quiet neighborhood with good coffee (Bison!), steps from breakfast (Beeswing), and near Beaumont Village (Pip's Donuts!). Only 10 mins to airport!

Top Guest favourite
Home in Vernon
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
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, 457 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 favourite
Home in Tigard
5 out of 5 average rating, 176 reviews

Mama J's

For whatever brings you to Oregon, stay at Mama J’s comfortable, peaceful, safe and convenient spot. Portland is just ten miles away, the closest beaches, Columbia River Gorge and Mt. Hood are all about an hour, and there are numerous hikes from the forest right down the street to Silver Falls and beyond. The neighborhood is peaceful and your private patio is the perfect place for a beverage and some bird and squirrel watching. If it rains, hang out in the gazebo! Hope to host you here!

Top Guest favourite
Guest suite in Cedar Mill
4.99 out of 5 average rating, 132 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 favourite
Guesthouse in Laurelhurst
4.97 out of 5 average rating, 169 reviews

Modern and Bright Laurelhurst Abode

Our one bedroom cottage is completely private, accessible by a separate walkway, and has an outdoor patio. Extra time was spent choosing finishes and creating a modern, comfortable, and light-filled space. You’ll find everything you need for a weekend in Portland, or a long-term stay. We’ve outfitted a full kitchen, full bathroom with luxurious tub and plush towels, a bedroom with a queen mattress and soft bedding, washer and dryer, and lots of extra touches.

Top Guest favourite
A charming blue house with wooden accents is framed by lush greenery in the backyard. The image showcases a balcony above the entrance, wooden doors, and a landscaped garden with various plants, creating a serene and inviting atmosphere.
Loft in Portland
4.98 out of 5 average rating, 615 reviews

Charming Studio in SE PDX

Charming and bright private studio apartment in inner SE Portland, 4 blocks from "7-Corners". Walking distance to cafes, bakeries, shops, food carts, natural food markets, movie theater, restaurants and pubs. Bike friendly Washer/dryer Secure storage Private entrance Kitchen with pantry basics/refrigerator Freezer/ice WiFi Sleeps 2 in standard queen bed An air mattress is available upon request if more than two guests Hydronic radiant floor heat

Top Guest favourite
A warm sleeping area features a spacious bed framed by two wooden nightstands with lamps. A bright yellow throw blanket lays across the bed. The walls are painted a deep teal, and natural light enters through a window with a beige shade. A decorative piece on the wall adds character.
Guesthouse in Sullivan's Gulch
4.99 out of 5 average rating, 465 reviews

Cozy, Stylish Bungalow w/ Fireplace & Full Kitchen

Enjoy a comfy retreat in this cozy and bright studio with a private bathroom, air conditioning, fireplace, full kitchen and work desk. Conveniently located within walking distance to local restaurants, coffee shops, retail stores, and parks. Centrally located in Portland and just 3 miles from downtown. Take a stroll through Historic Irvington and enjoy some of the most beautiful homes and old growth trees that Portland has to offer.

Top Guest favourite
An outdoor patio area is illuminated by soft lights, featuring a pathway of pavers and surrounded by lush greenery. The structure showcases large glass doors that provide a glimpse into the inviting interior space.
Guesthouse in Overlook
5 out of 5 average rating, 325 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.

Top Guest favourite
Guesthouse in Buckman
4.98 out of 5 average rating, 896 reviews

Cozy Portland Studio Apartment

The space is a well appointed, comfortable studio apartment. It is an ADU at the back of the main house. All the amenities that one would desire are provided (wifi, internet, cable TV, washer & dryer, fridge, dishwasher, stove, microwave, AC, cooking utensils, etc., etc). It is also very modern and clean, with a private entrance and keyless entry. Close to many restaurants, bars and coffee shops.

Top Guest favourite
A peaceful outdoor space features a round wooden table surrounded by six chairs, nestled under a leafy tree. Soft greenery accents the area, while a path leads to the entrance of the private unit. Decorative lanterns hang from the branches, enhancing the tranquil setting.
Guest suite in Portsmouth
4.96 out of 5 average rating, 241 reviews

Cozy North Portland Urban Oasis

Super cute and spacious Art Deco private unit with large yard and easy access to St Johns, Overlook, and Portsmouth neighborhoods, as well as the University of Portland, and the Adidas campus. Across the street from Columbia Park and a short walk/drive to excellent bars, restaurants, coffee shops, and other venues. Quiet, relaxing locale perfect for up to four guests.

Popular amenities for Portland holiday rentals

When is the best time to visit Portland?

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Avg. price$138 AUD$139 AUD$142 AUD$142 AUD$148 AUD$156 AUD$166 AUD$166 AUD$155 AUD$150 AUD$153 AUD$150 AUD
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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 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 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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