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Holiday houses in Portland

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Quick stats about holiday rentals in Portland

  • Total holiday rentals

    Explore 6,050 holiday rentals in Portland

  • Verified guest reviews

    Over 616,680 verified reviews to help you choose

  • Family-friendly holiday rentals

    2,550 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 2,290 rentals that welcome pets

  • Holiday rentals with a pool

    180 properties feature pools

  • Rentals with dedicated workspaces

    3,820 properties have a dedicated workspace

  • Wi-Fi availability

    6,000 of Portland holiday rentals include Wi-Fi 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 Oregon Zoo, Moda Center, and Powell's City of Books

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 North Portland
4.98 out of 5 average rating, 277 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.

ValueFamilyCleanliness

Guest favourite
Treehouse in Portland
4.82 out of 5 average rating, 536 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.

FamilyValueHot tub

Top 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
4.92 out of 5 average rating, 604 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’

FamilyValueBarbecue

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 North Portland
4.99 out of 5 average rating, 576 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

LocationFamilyOutdoor spaces

Top Guest favourite
A detached studio features a charming A-frame design, surrounded by lush greenery. A stone patio with outdoor seating complements the inviting entrance, where large windows allow natural light to fill the space. The setting provides a serene atmosphere, ideal for relaxation.
Guesthouse in Portland
4.98 out of 5 average rating, 690 reviews

The Westmoreland Lighthouse - Private studio in SE

We've dubbed this stunning, fully detached studio the "Lighthouse" because of the way natural light pours through the 550-square-foot studio's many windows and dances off its walls and vaulted ceilings. An open loft offers soothing views. We are tucked into the Westmoreland neighborhood's quiet residential area, but are only a five minute walk from more than 20 restaurants and entertainment features. Westmoreland Park, Reed College and downtown Portland are just minutes away by car.

FamilyValueCleanliness

Top Guest favourite
A charming outdoor area is visible, featuring a stone pathway leading to a cozy seating arrangement with two black chairs. The bungalow is framed by lush greenery, with warm light emanating from the windows, inviting a peaceful ambiance.
Home in Southwest Portland
4.97 out of 5 average rating, 173 reviews

Multnomah Village Hideout

Explore our new, artist-built bungalow in Multnomah Village, Portland. This cozy space sleeps four with a queen bed upstairs and a pullout couch downstairs. Steps away are charming cafes, shops, and a park with hiking trails and dog parks. Enjoy local activities like bingo and dining on pet-friendly patios. Complete with essentials including laundry and a breakfast nook, this bungalow is perfect for both short and extended stays, offering a unique Portland experience.

ValueLocationKitchen

Guest favourite
Apartment in Northwest Portland
4.84 out of 5 average rating, 374 reviews

NW 23rd - 1BR - Best Location - Historic Beauty

✨ Sunlit Suite Steps from NW 23rd Shopping & Dining ✨ 🌳 Timeless charm meets modern comfort in Portland's best neighborhood 🛏️ Cozy queen bed + plush sofa for two 🍳 Full kitchen with stove, oven & microwave 🛋️ Smart TV, fast WiFi & dedicated workspace 🐾 Pet-friendly — bring your furry friend ❄️ AC & heating for year-round comfort 🔒 Private entrance — entirely yours 🍽️ Steps from boutique shops, top restaurants & tree-lined streets.

ValueFamilyParks

Top Guest favourite
An open living space features a stylish wooden staircase, enhancing the flow of natural light. A modern dining table is accompanied by Arne Jacobsen Ant dining chairs. Decorative plants and a round mirror add a touch of elegance, while large glass doors provide a view of the outdoor area.
Home in Portland
4.99 out of 5 average rating, 476 reviews

Modern Guesthouse in Portland's Central Eastside

Tall ceilings, an open staircase and walls of windows flood the space with light (even in Portland), while molded plywood Eames chairs add mid-century style. Located in the heart of Portland within walking distance to great restaurants, coffee and parks. Fast, gigabit fiber internet, full kitchen, large table, and private outdoor spaces help maximize your stay and comfort, whether you're alone or with a group. Editor's pick in Dwell.

ValueLocationAccuracy

Guest favourite
The exterior of a bright-red double decker bus is showcased, nestled in a shaded outdoor area. Adirondack chairs are positioned nearby, and cafe lights are strung above, creating an inviting space to relax. The bus's large windows allow natural light to filter in.
Place to stay in Portland
4.86 out of 5 average rating, 919 reviews

The Royal Scott Double Decker Bus

Our tiny home started life as a commuter bus in Manchester, England, in 1953, then did stints in San Francisco and Mt. St. Helens before finding a home as the Grilled Cheese Grill in Portland. Now it’s been reimagined as a mid century modern-inspired tiny home, with whimsical painting details from one of its former lives and fresh new handmade details that make it a cozy, inspiring stay. Find more on IG @smore.life

LocationValueAccess

Popular amenities for Portland holiday rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Stay near Portland's top sights

Powell's City of Books

3,209 locals recommend

Portland Art Museum

1,631 locals recommend

Portland International Airport

142 locals recommend

Portland Japanese Garden

1,289 locals recommend

Forest Park

971 locals recommend

International Rose Test Garden

927 locals recommend

Other great holiday rentals in Portland

Top Guest favourite
A bright and modern living space features a wooden dining table with a chair, accented by plants and artwork. Natural light fills the room, highlighting the kitchen area and entry door. A warm rug adds texture to the minimalist decor.
Tiny home in Portland
4.99 out of 5 average rating, 437 reviews

Poca Cabana! A stylish and private tiny house!

ValueFamilyQuiet

Top Guest favourite
The unique octagonal structure sits amid lush greenery, featuring large windows on the upper section that invite natural light. A gentle ramp leads to the main entrance, with a pathway surrounded by well-kept grass and trees providing a natural backdrop.
Place to stay in Brush Prairie
4.98 out of 5 average rating, 774 reviews

Spaceship Destination!

ValueFamilyAccuracy

Top Guest favourite
The interior space features warm wood finishes and large windows allowing natural light to fill the area. A compact kitchen area is equipped with essential appliances, and a comfortable seating arrangement includes a reclining chair and a small table. A spiral staircase leads to the lofted sleeping area.
Treehouse in Mt. Tabor
4.88 out of 5 average rating, 239 reviews

Mt Tabor Tree House, Hidden Urban Retreat

FamilyValueBiking

Guest favourite
A modern open space includes a bright kitchen with quartz countertops and stainless steel appliances. High-backed red stools line the kitchen island, while a dining table with white chairs complements the light wood flooring. Natural light enters through a window, enhancing the inviting atmosphere.
Apartment in Northeast Portland
4.95 out of 5 average rating, 421 reviews

Modern Apartment

FamilyLocationBiking

Guest favourite
A bright living room is featured, showcasing large windows that allow natural light to fill the space. A comfortable sofa and two chairs are arranged around a wooden coffee table atop a colorful area rug. A flat-screen TV is mounted on the wall, adding modern convenience.
Apartment in Portland
4.98 out of 5 average rating, 187 reviews

Unit B ~ Victorian-style home ~ very walkable

LocationValueAmenities

Luxe
Home in Portland
4.9 out of 5 average rating, 21 reviews

Aqua Star – Iconic Floating Home on the Columbia

LocationBathroomWalkability

Top Guest favourite
A spacious living room features a large white sectional sofa adorned with colorful throw pillows. Sunlight streams through expansive windows, framing views of greenery outside. A light area rug sits beneath a coffee table, while double French doors lead to additional areas, enhancing the open atmosphere.
Home in Southwest Portland
4.99 out of 5 average rating, 76 reviews

Urban woodland retreat

LocationFamilyKitchen

When is the best time to visit Portland?

MonthJanFebMarAprMayJuneJulyAugSeptOctNovDec
Avg. price$144 AUD$143 AUD$149 AUD$153 AUD$161 AUD$170 AUD$166 AUD$166 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.

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