
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.

Peaceful Loft - Close to shops, Train & Downtown
Our peaceful detached apartment is located in Irvington, a beautiful historical neighborhood 7 minutes from downtown. You would not need a car as you can walk to the MAX train station. We furnished our space with a comfortable brand new king size bed and full size sleeper sofa. Bedding & duvet cover washed every time. The decoration is tropical inspired art and from Hawaii. There is a cute and equipped kitchenette with coffee maker, tea make, microwave, dishwasher electric range for small meals.

New Home Near it All on Division w/ EV Charger
Welcome to The Eloise — a bright, art-filled home centrally-located in the bustling Division/Clinton district of SE Portland. This beautiful ADU has it all. A suite with king bed & bathroom with a luxurious shower; workspace w/ speedy wi-fi; lounge; two TVs a full kitchen, & EV charger. Premium amenities & local treats await you. Tucked into a quiet street just off Division, you’re within walking distance to restaurants, shops, bars, venues, bus & TriMet lines & a 5-minute drive to Downtown.

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.

Hawthorne House - A+ Location! Pet Friendly!
Killer location!! An ez 2 min walk down the street from Hawthorne/Division in SE Portland! Enjoy the best restaurants, shops, bars PDX offers! Centrally located in great neighborhood! Main floor unit w/private access! Self check in! Bright and airy living spaces! Fully equipped kitchen for preparing delicious meals. Full sized wash/dryer. High speed Wi-Fi. Cozy bedroom w/plush queen-sized bed. Clean and modern bathroom stocked w/essentials. I'm excited to host you during your visit to PDX!!

Casa Mágica / Walk Everywhere!
Peaceful neighborhood, walk everywhere! Safety is our top priority. The Magic House is in the heart of Hawthorne's charming restaurant and boutique district: 3 blocks to SE Hawthorne & SE Division, 15 min to the airport, 10 min to Downtown and the Convention Center, 2 blocks to the Hawthorne Theatre. The 1909 Magic House was Todji's sculpture studio for 17 years, and we have done the restoration ourselves. We hope that you enjoy her unique character, up-cycled furnishings and artistry.

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.

A sunny separate studio w/skylights
Your own modern large studio on 2nd floor with separate entrance, full kitchen, sunroom, skylights, 14-foot ceiling, balcony, desk, full bathroom, washer/dryer, dishwasher, gas stove, lots of windows. All this in a vibrant neighborhood, short walking distance to multiple coffee shops, restaurants, a single-screen movie theater, the light rail station, an open-late grocery store, a small park with a salmon run. One mile to Reed College, where Steve Jobs took a calligraphy class.

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.

Willamette Heights View
The Space: Come experience quintessential PNW living at Willamette Heights View apartment. Stay in our beautiful, light-filled, 2-story deluxe apartment perched .5 miles above NW 23rd Ave. and 2 doors down from Forest Park trails. Full kitchen, backyard with mountains and river view, gas fireplace and hi-speed WiFi make this the ideal retreat/work space.. My place is good for couples, solo adventurers, and business travelers. Please note that there is no TV :-)

Spacious Suite - Private Entry - Hip Kitchenette
Enjoy North Portland’s most loved shops, bars, and restaurants from this fresh and recently renovated suite. This 800sf immaculately clean space features one bedroom, a bathroom, kitchenette, and sitting room. You’ll love its easy parking, proximity to downtown (10 min. drive or 2 blocks to the light rail), and convenient access to the freeway (explore the Columbia Gorge or the Oregon Coast). Reservations must reflect the correct number of guests.

Spacious Loft in the Heart of Southeast PDX
Enjoy Portland in this cozy and spacious bungalow in the heart of southeast PDX. Come stay in a private, loft apartment in our home with a separate entrance, keyless entry, 50'' smart TV, laundry and a kitchenette/bathroom. Public transit is easily accessible, city center 2.5 miles away & Division street - a restaurant and food cart hub - is a 10 min walk. Permitted by the City of Portland Bureau of Development Services - Permit #17-156319-HO

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.
Popular amenities for Portland holiday rentals
Other great holiday rentals in Portland

Studio in Walkable Foodie Heaven

Maple Cottage PDX/ Fun Historic Mississippi Ave.

Urban Retreat in Sweet Tiny Home
Close-in, private Overlook retreat.

Sweet Hideaway in the trees, Mount Tabor

Color Splash - Fast WiFi - Heart of Hawthorne

Modern Private Bungalow, king bed, soaking tub

Grant Park Guest House
When is the best time to visit Portland?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $139 AUD | $141 AUD | $144 AUD | $144 AUD | $149 AUD | $158 AUD | $168 AUD | $168 AUD | $157 AUD | $147 AUD | $144 AUD | $144 AUD |
| Avg. temp | 5°C | 7°C | 9°C | 12°C | 15°C | 18°C | 21°C | 21°C | 19°C | 13°C | 8°C | 5°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 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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- Columbia River Gorge National Scenic Area
- Moda Center
- Mt. Hood Skibowl
- Timberline Lodge
- Laurelhurst Park
- Silver Falls State Park
- Oregon Zoo
- Providence Park
- The Grotto
- Enchanted Forest
- Portland Japanese Garden
- Beacon Rock State Park
- Hoyt Arboretum
- Wonder Ballroom
- Powell's City of Books
- Tom McCall Waterfront Park
- Wings & Waves Waterpark
- Oaks Amusement Park
- Portland Art Museum
- Arlene Schnitzer Concert Hall
- Pittock Mansion
- Evergreen Aviation & Space Museum
- Council Crest Park
- Oaks Bottom Wildlife Refuge
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