House holiday rentals in Portland Downtown

A bright living area features large windows allowing natural light to fill the space. Comfortable green armchairs are positioned around a wooden coffee table, with a colorful area rug beneath. A cozy fireplace is framed by a white mantel, accented by decorative items and plants.

4.97 out of 5 average rating, 210 reviews

Peaceful Retreat With Sauna + Outdoor Spa

Step into your own enchanted urban oasis nestled in the heart of Portland's finest delights! Behold our cedar barrel sauna, outdoor shower, and bubbling hot tub—all yours to unwind in bliss Stoke up the fireplace, sip on tea or coffee, and lose yourself in a whimsical tale amidst the sunroom's embrace. Or, spin a record and let the melodies transport you to a dreamy realm W/ nearby culinary wonders of our neighborhood beckoning, you'll be irresistibly drawn to dine out at every charming corner

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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.

4.95 out of 5 average rating, 367 reviews

Gorgeous, walkable detached Laurelhurst home!

Welcome to The Laurelhurst Townhouse! CE, roomy, and stylish -- with a walk score of 93! Enjoy the: -- airy, light-filled living area -- cozy upstairs bedroom and full bath --private downstairs "theater" room with queen bed and attached half-bath --library nook --backyard patio. Walk to many of Portland's most famous restaurants, bars and shops, and only a few minutes away from downtown and the Pearl District. Quiet, private, but in the heart of it all!

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Superhost

Home in Northeast Portland

4.91 out of 5 average rating, 295 reviews

Historic Charm • Modern Comfort • Spacious • 3BR

✨ Remodeled 3BR Near Mississippi Ave & Williams ✨ 🏡 Private home with classic charm & modern updates 🛏️ 3 bedrooms, 1.5 baths — sleeps 6 🍳 Fully equipped kitchen with dishwasher & coffee maker 🛋️ Stylish living spaces with Smart TV & fast WiFi 💻 Laptop-friendly workspace for remote work 🌿 Private backyard & patio for relaxing ❄️ AC & heating for year-round comfort 🐾 Pet-friendly with private entrance — entire place yours 🍽️ Walk to Mississippi Ave, Williams & OX. Free street parking.

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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, 115 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.

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A century-old cottage is framed by lush gardens and tall trees. The vibrant red exterior is complemented by inviting porches and white railings. A gravel pathway leads to a cozy seating area, surrounded by an array of plants and foliage, enhancing the tranquil setting.

4.99 out of 5 average rating, 289 reviews

Hidden Garden Cottage

This 850 sf. cottage is a century old but was completely updated 12 years ago with era-appropriate furnishings, giving it a period (and safe) feel. Breakfast goodies, art, books, and a woodstove make it cozy. It sits on half an acre so lots of room for kids . It's in SW Portland, minutes from downtown. It's quiet, great for working or vacationing. An outdoor fire pit and gardens make it unique. There's even a zip line for kids. Family gatherings also fine. (Note: There is a $60 fee per dog.)

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Guest favourite

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 North Portland

4.97 out of 5 average rating, 173 reviews

Rose City Hideaway

Oasis for the traveler seeking culture, nightlife, music, food, and ease of access to the Oregon Convention Center, Moda Center, Kaiser and Legacy Hospitals, and Portland Expo Center. This tucked away space, with views of the public park with art installations, is located in the entertainment district. The Hideaway is the ideal landing pad for business and pleasure. After exploring, return to RCH for time in the swim spa, gym, outdoor kitchen, or relax by the gas fire pit to end your day!

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4.97 out of 5 average rating, 311 reviews

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.

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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.

4.97 out of 5 average rating, 173 reviews

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.

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Superhost

4.9 out of 5 average rating, 114 reviews

Discounted luxury apartment garden patio & parking

This is a bright and modern additional living space in my beautiful hilltop home. Located just 5 minutes from downtown Portland in the West Hills, close to the best that Portland has to offer. There is a separate staircase leading to a private entrance, with outdoor living space including edible garden. Walk outside and enjoy your own private deck and read a book in a lovely garden and water feature. Forested hiking trails are located within a few minutes' walk.

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Guest favourite

Home in Northwest Portland

4.88 out of 5 average rating, 323 reviews

Historic Meets Modern | 4BR • Walk to NW 23rd

✨ Historic Upper-Level NW Portland Unit near 23rd Ave ✨ 🏛️ Original World's Fair-era character with modern updates 🛏️ 4 bedrooms, 2 baths — sleeps 8 🍳 Full kitchen with dishwasher & coffee maker 🛋️ High ceilings & stylish modern finishes ❄️ AC & heating for year-round comfort 🧺 In-unit washer & dryer 🔒 Private upper-level unit with separate entrance 🍽️ Walk to NW 23rd shops, restaurants & nightlife. Metered daytime street parking; free overnight.

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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.

4.99 out of 5 average rating, 474 reviews

Modern Guesthouse in Portland's Central Eastside

Tall ceilings, an open staircase and walls of windows flood the space with light (even in Portland), while molded plywood Eames chairs add mid-century style. Located in the heart of Portland within walking distance to great restaurants, coffee and parks. Fast, gigabit fiber internet, full kitchen, large table, and private outdoor spaces help maximize your stay and comfort, whether you're alone or with a group. Editor's pick in Dwell.

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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.