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

Spacious, Cozy, Artsy Flat w new stove & Bathroom!

Located in the heart of inner Eastside Portland, you'll enjoy easy access to everything from this centrally located place. Many of Portland's best restaurants, coffee shops, breweries, and parks are within easy walking distance. This is a wonderful space and we put a lot of love into it... complete with a new bathroom and A/C. The space is great for couples, solo adventures, and business travelers who are looking for a convenient home base with easy access to all the Eastside has to offer.

Lovely NE bright hideaway, walk to food/beer/shops

Welcome to your Portland Hideaway! This charming 2-bedroom, 1-bath home is the perfect base for exploring the city. Located in a vibrant neighborhood, you're just steps away from Portland's best bars, restaurants, shopping, and parks. Enjoy the convenience of nearby outdoor recreation, with hiking trails only a short drive away. The home features a fully equipped kitchen, cozy living area, and fast Wi-Fi. Whether you're here to relax or explore, this is the ideal spot to experience Portland!

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.

𖠿RARE FIND𖠿 Gorgeous Nature Getaway in the City!

Prepare to be captivated! Immerse yourself at our recently built luxury forest escape, nestled in the heart of one of Portland's most esteemed neighborhoods. This enchanting haven combines the serenity of nature with the opulence of modern comfort. Located just a brief ~5-minute drive from the vibrant Downtown area and the lush expanse of Washington Park. Your extraordinary getaway awaits amidst the forest hill of Portland's premier locale. NOTE: Owner lives on property part of the year.

Elegant Nob Hill Victorian

Enjoy a stay in Portland’s most beautiful neighborhood, Nob Hill/Slabtown, where the city founders built their grand homes. Just blocks from NW 23rd and on the Portland Street Car line, you can have a quiet comfortable night’s rest in a home filled with conveniences and be walking distance from dozens of amazing restaurants, Portland’s famous coffee shops, breweries, wine bars, cocktail bars, shops, & more. TV, blazing WiFi, smart thermostats, amazing location and many charging options.

Cozy Bungalow in Ladd’s Addition • Walk/Dine/Shop

Welcome to “Happy Place”, your cozy retreat that feels like a home-away-from-home in the vibrant heart of Portland! Our sanctuary in the bustling SE Clinton/Division area offers fast internet, perfect for work-from-home needs, and is a short stroll from top restaurants, bars, and boutiques. Boasting a walkability score of 92, city exploration is a breeze. Ideal for foodies, culture lovers, and outdoor adventurers, we provide FREE on-site parking and embrace the spirit of Portland living.

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.

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.

Casa Dolce Casa / Home Sweet Home in Alberta Arts

Welcome to my charming detached guest house, filled with touches inspired by my home country, Italy. Experience the quaint charm of a tiny house with the comfort and openness of a traditional home. Stroll to Alberta Arts District's restaurants, bars, breweries, food cart pods, and unique local shops. Explore the Oregon Coast, local hikes, and wineries. Public transport is nearby for city exploration, and the airport is just a 12-minute drive away.

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.