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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 A-frame cedar cabin is framed by lush greenery, showcasing large sloping windows that reflect the surrounding forest. A spacious deck extends from the cabin, featuring a dining set. A gravel driveway leads to the house, offering a natural and secluded setting.
Cabin in Camas
4.98 out of 5 average rating, 193 reviews

Tranquil & Private Forest Oasis ~ Sauna ~ Soak Tub

Come enjoy your private 3 acre cabin retreat in the PNW forest. Nestled among the trees, this A-frame cedar cabin is peaceful, fun and stacked with amenities like: ~ Custom sauna and Outdoor shower ~ Shop space with basketball & cornhole ~ Huge deck & grill ~ Whole house stereo system ~ Record player ~ Private walking paths & fire pit ~ 3 bedrooms & 3 bathrooms ~ Fully stocked kitchen ~ 2 Fireplaces Come create your own memories at The Condor's Nest. Check out my reviews for inspiration :)

FamilyLocationAccess

Guest favourite
Treehouse in Portland
4.83 out of 5 average rating, 538 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.

ValueFamilyOutdoor spaces

Top Guest favourite
The exterior of the home is surrounded by a lush green lawn dotted with blooming trees, enhancing the tranquil country atmosphere. The two-story house features a welcoming entrance with large windows, inviting natural light into the spacious interior.
Home in Cedar Hills
4.93 out of 5 average rating, 278 reviews

Country Retreat Near Nike • 6BR 3400 SF • 15% off

Enjoy country life in the center of Beaverton within walking distance to Nike. This 3,400 sqft spacious house will become your wonderful home. It can accommodate up to 16 guests with new beds, mattresses, washer/dryer, hardwood floor, and more. Downstairs bedroom for seniors. It is perfect for family getaway to metro-Portland area. Located near Hwy 26, right next to parks for relaxing strolls, hiking, and biking. Walking distance to Costco. Large party and RV parking are not allowed due to HOA.

LocationValueHospitality

Top Guest favourite
A modern bathroom is featured with a deep soaking tub and sleek wood vanity. A round mirror and stylish light fixtures provide illumination. Neutral-toned tiles add warmth to the space, while a small plant decorates the bathtub area.
Home in Portland
4.91 out of 5 average rating, 155 reviews

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!!

FamilyValueTV

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, 281 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.

ValueLocationSleep quality

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 Portland
4.92 out of 5 average rating, 487 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.

FamilyLocationAccess

Top Guest favourite
A light-filled living area features two armchairs positioned beside large windows, showcasing views of surrounding greenery. A plush sofa offers a comfortable seating option, while a small, decorative table holds a plant. A television is mounted on the wall, enhancing the modern design.
Guesthouse in Portland
5.0 out of 5 average rating, 125 reviews

Chic Belmont retreat w/tree views & king bed!

Experience weird and wonderful SE Portland from a serene, newly-built home in a walkable/bikeable neighborhood with king bed and lots of light! Wake up well rested and open curtain on floor to ceiling windows to morning light. Enjoy the full kitchen & soaker tub in a breathtaking architect-designed home perfect for foodies, couples, and remote work. Great location just steps from bakeries, shops, parks and taprooms. Discover the quirky character and trendy eats of Belmont-Hawthorne-Tabor!

FamilyLocationCleanliness

Top Guest favourite
Home in Southwest Portland
4.97 out of 5 average rating, 313 reviews

Rock N Roll House + Hot Tub

Featured in The Destination Channel’s TV show “Staycation- Sports Edition” in the fall of 2025 and found on YouTube. Contemporary-style music-themed home. Jam out with instruments, classic albums and record player by the pool table. Stunning gourmet kitchen. Big lawn and deck with teak dining table and bbq. Hot tub plus gas and real fire pits. Garage is packed! Ping pong table, pinball, foosball, Pop-a-Shot basketball, Treadmill, Peloton bike, dumbbells, and four mountain bikes+helmets.

LocationFamilyLong stay

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, 174 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.

ValueFamilyWi-Fi

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, 478 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.

FamilyValueWalkability

Top Guest favourite
A living area showcases a blue velvet armchair positioned on a vibrant area rug. Nearby, a dining space is seen with wooden chairs and a table in the background. Soft natural light filters through the large windows, enhancing the room's welcoming ambiance.
Home in Portland
4.96 out of 5 average rating, 265 reviews

Holiday Home

Greetings Welcome to Portland! We hope that you will have a wonderful time in our beautiful city and that you will enjoy your stay here at Oasis in PDX We love entertaining and have put thought into creating different seat groupings, both inside and out, that invite people to relax both near to and apart from the main living areas, so that one-on-one conversations can take place without others in the group feeling excluded.

FamilyLocationCondition

Top 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 Southwest Portland
4.96 out of 5 average rating, 165 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 renovated mid-mod marvel, where high vaulted open beamed wood ceilings adorn every room on the main floor. License number is 26ASTR-REN-00301

ValueFamilyAmenities

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

1,632 locals recommend

Portland International Airport

142 locals recommend

Portland Japanese Garden

1,291 locals recommend

Forest Park

971 locals recommend

International Rose Test Garden

930 locals recommend

Other great holiday rentals in Portland

Top 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
4.86 out of 5 average rating, 187 reviews

The Haseman House

ValueLocationAccess

Top Guest favourite
The open living area is characterized by warm wood cabinetry and a spacious kitchen counter. Natural light floods the space through large windows, illuminating the seating arrangement with two leather chairs and a small wooden table. A patterned area rug adds color to the wooden floor.
Home in Portland
4.95 out of 5 average rating, 370 reviews

Gorgeous, walkable detached Laurelhurst home!

FamilyValueLayout

Top Guest favourite
The open living area features vaulted wooden beams and large windows allowing natural light. A comfortable sofa and a pair of armchairs surround a coffee table on a colorful rug. In the background, the modern kitchen is visible, with sleek cabinetry and stainless steel appliances.
Home in Northeast Portland
5.0 out of 5 average rating, 118 reviews

Modern Home — Prime Alberta Arts

ValueFamilyLaundry

Top Guest favourite
An open-concept kitchen area features modern appliances and light cabinetry, complemented by a two-person dining setup with blue metal chairs. The space is accented by a patterned area rug and warm wood flooring, creating a welcoming atmosphere for meal preparation and dining.
Cottage in Laurelhurst
4.98 out of 5 average rating, 398 reviews

Deluxe 5★ Guest House ❤️ Close-in Convenience

FamilyLocationComfort

Superhost
Home in Northeast Portland
4.88 out of 5 average rating, 115 reviews

Modern home blocks from trendy Mississippi Ave

LocationValueLaundry

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, 696 reviews

The Westmoreland Lighthouse - Private studio in SE

LocationFamilyAmenities

Luxe
Home in Portland
4.8 out of 5 average rating, 25 reviews

Aqua Star – Iconic Floating Home on the Columbia

LocationWalkabilityDecor

Top Guest favourite
A three-story home is depicted with a distinctive dark exterior and a peaked roof. The entrance is framed by a landscaped area featuring bushes and steps leading to the front door. A garage is visible beneath the living space, and a fence encloses the property.
Home in Northwest Portland
4.99 out of 5 average rating, 71 reviews

Old Portland Charmer

ValueLocationQuiet

When is the best time to visit Portland?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price$172 NZD$171 NZD$177 NZD$182 NZD$193 NZD$203 NZD$198 NZD$198 NZD$184 NZD$179 NZD$182 NZD$179 NZD
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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