House holiday rentals in Portland Downtown

Designer owned home on Vibrant Williams Avenue

After styling and art directing photo shoots for Rejuvenation Lighting and House Parts, being able to dial our home was like playing. Joyfully styled bedrooms include queen, queen-sized sleeper in living room. The kitchen is fully appointed with All-Clad, gas range, Cuisinart, blender and microwave. Williams and Mississippi are full of restaurants, bars,coffee houses and brand new food carts just a few doors away. New to Airbnb but you can read many reviews on another channel rhyming with turbo.

Family · Location · Accuracy

Hawthorne House - A+ Location! Pet Friendly!

Killer location!! An ez 2 min walk down the street from Hawthorne/Division in SE Portland! Enjoy the best restaurants, shops, bars PDX offers! Centrally located in great neighborhood! Main floor unit w/private access! Self check in! Bright and airy living spaces! Fully equipped kitchen for preparing delicious meals. Full sized wash/dryer. High speed Wi-Fi. Cozy bedroom w/plush queen-sized bed. Clean and modern bathroom stocked w/essentials. I'm excited to host you during your visit to PDX!!

Value · Family · Getting around

The Betty - A Pet Friendly 1920s Vintage Bungalow

Welcome to our delightful 1920s Bungalow, situated in the heart of SE Portland, just steps away from the iconic Revolution Hall. Our beautiful (and pet-friendly!) three-bedroom one-bath home also features a fully-fenced yard, a very relaxing sun room with a hammock, two parking spots, and a dog park across the street. This cozy abode offers not only a comfortable stay but also an opportunity to immerse yourself in the vibrant culture and charm of one of Portland's most dynamic neighborhoods.

Family · Location · Checkout

Hip Urban Portland Living in Nob Hill

This classic remodeled home in Nob Hill district, just a block from the popular NW 23rd Ave is perfect for foodies, shoppers, & people watchers. Within the tree-lined, safe & comfortable neighborhood, you will find the Portland experience you are looking for. The entire city can be easily accessed with just a short walk, uber ride or via the streetcar/Max system. Our home is centrally located in the heart of NW Portland, providing you with easy access to all of Portland's many attractions.

Location · Family · Accuracy

Classic Nob Hill Victorian

This is a fully-renovated 126 year old classic Victorian in the heart of Slabtown/Nob Hill. The home is split into two levels. On the first floor you will find three bedrooms, a twin sleeper chair in the living-room, and one full bath. On the second floor you’ll have a separate studio with a queen sleeper sofa, a queen bed, two twin sleeper chairs, and a second laundry, full bathroom, and full kitchen. You’ll be greeted with a 55” 4k TV in both living rooms, blazing WiFi, ice cold AC, heat.

Location · Value · Amenities

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.

Family · Value · TV

Alberta Arts 3 blocks to eats, bars and shops

Stay with Kelly welcomes you to my 1930 bungalow retreat in the walkable Alberta Arts District. Guests consistently describe the location as “perfect” just blocks from beloved bakeries, coffee, bars, parks, vintage stores, and some of the city’s best restaurants. Guests call it one of the most well-stocked Airbnbs. Perfect for families and friends to spread out across 3 floors and 4 bedrooms. Kid-friendly (pack n play, high chairs, stair gates). 2 parking spots. 15 min to dtwn or PDX.

Family · Location · Nearby

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 · Checkout

Historic Meets Modern | 4BR • Walk to NW 23rd

✨ Historic Upper-Level NW Portland Unit near 23rd Ave ✨ 🏛️ Original World's Fair-era character with modern updates 🛏️ 4 bedrooms, 2 baths — sleeps 8 🍳 Full kitchen with dishwasher & coffee maker 🛋️ High ceilings & stylish modern finishes ❄️ AC & heating for year-round comfort 🧺 In-unit washer & dryer 🔒 Private upper-level unit with separate entrance 🍽️ Walk to NW 23rd shops, restaurants & nightlife. Metered daytime street parking; free overnight.

Value · Location · Access

Holiday Home

Welcome to Portland! We hope you have a wonderful time in our beautiful city, and that Holiday Home makes it feel like yours for a while. It's cozy and spacious, with 7 distinct outdoor seating areas for groups of any size — gather together, or peel off for a quieter conversation without anyone feeling left out. After 8 years and 267 stays, this house still surprises people: it's a current Guest Favorite, in the top 10% of homes on Airbnb.

Family · Location · Breakfast

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 · Value · Outdoor spaces

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.

Location · Value · Kitchen