Holiday rentals in Portland

Guest house in Rose City Park

French doors open to a private patio area, revealing outdoor seating under a vibrant green umbrella. A variety of plants and flowers decorate the space, enhancing the inviting atmosphere. A stainless steel refrigerator is positioned nearby, adding functionality to the kitchen setting.

4.99 out of 5 average rating, 139 reviews

Rose City Park Retreat

Located in beautiful Rose City Park, our studio is built with our guests in mind. It is clean and bright with 16 ft vaulted ceilings and skylights. Every detail has been thought of to make this a comfortable and inviting experience while you explore all that Portland has to offer. Beautifully tiled shower. Bamboo sheets and plush down pillows. You are within walking distance of restaurants, parks, bars, and food carts along with public transportation. We are close to downtown and PDX airport.

4.98 out of 5 average rating, 230 reviews

A spacious living area features a comfortable sofa and armchair, positioned around a light-colored carpet. A wall-mounted TV and a gas fireplace enhance the cozy atmosphere. The open kitchen countertop with barstools invites casual dining or conversation.

Flat in University Park

Fireplace Flat private 725 Sq Ft apt near U of P

Fireplace Flat: top 5% of Airbnb listings for guest satisfaction! Walk to U of Portland! Private 725 sq. ft. 1 BR daylight basement apt. on its own floor. Walk to bars, restaurants & transit. Full kitchen w/gas range, gas fireplace, free laundry, premium cable, separate entrance. Ample free parking and FREE EV CHARGING! No long chore list at checkout! Conveniently located near: Pearl District: 5.2 miles Airport: 8.8 miles Moda Center: 4.7 miles Convention Ctr: 5.1 miles All are welcome!

5 out of 5 average rating, 109 reviews

A detached entrance is seen with a wooden door and large windows, framed by a clean gray exterior. A small patio area features a table and two chairs, inviting relaxation. The surrounding landscape includes gravel and low-maintenance plants, enhancing a sense of privacy.

Guest house in Woodlawn

Private urban retreat, new build, 1bedroom, sleep4

Relax in this calm, clean and simple space. Enter in from the sidewalk fence to a little patio great for enjoying your coffee and some fresh air. There is a full kitchen that opens into the living area with a skylight and high windows that offer great natural light. Walk down the hall and enjoy the spacious bathroom with our provided bath tray for real relaxation. Tuck yourself into bed and enjoy the stars or choose to black out windows using our automated shades for uninterrupted sleep.

Home in Northeast Portland

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.

5 out of 5 average rating, 101 reviews

Modern Home — Prime Alberta Arts

This new home is steps from lively Alberta Street, the heart of NE Portland. It's perfect for couples, business travelers, and anyone looking to explore Northeast, Portland's best neighborhood. Plush king-size bed, open kitchen and living room, 1.5 bathrooms, and private yard. Explore awesome restaurants, bars, and shops around the corner, while staying on a quiet residential street. This home is just 15 minutes from the airport, and close to downtown (transit friendly!). Hablamos español.

4.95 out of 5 average rating, 1,231 reviews

A stunning sunset casts vibrant colors across the sky, creating a backdrop for the tiny house built with natural cedar siding. The silhouette of Mt. Hood is visible in the distance, framed by lush greenery and a pathway leading to the entrance.

Tiny home in Sandy

Mt Hood View Tiny House!

Sandy’s first and only Tiny House! Located just one mile from Hwy 26, this unique tiny home sits on 23 acres, offering a peaceful, private setting with easy access to Mt. Hood adventures. The tiny house has its own space and stunning Mt. Hood views, with our main home visible but not impacting your privacy. Designed around a custom moving window wall system, it opens fully to the outdoors, bringing the mountain right into your stay for unforgettable sunrises, sunsets, and true Mt. Hood magic.

4.99 out of 5 average rating, 421 reviews

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!

4.91 out of 5 average rating, 146 reviews

The entrance features a welcoming design with a small bicycle parked beside a potted plant. A doormat with the word 'WELCOME' is placed at the threshold, leading into a bright and inviting interior visible through the open door.

Home in Lake Oswego

#StayInMyDistrict Lake Oswego Honey Bee Cottage

#StayinMyDistrict Lake Oswego Honey Bee Cottage. Live like a local while experiencing the trendy Lake Oswego District! 5 blks to coffee shops, restaurants, shopping & local hot spots! Convenient to West Linn, SW Portland & Tigard Neighborhoods. Private Cottage nestled in the trees, and furnished to create a comfortable and charming space! Historic 1 bed/1bath (+sofa bed & Futon) King Suite, Kitchen, W/D, Private Patio & Fenced Yard. FREE Parking. Pre-Approved Dogs w/addt’l $50 per pet fee.

4.97 out of 5 average rating, 173 reviews

A cozy kitchen is highlighted by warm wood cabinetry and a decorative countertop. A binder titled 'Crossroads Country Cottage' is prominently displayed, accompanied by a flower vase filled with vibrant blooms. Colorful stained glass pieces allow natural light to filter in, adding charm to the space.

Home in Milwaukie

Crossroads Country Cottage

Conveniently located at the crossroads of HWY 224 and SE Lake Road, our home, cottage and garden are the last remnants of a time gone by and what was once a large family farm. When you walk through the private gate leading to the cottage, you might feel you have stepped through a portal into another time. Everything about the cottage is secluded, peaceful and private. We are pleased to have many return visitors. The garden features a waterfall, chairs and table, BBQ and fresh herbs.

4.91 out of 5 average rating, 187 reviews

A charming blue cottage is framed by a welcoming front porch with wooden railings. Lush green plants and purple flowers decorate the landscape. An American flag is displayed on the railing, and a car is parked in the driveway alongside the property.

Bungalow in Gladstone

The Wee Humble Cottage

Cozy 1 bed, 1 bath, 100 yr old smoke/vape free cottage is conveniently located in Gladstone, OR; walking distance to local shops & antique mercantile. Within blocks of the confluence the Clackamas & Willamette Rivers. Just 1.5 mi from historic downtown Oregon City Main Street, Willamette Falls, Abernethy Center & End of the Oregon Trail Museum. Also conveniently located near the Trolley Trail Loop, a 19 mile long meandering walking/cycling trail through a series of quiet communities.

4.98 out of 5 average rating, 262 reviews

A view from the window showcases lush greenery and vibrant autumn leaves. The neighboring houses display varied architectural styles, with a charming gray house contrasting against the bright orange exterior of the visible home. Clear skies provide a bright backdrop.

Guest house in Roseway

Oscar's Perch - Fantastic & Private 1-BR

Private one-bedroom in NE Portland with a full kitchen, roomy bath with W&D, wi-fi, & parking. Bedroom has a queen bed; sofa converts to a queen bed. USB ports in kitchen & bedroom. Golf course, park, bike route, public trans., restaurants, wine shop, brewery, & grocery store all within several blocks. Easy access to downtown and PDX. 5% of the nightly rate will be donated to Gales Creek Camp for Kids with Type 1 Diabetes. We welcome and appreciate the diversity of our guests!

4.99 out of 5 average rating, 1,480 reviews

A lush green yard is framed by trees, featuring a cozy yurt and stone pathway. Colorful flower pots overflow with blossoms, while seating areas with chairs and a small table invite relaxation. A play structure and well-maintained garden add to the inviting atmosphere.

Yurt in Portland

Garden Home Backyard Yurt Experience

Our cozy-comfy 4 season yurt is nestled under majestic trees on a beautifully landscaped 1/3 acre. Located in a quiet, safe SW Portland neighborhood with a park, hike/bike trail a block away. We are 6 miles from downtown, with beaches, gorge and Mt. Hood accessible for day outings. There is a full kitchen, a natural gas fireplace and complete electrical and plumbing service. The guests full bathroom is located in the home's utility room a short lighted pathway walk from the yurt.

4.96 out of 5 average rating, 135 reviews

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 Multnomah

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.

Popular amenities for Portland holiday rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

What Airbnb hosts recommend seeing in Portland

Find unforgettable activities and unique points of interest near you. Our hosts share their favourite things to do and must-visit places to see in Portland.

Laurelhurst Park

Expansive park with trails, a duck pond, sports courts, and vibrant community events

Summarised by AI

Laurelhurst Park is a 31-acre historic park with a big duck pond and lake, paved and unpaved walking loops, and 3,694 trees of 92 types, including Douglas fir, blue spruce, rhododendron, linden, and even a giant sequoia. Bring a blanket or use the picnic tables and benches for a picnic, nap, or games. Use the basketball, tennis, pickleball, volleyball, soccer, horseshoe, and skate areas, plus the playground and off-leash dog area. In summer, catch free outdoor comedy on Fridays, movies, concerts, Shakespeare, and other live performances.

Mentioned by 510 local hosts

Oregon Zoo

Expansive zoo featuring diverse wildlife, conservation programs, and seasonal events in a lush park setting

Summarised by AI

At the Oregon Zoo you can wander a heavily shaded, forest-built 64-acre campus with more than 1,800 animals, from elephants, rhinos, primates, polar bears, otters, penguins, condors and bald eagles to local Northwest wildlife. Explore the expanded Elephant Lands with interactive digital displays, ride the zoo train or carousel, catch keeper talks, and try classic treats like an elephant ear. Visit in winter for Zoo Lights, or in summer for Zoo Nights, Zoo Brews, and outdoor concerts with food carts and live music. Right around the zoo, Washington Park adds gardens, trails, memorials, a forestry museum, and an interactive children’s museum for even more exploring.

Mentioned by 681 local hosts

Providence Park

Vibrant soccer stadium home to the Portland Timbers, Portland Thorns, and passionate fans

Summarised by AI

At Providence Park you can watch the Portland Timbers of MLS or the Portland Thorns of the NWSL play professional soccer in an intimate, in-city stadium. Join the Timbers Army section if you want nonstop singing, chanting, waving flags, and the chance to see a massive tifo rise before kickoff, or sit farther away for a quieter view. Many seats stay dry even in the rain, making games comfortable for families and groups. Before or after, swing by the Timbers Army clubhouse caddy-corner from the stadium for team gear.

Mentioned by 226 local hosts

Portland Japanese Garden

Serene garden oasis featuring diverse garden styles, a tea house, and stunning views of Mount Hood

Summarised by AI

Explore multiple distinct Japanese garden styles—strolling pond, flat, tea, natural, and sand-and-stone—set among cedars, pines, cherry trees, moss gardens, and a calming waterfall with koi. Walk intimate paths, linger in the Zen garden, and look out to a framed view of Mt. Hood. Visit the authentic tea house, then check out the cafe, gift shop with unique items, gallery, and courtyard designed in the recent expansion. Afterward, cross the road to the International Test Rose Garden for thousands of rose varieties.

Mentioned by 1,278 local hosts

The Grotto

Serene Catholic sanctuary and botanical garden known for its stunning Christmas light festival

Summarised by AI

Explore a 62‑acre Catholic shrine and botanical garden where quiet forest paths, intricate shrines carved into the cliff, and a striking outdoor chapel create a calm space for reflection. Take the outdoor elevator up the 110‑foot cliff to wander the upper botanical gardens, walk the labyrinth, and take in wide city and mountainside views. Visit the cliffside sanctuary with its Pietà replica and peaceful statuary. During the Christmas Festival of Lights, enjoy illuminated grounds, choirs, and carolers throughout the gardens.

Mentioned by 173 local hosts

Powell's City of Books

Expansive independent bookstore featuring new, used, and rare books across nine color-coded rooms

Summarised by AI

Browse over one million new, used, rare, and out-of-print books spread across a full city block, with four floors and nine color‑coded rooms to explore. Duck into the Rare Book Room for autographed first editions and collectibles, then grab a coffee, baked good, or sandwich at the in‑store café while you sample your stack. Pick up journals, maps, cards, Portland- and Oregon-themed souvenirs, and other small items scattered through the store. When you’re done, you’re right by the Pearl District’s restaurants, shops, and nearby Old Town Chinatown.

Mentioned by 3,198 local hosts

Other great holiday rentals in Portland

Guest house in North Plains

A view of the guest cottage from a gravel pathway, highlighting the rustic wooden exterior under a colorful sky. Nearby greenery and trees frame the property, with a sense of seclusion in the natural surroundings.

4.99 out of 5 average rating, 95 reviews

Relaxing mountain getaway with valley views.

5 out of 5 average rating, 17 reviews

Home in South Tabor

South Tabor Charmer

4.99 out of 5 average rating, 455 reviews

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 Kerns

Modern Guesthouse in Portland's Central Eastside

4.86 out of 5 average rating, 7 reviews

A winter landscape is visible outside, framed by the red railing of a spacious deck. Snow blankets the trees and ground, creating a serene atmosphere amidst the dense woodland. The bright blue sky adds contrast to the snowy scene.

Home in Portland

1970s Portland Mountain Treehouse

4.86 out of 5 average rating, 58 reviews

A panoramic view of the city skyline is captured during sunset, showcasing vibrant orange and pink hues in the sky. Modern buildings stand prominently against the colorful backdrop, with trees framing the scene in the foreground.

Home in Southwest Hills

Urban Oasis with Spectacular Views

5 out of 5 average rating, 8 reviews

Flat in Sullivan's Gulch

Spanish-Style Studio | Private Entry | Foodie Row