House holiday rentals in Portland

4.96 out of 5 average rating, 127 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

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 completely renovated mid-mod marvel, where high vaulted open beamed wood ceilings adorn every room on the main floor. This house is perfect for friend groups, families or corporate retreats. Note: 4 bedroom, 2 bath, 2 kitchen.

5 out of 5 average rating, 223 reviews

A modern living space features a teal sectional sofa adorned with vibrant throw pillows. A glass coffee table rests atop a textured rug, and the kitchen showcases wooden cabinetry and stainless steel appliances, with natural light enhancing the atmosphere.

Home in Ladd's Addition

New Home Near it All on Division w/ EV Charger

Welcome to The Eloise — a bright, art-filled home centrally-located in the bustling Division/Clinton district of SE Portland. This beautiful ADU has it all. A suite with king bed & bathroom with a luxurious shower; workspace w/ speedy wi-fi; lounge; two TVs a full kitchen, & EV charger. Premium amenities & local treats await you. Tucked into a quiet street just off Division, you’re within walking distance to restaurants, shops, bars, venues, bus & TriMet lines & a 5-minute drive to Downtown.

4.98 out of 5 average rating, 569 reviews

A two-story gray house with teal trim is depicted, featuring large windows that invite natural light and a welcoming front entryway. Surrounding greenery adds a touch of nature, while a gravel path leads up to the door.

Home in Kenton

Loft in Kenton- Hot tub, MAX line, Weed friendly

House with 650 sq ft and patio to yourself. The loft, with vaulted ceilings and beautiful tile and woodwork throughout, is settled behind the main house, and includes a comfortable king bed, modern decor, fold down couch, well functioning kitchen, and access to hot tub. Kenton has great food, retail shops, and bars two blocks away, and guests are a short MAX train ride to Downtown. LGBTQ+ and rec. marijuana friendly. This home is not suitable for any guests under 18. Please read pet policy.

4.99 out of 5 average rating, 141 reviews

The exterior of a light green house is displayed, featuring a bright blue door and large windows that allow natural light. A small wooden deck with steps leads to the entrance. Grass and stepping stones are visible in the foreground, adding to the inviting entryway.

Home in Kenton

New ADU in NoPo!

Located in the friendly, walkable neighborhood of Kenton, this ADU is a five minute drive off of I-5, a 5-10 walk to the nearest bus lines and MAX station, and a block-and-a-half away from the central Denver St. commercial zone of Kenton with access to restaurants (Vietnamese, Thai, Mexican, soul food, pizza, pub food), coffee shops, library, and convenience store. Fred Meyer and New Seasons grocery stores are close by. The ADU has a double bed, memory foam mattress, and a white noise machine.

4.98 out of 5 average rating, 388 reviews

A spacious living area features vaulted wood ceilings and large windows that frame outdoor views. A comfortable sectional sofa is positioned near a blue coffee table, with a colorful artwork displayed prominently on the wall. A cozy reading nook includes an armchair and side table, offering a welcoming atmosphere.

Home in Mt. Tabor

The Flying Whale-MountTabor.

You will have full reign of the top (street)level of the home. Host lives downstairs in the sun basement. You are the only ones who will enter through the front door, and you’ll have a reserved parking space in the double driveway. Your private space includes a double queen bedroom, a full bathroom with a jetted bath and shower, a fully equipped kitchen, dining/living room with wood burning fireplace and stunning views, a full laundry room, a wrap around deck with outdoor table and chairs.

Home in Northeast Portland

A bright breakfast nook features a wooden table surrounded by wire chairs, illuminated by natural light from nearby windows. The wall displays a framed modern art piece along with various other artworks, complemented by potted plants and stylish light fixtures.

4.94 out of 5 average rating, 318 reviews

Designer curated Mississippi home NO CLEAN FEE

Blocks away from Mississippi Ave, this darling designer/ curator owned home is the perfect base for your Portland adventures. Recently renovated, this 1927 home features old Portland charm, contemporary finishes and art covering most every wall. Walkable to everything that Portland is renowned for: restaurants, breweries, coffee roasters, music venues and shops. Minutes from City Center via very close public transportation, bike or car share. The basement in-law suite is owner occupied.

4.95 out of 5 average rating, 344 reviews

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 Kerns

Gorgeous Laurelhurst 2 bed home! Walk Score 93!

Welcome to The Laurelhurst Townhouse! You can't get much more central than this roomy, stylish home with a walk score of 93! Settle in and enjoy the airy, light-filled living area, the cozy bedrooms, and the backyard patio--and then head out for a night on the town. Walkable to a myriad of Portland's most famous restaurants, bars and shops, and only a few minutes away from downtown and the Pearl District. Quiet and private, the Laurelhurst Townhouse is a gem in the heart of it all!

A spacious family room features a large L-shaped couch with comfortable seating. A plush green ottoman rests on a striped rug, complementing a contemporary armchair. Natural light filters through multiple windows, illuminating the room, which includes a TV and a cozy gas-lit fireplace.

4.94 out of 5 average rating, 254 reviews

Spacious Forest Retreat w/ Hot Tub & Views

In the woods, next to a creek, but still in Portland! Forget your worries in this spacious and serene space. There is a private entrance to this large two story guest suite, which includes a family room, living area with dining area and kitchenette, bedroom and bathroom, central AC, and private balcony. Located in a quiet neighborhood, close to hiking trails in Woods Memorial Park. A 3-minute drive or 1 mile walk to popular Multnomah Village; 15 minutes from Downtown Portland.

4.92 out of 5 average rating, 183 reviews

A modern living space features a comfortable gray sofa adorned with patterned throw pillows. Two tables in varying heights are placed in front. A large window allows natural light in, and a nearby plant adds a touch of greenery. Laundry appliances are accessible through a door.

Home in King

Modern Apt | Close to Everything

Located within the trendy Boise neighborhood and only minutes to central Portland is this chic sun-filled apartment that offers all the modern comforts of home. With stylish décor and bright open plan living, the apartment features a fully equipped kitchen, soft comfortable furnishings, a spacious master bedroom and a sparkling modern bathroom. Walk to the popular Williams and Mississippi streets with its top restaurants, coffee shops and Portland’s world-famous food carts.

4.95 out of 5 average rating, 346 reviews

A spacious living area features a modern green sectional sofa complemented by decorative pillows. A vibrant piece of abstract art adorns the wall. Natural light pours in from large windows, illuminating the open kitchen and dining area visible in the background.

Home in North Tabor

❤️ CLEAN ★ LUXURY OASIS ★ NEAR DOWNTOWN

☀ 10 Mins to downtown + Airport ☀ Free Private on-site parking ☀ Luxury queen bed • premium bedding ☀ Queen sleeper sofa in living room ☀ Fully stocked cook’s kitchen ☀ Large private patio ☀ Fire Pit + Gas BBQ ☀ Super Fast Wifi • USB charging outlets ☀ 65” 4K Smart TV ☀ Smart Home • Alexa equipped ☀ Nebia Spa shower ☀ Heated floors ☀ Steps from public transit ☀ Safe walkable neighborhood ☀ Bikes to explore Portland ★☆Learn More Below & Experience Portland With Us!★☆

4.95 out of 5 average rating, 108 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.

Superhost

A cozy dining nook features a round table surrounded by four wooden chairs. Natural light pours in through the large bay windows, highlighting the unique wall decor and shelves filled with books and decorative items. Green plants add a touch of nature to the space.

Home in Woodlawn

4.92 out of 5 average rating, 673 reviews

Close-in Private getaway in the trees.

Come relax in our private one bedroom fort inspiring house in the trees. Eclectic and creative, this stay is an entrance to the Portland experience. Cozy textiles for you to rest your head while natural light welcomes your mornings. Close to Alberta Arts District, Mississippi and Kenton; our neighborhood offers foodie-dining, unique shopping, casual night-life and more. All keeping you as adventurous as your hearts content. #WoodlawnFort

Popular amenities for Portland house rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.91 out of 5 average rating, 43 reviews

A charming Craftsman home is set against a vibrant blue sky, featuring a well-maintained garden filled with colorful flowers. The entrance is framed by lush greenery and a small set of steps leads to the welcoming front porch.

Home in Richmond

Frankie's Place; Walkable Craftsman luxury!

4.96 out of 5 average rating, 134 reviews

Home in Vancouver

The Starburst Inn

5 out of 5 average rating, 10 reviews

A sunlit courtyard is framed by the main structure of the home, featuring landscaped gravel and low-maintenance plants. Seating areas are arranged around a central stone pathway, while large windows provide views of the outdoors from the surrounding rooms.

Home in West Linn

Scandinavian Modern Farm House in Wine Country

5 out of 5 average rating, 6 reviews

A heated in-ground pool is surrounded by a concrete patio, featuring a slide on one end. Lush greenery and vibrant flowers are visible nearby, creating an inviting outdoor space. A covered deck area with seating is seen in the background, providing shade and relaxation options.

Home in Vancouver

5bdrm,Heated Pool, Hot Tub, Sauna.

4.86 out of 5 average rating, 59 reviews

A private hot tub is situated on a concrete patio, surrounded by lush greenery. Warm steam rises from the water, while string lights overhead create a cozy ambiance. Nearby, a neatly arranged outdoor seating space offers additional relaxation options.

Home in Milwaukie

3-Bed Cowboy Cabana w/ Soaking Pool + Hot Tub!

4.97 out of 5 average rating, 145 reviews

An airy kitchen features sloped ceilings with wooden beams and warm wood cabinetry. A vintage-style aqua refrigerator complements stainless steel appliances. Natural light filters through three windows, while a vibrant rug adds a pop of color to the space.

Home in Overlook

Rose City Hideaway

4.88 out of 5 average rating, 66 reviews

A spacious indoor pool area is surrounded by wooden beams and large windows. A slide features on one side, while comfortable seating and a BBQ area are visible outside. Sunlight reflects on the clear water, creating a vibrant atmosphere.

Home in Cedar Mill

Portland Pool Lodge

4.95 out of 5 average rating, 59 reviews

Home in North Plains

Private house, hot tub & acres of forest trails!

Weekly house rentals

4.97 out of 5 average rating, 326 reviews

A cozy living area is presented with a light-colored sofa adorned with orange accent pillows. A rustic coffee table on wheels is centrally located, paired with a soft area rug. The kitchenette is visible in the background, showcasing modern appliances and a small dining space.

Home in Westmoreland

Charming Sellwood Apartment

Superhost

An open layout showcases a bright living area featuring a modern sofa and a round coffee table. A well-equipped kitchen with sleek cabinets is visible, along with a laundry area. Light fills the space through large windows, and natural wood beams add architectural interest.

Home in Woodlawn

4.95 out of 5 average rating, 685 reviews

Woodlawn Retreat

4.83 out of 5 average rating, 190 reviews

A cozy sleeping area features a full-size bed dressed in a mustard yellow blanket. Adjacent, a wood sliding barn door complements the rustic decor. A large mirror reflects the space, while a framed black and white art piece of cacti adds visual interest to the wall.

Home in Overlook

Overlook Lodge

A modern kitchen features sleek white cabinetry and natural wood accents. Stainless steel appliances are included, along with a spacious island at the center, which has stools for seating. Natural light filters in through a large window, brightening the inviting space.

4.95 out of 5 average rating, 310 reviews

The Clinton Modern

4.96 out of 5 average rating, 100 reviews

A bright living room features a comfortable gray sofa and a wooden coffee table with decorative items. Wall art adds color to the space, while a large television is mounted on the wall. Light streams in through an open doorway leading to the kitchen.

Home in Concordia

Back to Black | Modern Stylish Alberta Arts Home

4.98 out of 5 average rating, 271 reviews

A well-equipped kitchen features wooden cabinetry and a stainless steel refrigerator. A small table with two yellow chairs sits in the center. Natural light streams in through two windows, highlighting the rich wood ceiling and inviting atmosphere.

Home in St. Johns

Oculus House, a wood & stone neighborhood retreat

5 out of 5 average rating, 154 reviews

A bright master suite features a spacious bed dressed in white linens. Natural light filters through large windows, illuminating the room. Wall sconces provide gentle lighting, while decorative items are displayed on the walls, adding character to the space.

Home in Tigard

Mama J's

4.99 out of 5 average rating, 103 reviews

The living area showcases high cathedral ceilings with exposed wooden beams. A cozy seating arrangement includes a sofa and chairs, facing a stone fireplace. An expansive window allows natural light to fill the space, offering views of the surrounding trees and access to a deck.

Home in Vancouver

Woodsy PNW A-Frame

Private house rentals

4.94 out of 5 average rating, 153 reviews

The exterior of the architecturally-designed space features a modern facade with a combination of white siding and warm wood accents. A large window allows natural light to flood the interior. The landscaped front yard includes native grasses and a bicycle is parked beside the patterned pathway.

Home in King

Sabin Guest House

4.84 out of 5 average rating, 505 reviews

The interior space features a kitchen with modern appliances adjacent to a cozy living area. A spacious bed is visible through the sliding door, complemented by soft bedding. Natural light filters through sheer curtains, enhancing the welcoming atmosphere of the well-appointed unit.

Home in Hollywood

Hollywood District Hideaway

A bright and modern living area features a comfortable brown sofa paired with a light blue area rug. A small coffee table sits nearby, and a wall-mounted map of Portland adds character. The open kitchen showcases white cabinetry and stainless steel appliances, enhancing the functional space.

4.91 out of 5 average rating, 120 reviews

Newer Built Fopo Gem, Close to Everything!

4.96 out of 5 average rating, 146 reviews

An inviting entrance showcases a fountain surrounded by lush greenery and stone pathways. The front door, framed by ornate pillars, opens to a well-lit interior. Soft lighting enhances the welcoming atmosphere, with a seasonal wreath adorning the door.

Home in Sherwood

Chateau Chardonnay:Tuscan home in NW wine country

4.94 out of 5 average rating, 377 reviews

A well-lit studio features a spacious bed with a patterned duvet. A cozy blue couch and a decorative rug are included in the seating area. Soft textile and natural hues create a calm environment, complemented by a floor lamp for additional lighting.

Home in Mt. Tabor

Mt Tabor House Salmon Room

4.93 out of 5 average rating, 232 reviews

A cozy living area includes a tufted teal couch with bright yellow pillows, complemented by a round dining table and chairs. A kitchen area with dark cabinetry and stainless steel appliances is visible in the background, illuminated by soft overhead lighting.

Home in South Tabor

Charming South Tabor Apartment!

4.9 out of 5 average rating, 149 reviews

A cozy bedroom is highlighted by a king size bed dressed in gray and blue linens. A wall-mounted electric fireplace adds warmth, while a doorway leads to a dining area adorned with natural light. Decorative elements include a dreamcatcher and potted plants.

Home in Sunnyside

Centrally located 1 Bed Home on Hawthorne-New AC

A cozy outdoor deck area is furnished with a glass-top table and two chairs. Lush green grass and trees are visible in the background, along with a serene stream that meanders through the landscape.