House holiday rentals in Portland Downtown

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

Value · Family · Backyard

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.

Value · Family · Layout

Art Filled Historic Craftsman • Inner Eastside

An artist’s home filled with pieces I’ve created and collected, each chosen with intention. Two serene bedrooms with soft cotton bedding and 1.5 baths offer quiet comfort, while the house itself holds a calm, creative magic. In the heart of Portland yet peaceful and sheltering, it’s a short walk to the Convention Center, Lloyd Center, and the future Lloyd Center Music Venue. Come stay where beauty, artistry, and ease naturally meet. 420 OK in designated outdoor area — please be respectful

Value · Location · Breakfast

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.

Location · Value · River

The Plex PDX

Live Like a Local! The Plex will immerse you in mid century style and vintage charm with privacy and modern comforts-all in the heart of Portland. Sip coffee on the patio while you plan your adventures. Eat, drink, and play in this walkable central neighborhood. Just a few blocks from destination casual and upscale dining, coffee shops, boutiques, and historic Laurelhurst Park and Theater. Perfect for up to 4 people with driveway parking and a garage to store bikes and other gear.

Family · Location · Pets

Modern Urban Barn Guesthouse

Featured in Portland Monthly Magazine, the Urban Barn Guesthouse is a two bedroom gem in culinary-rich Division St. where you'll mix with quirky neighbors, track down nearby food finds and experience SE Portland's cultural richness. The Barn has cathedral-height ceilings in 800 sf of style and comfort - a full stocked gourmet kitchen and private, gated patio and yard. Because you're on vacation the cleaning fee covers all cleaning. You don't have to strip the beds or empty trash

Family · Location · View

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.

Value · Family · Sleep quality

Luxury Living on NW 23rd Ave, Walk Score 99

✨ Luxury 4BR Main Home on NW 23rd ✨ 🏠 Private 4BR main home above a separate garden-level suite 🛏️ 4 bedrooms, 5 beds — sleeps 12 🍳 Chef's kitchen with stainless steel appliances 🛋️ Spacious dining & living areas 💻 Fast WiFi & laptop-friendly workspaces 🌿 Private patio + top-floor balcony ❄️ AC & heating for year-round comfort 🚗 Driveway parking included; paid/metered street parking nearby 📍 Walk Score 99 — steps from Salt & Straw, shops & top restaurants.

Value · Family · Accuracy

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.

Family · Location · Heating

Holiday Home

Greetings Welcome to Portland! We hope that you will have a wonderful time in our beautiful city and that you will enjoy your stay here at Oasis in PDX We love entertaining and have put thought into creating different seat groupings, both inside and out, that invite people to relax both near to and apart from the main living areas, so that one-on-one conversations can take place without others in the group feeling excluded.

Value · Family · Cleanliness

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

Private 3BR/2BA Sunnyside apartment with five beds for up to nine guests. The main level has two bedrooms and one bath; the top floor has the primary suite and second bath. A living-room sofa bed completes the sleeping setup. Expect exterior and interior stairs, shared basement laundry, and the sounds of an active Belmont/Hawthorne dining district. Street parking only—read posted signs and do not block the driveway.

Value · Family · Hospitality

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

Location · Family · Parking