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.

4.98 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.

4.96 out of 5 average rating, 302 reviews

A modern living space is presented, featuring a comfortable couch and an accent chair in blue. A small dining table accommodates four. A wet bar area is equipped with a sink and microwave. Warm lighting enhances the inviting atmosphere of the room.

Home in Richmond

Cozy and Walkable 1 bedroom daylight basement

Our basement has been newly renovated. Brand new bedroom, beautiful bathroom and living space. The living space includes a 57” Smart TV and couch. The wet bar features a mini fridge, sink and Keurig Coffee maker. The bedroom has 1 queen sized bed with hotel luxury 1800 bedding sheets, a dresser, full length mirror and natural light window. Our house is centrally located with dozens of restaurants, bars and coffee shops just a short walk away!

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, 674 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 house rentals in Portland

Kitchen

Wifi

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, 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, 146 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

4.95 out of 5 average rating, 59 reviews

Home in North Plains

Private house, hot tub & acres of forest trails!

4.89 out of 5 average rating, 101 reviews

Serene Oasis: Swim Spa, Sauna, huge deck and grill

Superhost

A modern kitchen features stainless steel appliances and gray cabinetry. A sink is integrated into the countertop. Natural light streams through large windows overlooking a small outdoor space, while a small table with two chairs is positioned near the window.

Home in Tigard

4.59 out of 5 average rating, 17 reviews

Tranquility on the Greens

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

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 spacious living area features a leather sofa facing a fireplace. A large piece of artwork adorns the wall above a mid-century modern console, surrounded by green plants. Natural light floods in through glass doors, creating an inviting atmosphere.

4.9 out of 5 average rating, 107 reviews

Epic record collection & hot tub in bright 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

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, 561 reviews

The exterior view showcases a modern blue-clad bungalow with multiple windows, allowing natural light to filter in. A wooden door with glass panels opens into the interior, complemented by a stylish outdoor light fixture. Gravel and potted plants line the entryway steps.

Home in Concordia

The Heart of Alberta Arts - Private Home

5 out of 5 average rating, 155 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, 154 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

4.88 out of 5 average rating, 791 reviews

A spacious living room features a sectional sofa arranged around a coffee table, complemented by a warm-toned area rug. Large windows bring in natural light, and a fireplace sits against a textured wall, creating a relaxed atmosphere. A bookcase is visible in the background.

Home in Bridlemile

Family Friendly Home in Portland

4.98 out of 5 average rating, 64 reviews

An open living area features large glass walls and a skylight, allowing natural light to fill the space. Two wire chairs are positioned on a concrete floor, accented by stones and greenery. A cozy seating arrangement with a fireplace is visible in the background.

Home in Beaverton

Rummer House - Stunning Mid-Century Modern

Home in Northeast Portland

4.9 out of 5 average rating, 505 reviews

NE Sanctuary-Award Winning Home (Promotions)

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.

4.97 out of 5 average rating, 29 reviews

Urban woodland retreat

An outdoor space features a wooden pergola overhead, providing shade over a patio area. A small table is accompanied by two wooden chairs, while a cushioned seating area is visible on the raised platform. Lush greenery forms a natural backdrop.

4.86 out of 5 average rating, 177 reviews

Charming home on private street with hot tub

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.

5 out of 5 average rating, 32 reviews

Old Portland Charmer

An open-plan kitchen and dining area showcases modern appliances and elegant finishes. Large glass doors provide access to a spacious balcony, allowing natural light to fill the space. A dining table for four is complemented by stylish chairs, offering a comfortable area for meals.