House holiday rentals in Portland

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

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!

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.

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.

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.)

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.

Classic 1917 Portland Home

You'll love staying in our comfortable, beautiful classic Portland home! You can walk to several restaurants and bars. It has easy access to downtown Portland by taking the bus, which is 1.5 blocks away or the MAX, which is a 12 minute walk for easy access all over the Portland/Vancouver area. Downtown Portland is a 10 minute drive. The Willamette Valley wine country is about an hour's drive away as well as the beautiful Columbia River Gorge and majestic Mt. Hood and Mt. St. Helens!

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.

Vintage Portland Home ~ Steps from Mississippi Ave

Experience the perfect blend of vintage Portland charm and modern design in this beautifully updated home. Steps from the MAX line for easy access to the airport, Moda Center, Washington Park, and more, it's a hub for exploration. Walk to Mississippi Avenue's lively bars, restaurants, and boutique shops. Thoughtfully furnished and fully equipped, this cozy retreat has everything you need for a memorable stay. Relax, explore, and enjoy all that Portland has to offer!

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.

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 renovated mid-mod marvel, where high vaulted open beamed wood ceilings adorn every room on the main floor. License number is 26ASTR-REN-00301

Signal House – Light Up The Portal

Signal House is an immersive art home from The Book of Houses in Pudding Heroes – a living chapter of the story. It is an overnight experiential stay, for travelers looking to jump off to the next dimension. Our 3 room home's highlight is the fully mirrored experience with sound /mood lighting for play & sleep. We have a cat meme lounging experience in the media room. 15 minutes from Portland on I-5.