House holiday rentals in Portland Downtown

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.

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.

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.

The Clinton Modern

The Clinton Modern is a clean and contemporary accommodation located in the heart of the famed Clinton/Division neighborhood in Portland, OR. The neighborhood is itself embedded in the equally renown East Portland district, known for its dynamic food, rich cultural offerings, and quirky nightlife. The locale is quiet yet conveniently accessible to all this great city has to offer. If you're looking for a space to both adventure from and return to congregate with friends, look no further!

The Nest: Garden Oasis in Alberta Arts w/Fireplace

2-bedroom contemporary bungalow and stunning garden are an oasis of peace & tranquility in the city. 2 blocks from Alberta Street. Wake up to morning coffee in the garden, cozy up to the gas fireplace, or work from home behind a closed door in a dedicated office space. Stroll to restaurants, shops, a farmer’s market, Alberta Park, or the Kennedy School soaking pool. Hikes, waterfalls, and wineries a short drive away. Close access to public transport and the airport is a 12-minute drive.

Urban Victoria Historic Registry home with 4 beds!

This stunning renovation of an 1884 historic Victorian is perfect for your next visit. The home is stacked with luxe finishes, gourmet kitchen, charming antiquities, fenced yard. King bdrm, Queen bdrm, plus 2 twin beds in a bonus space. Central location with quick access to dining, nightlife and freeway. The ideal spot to relax and explore central Portland! As experienced SuperHosts with a 4.94 rating and 500+ reviews, we can’t wait to welcome you to our latest offering. Welcome home!

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.

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.

Division House

Fully renovated 2 bedroom 2 bath lower duplex unit. All new modern amenities while maintaining the charm of this 100 year old home in the heart of inner Southeast Portland. Individually controlled HVAC in each room. Brand new kitchen, both bathrooms completely renovated. Private washer and dryer. Off street assigned parking for smaller cars. Phase 2 Electric car charger. Large covered deck in the back yard. High speed WiFi, connected to a 65” smart TV with cable.

Charming Home, Wonderful Neighborhood!

✨ Classic Craftsman Bungalow in Alameda-Beaumont ✨ 🏡 Private entrance & garden-filled backyard 🛏️ Queen bedroom + upstairs double & twin 🛁 Vintage clawfoot tub & full bathroom 🍳 Full kitchen with coffee maker & essentials 🧘 Bonus yoga space for stretching & flow 🌿 Front porch & back patio with BBQ 💻 Laptop-friendly workspace for remote work 👶 Kid & family friendly with Pack 'n Play Walkable Alameda neighborhood. Free street parking.

The Timber Nook • Rustic Charm • Walkable Location

Dreaming of the tiny house lifestyle? This charming retreat in the heart of Southeast Portland lets you experience it firsthand. Surrounded by trees yet steps from shops, cafés, and local favorites, this cozy hideaway proves that the best things truly do come in small packages. Thoughtfully designed with everything you need for a comfortable stay, it’s the perfect place to relax, recharge, and be inspired by the beauty of the Tiny Life!

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.