Holiday houses in Portland Downtown

Magnificent finishes and views!

A rare opportunity to get to stay in Portland's most coveted view neighborhood, full of multi-million dollar homes, and under 200 feet away from the house with the highest listing price in Portland (at $7mil). This is an every surface touched renovation in 2023/2024, utilizing Italian tile, Oregon black walnut, rare mid-century modern furniture pieces and decades old original works of art. We renovated this space in the vision of the finest boutique hotels we have stayed at throughout Europe.

Luxury Living in Prime Location FREE Airport Rides

FREE AIRPORT [pickups/drop offs] get personally picked up, no wait on Lyft or Uber. Incredible city views! Centrally located studio. Walk straight to world famous Powells Bookstore on the iconic Burnside Street! Or simply enjoy southwest hills sunsets from the comfort of your living room with floor to ceiling windows! Portland Street Car station is located across the street, a block from WholeFoods Markets! Lots of iconic clubs, bars, restaurants, and entertainment within walking distance.

Historic 2BR | Walk to NW 23rd Shops & Eats

✨ Charming Northwest Portland Flat in Alphabet District ✨ 🏙️ Heart of NW 23rd — walk to top shops & cafes 🛏️ 2 cozy bedrooms, sleeps 4 guests comfortably 🍳 Full kitchen with coffee maker & wine glasses 🛋️ Smart TV & fast WiFi throughout 💻 Laptop-friendly workspace for remote work 🌿 Private entrance & porch for your morning coffee ❄️ AC & heating for year-round comfort 🔒 Entire apartment — no shared spaces 🍽️ Steps from NW 23rd's best dining & shopping. Free street parking.

Urban Oasis with Spectacular Views

The downtown and mountain views are a showstopper! Peaceful and centrally located place with many amenities and an easy walk to downtown. Stylish and charming studio apartment attached to the home where the host lives. It has its own private entrance and balcony. This apartment is perfect for the business traveler, longer-term stays, artist's retreat or a weekend urban get-away. Super close to downtown, PSU, OHSU, shopping and tourist destinations. Easy on and off the highway too.

Queen Anne Guest Apt. In Historic District

Discover a charming guesthouse apartment in the heart of Portland! This private retreat, nestled in a historic home, offers easy access to the city's vibrant scene. Explore the nearby NW 21st/23rd commercial districts, the Pearl District, and downtown Portland. Enjoy delicious dining, unique shops, and exciting entertainment, including the Timbers and Thorns soccer stadium. Perfect for leisure or business travelers seeking a comfortable and convenient stay.

Aqua Star – Iconic Floating Home on the Columbia

✨ Aqua Star — Iconic Floating Home on the Columbia River ✨ 🌊 Waterfront sanctuary with panoramic river views 🛏️ 2 bedrooms, 2.5 baths, sleeps 7 🍳 Full kitchen with coffee maker (*Dishwasher currently awaiting part for repair - unavailable for use - April 2026) 🛋️ Cable TV, fast WiFi & workspace 🌅 Private deck ❄️ AC & ceiling fans for comfort 🔒 Entire floating home — all yours 📍 Northeast Marine Drive waterfront. Free parking on-site.

NW 23rd - 1BR - Best Location - Historic Beauty

✨ Sunlit Suite Steps from NW 23rd Shopping & Dining ✨ 🌳 Timeless charm meets modern comfort in Portland's best neighborhood 🛏️ Cozy queen bed + plush sofa for two 🍳 Full kitchen with stove, oven & microwave 🛋️ Smart TV, fast WiFi & dedicated workspace 🐾 Pet-friendly — bring your furry friend ❄️ AC & heating for year-round comfort 🔒 Private entrance — entirely yours 🍽️ Steps from boutique shops, top restaurants & tree-lined streets.

Old Portland Charmer

Nestled in one of Portland's most desirable neighborhoods, this charming home beautifully combines the character of the early 1900s with modern style and amenities. Walk to some of Portland's best restaurants, shops, and attractions just a short walk away. The completely remodeled home features a spacious backyard, abundant natural light, and the added convenience of off-street parking— simple luxuries that make all the difference.

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.

Serene Forest Retreat mins to Downtown

Escape to one of Portland's most peaceful neighborhoods in this bright, cozy 2-bedroom, 1.5-bath home nestled in SW Hills. Perfectly situated for outdoor lovers and urban explorers alike, you'll be just steps from Forest Park's iconic trails while only minutes from downtown. This charming home is ideal for couples, small families, or business travelers looking for a quiet, comfortable stay surrounded by nature.

Historic NW Nob Hill Firehouse No. 17

Firehouse No. 17 is a unique and interesting place to stay. The engine bays of the Firehouse have been converted into a beautiful and spacious living area. There are historic photos of the Firehouse that help tell its story from a working firehouse to a fabulous residence. Please come experience this historic firehouse, located in NW Portland. It is an easy walk to bustling NW 23rd restaurants and shops.

Remodeled 1906 Craftsman home in Nob Hill district

Enjoy Portland from this centrally located, meticulously maintained Craftsman style home. Just steps away from trendy 23rd street, this cozy independent home lets you truly experience Portland. Original character with tasteful upgrades provides both comfort and style to make your vacation memorable. Please note that parking is either in the paid public parking lot or metered street parking only.