House holiday rentals in Portland Downtown

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.

Williams Avenue Hideaway

Welcome to our charming studio nestled in the heart of NE Portland! This cozy ground floor suite on the lower level of our home offers a perfect blend of comfort and convenience, making it an ideal home base for travelers seeking a local experience. Our space features a plush king bed, ensuring a restful night's sleep. Additional amenities include a thoughtfully designed kitchenette, full bathroom, smart TV, fast WIFI, washer/ dryer and a private patio all at your disposal during your stay.

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.

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.

1906 3BR Retreat • NW 23rd Boutiques & Eats

Nestled in one of Portland's most desirable neighborhoods, this elegant home has been thoughtfully refurbished to blend its original charm with modern amenities seamlessly. Originally built for the World's Fair hosted by Portland at the turn of the century, this home exudes all the old-world charm you can imagine. Step out the door, and you'll find top-rated bars and shopping just blocks away, ensuring you never have to stray far for a fantastic experience.

Luxury Living on NW 23rd Ave, Walk Score 99

✨ Luxury 4BR in Heart of NW 23rd ✨ 🏠 Fully renovated 2000 sq ft home 🛏️ 4 bedrooms, 5 beds — sleeps 12 🍳 Chef's kitchen with stainless steel appliances 🛋️ Spacious dining & living areas 💻 Fast WiFi & laptop-friendly workspaces 🌿 Private patio with outdoor seating ❄️ AC & heating for year-round comfort 🔒 Entire home with private entrance & garage 📍 Walk Score 99 — steps from Salt & Straw, shops & top restaurants. Free garage parking.

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

Color Splash - Fast WiFi - Heart of Hawthorne

✨ Stylish SE Portland Studio in Hawthorne District ✨ 🏡 Private entrance — entire place to yourself 🛏️ Cozy 1BR with queen bed & AC 🍳 Full kitchen with dishwasher & cookware 💻 Dedicated workspace with fast WiFi 🐾 Pet-friendly — bring your furry friend 🧺 Coin-operated laundry on-site (basement) 🍽️ Walk to Hawthorne's best cafes, breweries & shops. Free street parking.

Modern home blocks from trendy Mississippi Ave

Enjoy a stylish experience at this centrally located home. Located only 3 blocks off trendy Mississippi Ave and 5 blocks off N Williams. Both streets have some of Portland's best restaurants, bars, boutiques, and coffee shops. Start your day by walking to get a coffee or breakfast. End it by walking to a bar/restaurant for dinner or drinks. Gas fire place does not work.

Bright 3BR/2BA | Steps to Hawthorne | 5 Beds

Located in the heart of Portland's renowned Sunnyside Neighborhood, this 3BR apartment is just a short walk from many desirable spots. Notably, it's only two blocks from the eclectic SE Hawthorne Blvd! Enjoy this cozy, spacious getaway with family and friends, and immerse yourself in the splendid local attractions on the beautiful east side of town.

Modern Architect-designed House

A modern one bedroom house in a quiet neighborhood minutes to downtown and to the ultra-hip Missisippi, Williams and Alberta districts. One block from a beautiful 16-acre park. Sleeps 4. Great for one or two couples or families with kids. No pets allowed