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.

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, bars, shops, & more. TV, blazing WiFi, cold AC, digital control heat, amazing location and many charging options.

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.

The Bluebell Casita

Create and unwind in this cozy Portland bungalow. Our house features a full kitchen, a large and private front yard, and a home office in a spacious sunlit room. Perfect for a short visit or extended retreat. Find yourself in the heart of the Mississippi Ave neighborhood and discover the best coffee, food, and shops Portland has to offer just steps from your door. Parking can be difficult in our neighborhood as it is such a hot spot to visit & you may need to park more than a block away.

Restored Buckman Craftsman-your perfect home base`

Enjoy entire 1905 Old Portland house in Portland's historic, vibrant, walkable Buckman neighborhood, 20 blocks from downtown. Inside beautifully restored. Spacious, private decks. Walk to unique shops on Portland's eastside. Walk to award winning restaurants, PDX’s coffee, craft beer scene and dispensaries. Ocean, mountains, great wineries nearby. Super clean, warm and inviting inside and out. Perfectly cozy inside with professional espresso machine and a beautiful gas fired “wood stove.”

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.

Oculus House, a wood & stone neighborhood retreat

The Oculus House is a peaceful one bedroom house with a king size bed. It is located down a private alley in a quiet neighborhood. It’s open floor plan and high ceilings gives a balance of comfort and artistic appeal. There is a lounging loft which can be used as a sleeping space for agile children and adults. We have designed the house to honor the era in which it was built and elevate the aesthetic. The kitchen is well-stocked and the bathroom has a luxurious jetted tub.

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.

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.

Quirky Micro Apt - Foodies, Artists, Coffee

✨ Stylish SE Portland Cottage in Hawthorne District ✨ 🏡 Private entrance — no shared spaces, entirely yours 🛏️ Cozy 1-bedroom retreat for two 🍳 Compact kitchen with cookware & coffee maker 📺 Smart TV & fast WiFi for streaming 💻 Laptop-friendly workspace for remote work 🐾 Pet-friendly — bring your furry friend ❄️ AC & heating for year-round comfort 🚗 Steps from Hawthorne's cafes, restaurants & shops. Free street parking.

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