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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

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 :)

FamilyLocationCondition

4.98 out of 5 average rating, 193 reviews
Top Guest favourite
Home in Northeast Portland

Alberta Arts 3 blocks to eats, bars and shops

Freshly renovated 1930s bungalow in walkable Alberta Arts District, 3 blocks to top restaurants & shops. A Stay with Kelly home spread across 3 floors: 1 king + 4 queen beds plus sofa/twin sleeping, room for up to 10-12 (but max 8 due to permit). Guests call it one of the most well-stocked Airbnbs they've stayed in — fully equipped kitchen, wood-burning fireplace, games, toiletries & more. Kid-friendly (pack n play, high chairs, stair gates). 2 driveway parking spots. 15 min to downtown/airport.

LocationFamilyLong stay

4.98 out of 5 average rating, 515 reviews
Guest favourite
Home in Northeast Portland

Designer owned home on Vibrant Williams Avenue

After styling and art directing photo shoots for Rejuvenation Lighting and House Parts, being able to dial our home was like playing. Joyfully styled bedrooms include queen, queen-sized sleeper in living room. The kitchen is fully appointed with All-Clad, gas range, Cuisinart, blender and microwave. Williams and Mississippi are full of restaurants, bars,coffee houses and brand new food carts just a few doors away. New to Airbnb but you can read many reviews on another channel rhyming with turbo.

FamilyLocationWalkability

4.91 out of 5 average rating, 246 reviews
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

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.

LocationFamilyQuiet

4.93 out of 5 average rating, 278 reviews
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

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!!

FamilyValueGetting around

4.91 out of 5 average rating, 156 reviews
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

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!!

ValueFamilyHot tub

4.97 out of 5 average rating, 298 reviews
Top Guest favourite
A panoramic view of snow-capped Mt. Hood is framed by open double doors, providing a striking backdrop to the interior. The rustic dining area features wooden chairs and a table, while the floor is set with dark tiles that contrast with the scenic landscape outside.
Apartment in Sandy

Gorgeous Mt. Hood View, Ski, Hike or Mt.Bike

Welcome to Sandy Oregon, the Gateway to Mount Hood. This Luxurious cabin-feel home, custom built by top notch craftsman and designer, features breathtaking panoramic views of Mt. Hood and the Sandy River. The view is rated one of the best in the Northwest. Enjoy a glass of wine while sitting by the outdoor fire pit, take a short drive to Timberline Lodge for skiing or snowmobiling, go hiking in the Mt. Hood forest or Mountain Biking at world class "Sandy Ridge". Your options are unlimited!

ValueFamilyHot tub

4.99 out of 5 average rating, 448 reviews
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

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!

FamilyValueAmenities

5.0 out of 5 average rating, 126 reviews
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

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.

ValueFamilyCleanliness

4.98 out of 5 average rating, 698 reviews
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

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.

ValueLocationDecor

4.97 out of 5 average rating, 176 reviews
Guest favourite
Treehouse in Portland

Yeti's Tree House: Where Dreams Come True

“Best Tree House I’ve Ever Seen!” — Guest Climb into your childhood dream—a real treehouse held by four trees, 18 feet above the ground! Zip line through the woods, soak in the giant tub, and wander to the suspension bridge. It feels wonderfully wild and private, yet Portland’s famous attractions are just minutes away. A short 2-minute forest hike gets you there, so wear good shoes. Want your own guaranteed Bigfoot sighting? Contact Peter after booking :-)

FamilyValueComfort

4.83 out of 5 average rating, 538 reviews
Top Guest favourite
A spacious backyard is surrounded by lush greenery and tall trees, offering an unobstructed view of the distant mountains. A stone fire pit is positioned on a well-maintained lawn, enhancing the tranquil outdoor space. The clear sky and natural landscape create a serene atmosphere.
Guest suite in Gresham

Breathtaking views, Fish, Ski, Mt. Bike, or Hike

Experience a charming two-bedroom suite in the daylight basement of a two-story home, complete with a private entrance and covered patio. Enjoy breathtaking views of Mt. Hood and the Sandy River from your beautiful backyard. Nestled near Oxbow Park, you're just minutes from shops, restaurants, and outdoor adventures in the Columbia River Gorge and beyond. With the Portland airport only 25 minutes away, this cozy retreat is the perfect getaway!

LocationValueNearby

4.99 out of 5 average rating, 201 reviews

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
Home in Portland

Holiday Home

FamilyLocationBathroom

4.96 out of 5 average rating, 265 reviews
Top Guest favourite
A modern living area is highlighted by an artistic display of framed artwork on a white wall. A sleek wooden console holds electronic equipment, while an orange throw covers a spacious couch. Natural light streams through multiple windows, complementing the room's vibrant decor.
Home in Northeast Portland

Stylish 2BR Duplex Near Alberta Arts District

LocationFamilyCondition

5.0 out of 5 average rating, 102 reviews
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

Modern Private Bungalow, king bed, soaking tub

LocationValueLayout

4.92 out of 5 average rating, 487 reviews
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

Spacious, bright garden studio on Peninsula Park

ValueFamilyCondition

4.98 out of 5 average rating, 281 reviews
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

The Haseman House

LocationFamilyDecor

4.85 out of 5 average rating, 192 reviews
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

Modern Guesthouse in Portland's Central Eastside

LocationFamilyTV

4.99 out of 5 average rating, 478 reviews
Superhost
Home in Northeast Portland

Modern home blocks from trendy Mississippi Ave

ValueFamilyCleanliness

4.88 out of 5 average rating, 115 reviews
Top Guest favourite
A cozy living area features a green velvet sofa paired with a rustic wooden coffee table adorned with potted plants. Large windows allow natural light to fill the room, highlighting the eclectic wall art and the dining area visible in the background.
Apartment in Northeast Portland

Foxchase Flat #1

ValueFamilyKitchen

4.96 out of 5 average rating, 140 reviews

When is the best time to visit Portland?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price$173 NZD$171 NZD$178 NZD$183 NZD$193 NZD$204 NZD$199 NZD$199 NZD$185 NZD$180 NZD$183 NZD$180 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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