Holiday houses in Portland

4.98 out of 5 average rating, 249 reviews

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 Piedmont

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.

4.82 out of 5 average rating, 501 reviews

A suspension bridge is shown, constructed with wooden beams and ropes, linking the platform of a treehouse to the surrounding forest. A person is seen using a zip line, gliding above the deck while tall trees and greenery frame the scene.

Treehouse in West Slope

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.

Superhost

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

4.91 out of 5 average rating, 572 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’

4.97 out of 5 average rating, 252 reviews

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!!

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.

4.96 out of 5 average rating, 278 reviews

Home in Southwest Hills

Cozy modern staycation workplace close to downtown

Entire space is very private. Enjoy the cozy modern 1 bedroom queen bed, 2 large sofas that are comfortable to sleep on, oversize soaking tub large walk-in closet , 2 TVs, Blue Ray player, stereo, gorgeous private garden with table seating & tranquil water feature, & private entry. 5 minute drive to downtown, 2 minute walk to Forest Park & Marquam trails. Several amazing restaurants just minutes away. There is a pet fee of $40 each pet. Preferably just one pet or the fee is $70 for two.

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.

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!

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.

Guest suite in Eastmoreland/Reed

The guest home is set behind a picturesque entrance adorned with an elegant gate and carefully arranged greenery. Paved stone pathways guide visitors through the lush surroundings, leading to the welcoming facade of the home, seamlessly integrated with the tranquil, tree-lined environment.

5 out of 5 average rating, 568 reviews

IndigoBirch: Luxurious Zen Garden Retreat: Hot Tub

Look no further- as a member of The IndigoBirch Collection™️, our guest home stands as a top-tier experience on Airbnb. Located two blocks away from Reed College, IndigoBirch is nestled on a quiet tree-lined street in the highly desired & historic neighborhood of Eastmoreland. Our location is perfect for the adventurer looking to explore Portland. The guesthouse is two blocks away from public transportation, 12 minute drive to downtown Portland, and 20 minutes to PDX Airport.

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.

4.97 out of 5 average rating, 442 reviews

The cottage exterior is nestled within lush greenery, featuring a textured, light-colored stucco façade and a distinctive triangular roof. Surrounding plants and stones create a serene landscape, complemented by wooden steps leading to the entrance, enhancing the inviting and private atmosphere.

Guesthouse in Overlook

The Green Door PDX: A European Inspired Cottage.

A bolthole created from passion by Kaemingk Collection, The Green Door PDX was designed to provide a unique respite from the energy of Portland while being conveniently located only minutes from downtown and popular shopping/eating districts. We have taken queues from Europe and built a traditional field cottage tucked into the landscape at the front of the property and surrounded it with mature greenery for an inviting welcome and ultimate privacy for our guests.

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

Apartment in Pearl District

A well-lit living area is viewed through an open doorway, showcasing large floor-to-ceiling windows that reveal lush green hills and vibrant cityscapes. A cozy seating arrangement, including a light-colored chair and dark ottoman, complements the inviting atmosphere of the space.

5 out of 5 average rating, 10 reviews

Luxury Living in Prime Location FREE Airport Rides

4.97 out of 5 average rating, 113 reviews

A covered deck offers a firepit surrounded by two reclining chairs. The expansive view reveals a lush, green lawn and distant trees under a vibrant sunset sky, creating an inviting space for relaxation.

Guesthouse in Sandy

Come Escape @ Mount Hood Retreat

4.97 out of 5 average rating, 79 reviews

The living area features a high vaulted ceiling with wooden beams, a spacious seating arrangement including a navy blue couch and a round plush armchair. A cozy loft is visible above, and a kitchenette with modern appliances is situated in the background. Decorative plants add a touch of greenery.

Guesthouse in West Slope

Fir Grove Tree House

5 out of 5 average rating, 35 reviews

A charming two-story farm-style home with a blue exterior is framed by vibrant greenery and colorful flowers. Two light-colored chairs are positioned on a pathway leading to the entrance, inviting guests to enjoy the serene outdoor space.

Home in Mt. Tabor

Charming 1909 farm style home.

4.98 out of 5 average rating, 44 reviews

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 Hills

Urban woodland retreat

4.95 out of 5 average rating, 143 reviews

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 Multnomah

Portland Modern

Guesthouse in Northeast Portland

A modern kitchen is highlighted by large skylights and sleek wooden accents. Stainless steel appliances complement white cabinetry and a spacious countertop. A dining table with green chairs is positioned in front of a vibrant view through large windows, enhancing natural light throughout the space.

4.99 out of 5 average rating, 80 reviews

Luxury Cabin in the City