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Holiday rentals 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 & child-friendly amenities

  • Pet-friendly holiday rentals

    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

  • Wifi availability

    6,000 of Portland holiday rentals include wifi 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 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.

ValueFamilyDecor

4.93 out of 5 average rating, 281 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.
Flat 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!

ValueLocationAccess

4.99 out of 5 average rating, 455 reviews
Top guest favourite
Home in Southwest Portland

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.

ValueFamilyNearby

4.97 out of 5 average rating, 321 reviews
Top guest favourite
Home in Northeast Portland

Alberta Arts 3 blocks to eats, bars and shops

Stay with Kelly welcomes you to my 1930 bungalow retreat in the walkable Alberta Arts District. Guests consistently describe the location as “perfect” just blocks from beloved bakeries, coffee, bars, parks, vintage stores, and some of the city’s best restaurants. Guests call it one of the most well-stocked Airbnbs. Perfect for families and friends to spread out across 3 floors and 4 bedrooms. Kid-friendly (pack n play, high chairs, stair gates). 2 parking spots. 15 min to dtwn or PDX.

LocationValueTV

4.98 out of 5 average rating, 525 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.
Guest house 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.

FamilyLocationPool

4.98 out of 5 average rating, 699 reviews
Top guest favourite
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.

FamilyLocationParking

4.96 out of 5 average rating, 187 reviews
Top 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 :-)

ValueLocationSleep quality

4.83 out of 5 average rating, 549 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!

LocationFamilyHospitality

4.99 out of 5 average rating, 206 reviews
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

Old Portland Charmer

Nestled in one of Portland's most desirable neighborhoods, this charming home beautifully combines the character of the early 1900s with modern style and amenities. Walk to some of Portland's best restaurants, shops, and attractions just a short walk away. The completely remodeled home features a spacious backyard, abundant natural light, and the added convenience of off-street parking— simple luxuries that make all the difference.

FamilyLocationSleep quality

4.99 out of 5 average rating, 74 reviews
Top guest favourite
A cozy living area is equipped with a comfortable gray sofa and two blue armchairs. A wooden table occupies one corner, complemented by a flat-screen TV mounted on the wall. Light enters through a large window, enhancing the inviting ambiance of the room.
Guest house in Northeast Portland

Guest house in quiet neighborhood near downtown

Private studio apartment set away from the street to avoid any traffic noise. The guesthouse is a 10 minute bike ride from the downtown waterfront park as well as many great local restaurants and cafe's. Tree-filled Irving Park is 1 block away. Located just down the street from public transit and 1.3 miles from the Oregon Convention Center as well as the Moda Center. Come enjoy our beautiful place in the Irvington neighborhood.

ValueFamilyHospitality

4.98 out of 5 average rating, 258 reviews
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

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

FamilyValueIndoor spaces

4.96 out of 5 average rating, 171 reviews
Top guest favourite
The historic Firehouse No. 17 features a striking brick facade with red detailing and elegant windows. Two large garage doors are framed by decorative patterns, creating an inviting entrance. The building's architectural elements reflect its storied past, surrounded by manicured greenery.
Guest suite in Northwest Portland

Historic NW Nob Hill Firehouse No. 17

Firehouse No. 17 is a unique and interesting place to stay. The engine bays of the Firehouse have been converted into a beautiful and spacious living area. There are historic photos of the Firehouse that help tell its story from a working firehouse to a fabulous residence. Please come experience this historic firehouse, located in NW Portland. It is an easy walk to bustling NW 23rd restaurants and shops.

ValueFamilyOutdoor spaces

4.96 out of 5 average rating, 133 reviews

Popular amenities for Portland holiday rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Stay near Portland's top sights

Powell's City of Books

3,213 locals recommend

Portland Art Museum

1,634 locals recommend

Portland International Airport

143 locals recommend

Portland Japanese Garden

1,295 locals recommend

Forest Park

971 locals recommend

International Rose Test Garden

935 locals recommend

Other great holiday rentals in Portland

Guest favourite
An airy dining area is illuminated by natural light from large windows, showcasing views of the surrounding landscape. A modern table with chairs is positioned near the window, while stylish bar stools line the kitchen counter, offering a subtle separation between spaces.
Home in Southwest Portland

Serene Forest Retreat mins to Downtown

FamilyValueQuiet

4.93 out of 5 average rating, 73 reviews
Guest favourite
Home in Portland

Canyon Ridge Retreat | 4 Bedroom Home in Portland

FamilyLocationLayout

4.97 out of 5 average rating, 36 reviews
Top guest favourite
Home in Northwest Portland

Cozy artist's bungalow steps from NW 23rd

FamilyLocationWalkability

4.95 out of 5 average rating, 21 reviews
Top guest favourite
An open-concept living area features a spacious white sectional sofa arranged around a round coffee table. The kitchen is visible in the background, showcasing modern cabinetry and appliances. Soft lighting accents the space, contributing to a warm and inviting environment.
Home in Portland

Family Oasis 5BR | Game Room + Parking · Portland

LocationFamilyLayout

4.96 out of 5 average rating, 53 reviews
Guest house in North Portland

Calm + Modern 2BR Escape in North Portland

LocationAmenitiesHospitality

5.0 out of 5 average rating, 3 reviews
Guest favourite
Hotel room in Portland Downtown

Close to PSU Campus + Café & Fitness Center

ValueLocationCheck-in

4.84 out of 5 average rating, 117 reviews
Hotel room in Portland

KEX Hotel Portland, Queen Shared Bath

LocationQuietAir conditioning

4.85 out of 5 average rating, 211 reviews
Hotel room in Portland Downtown

Heathman Hotel, King guestroom

LocationCheck-inDecor

4.87 out of 5 average rating, 200 reviews

When is the best time to visit Portland?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price£77£76£79£82£86£91£89£89£82£80£82£80
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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