Apartment holiday rentals in Portland Downtown

Charming Classic Ladd's/Hawthorne Gem/Sleeps 4

You will stay in an historic neighborhood with 100 year old trees, in a home with character and beauty fitting of this lovely, walkable and friendly part of Portland called Ladd's Addition, where it intersects with Hawthorne Blvd. Steps from restaurants, food carts, pubs, coffee houses, bike rentals, a comedy club and more! Vintage shopping? Yes. Easy public transit? Yes. You can also spend time relaxing;there is a modern kitchen, living and dining room, and even a piano if you like to play.

Casita Sarita, Your Urban Escape! NO Cleaning Fee!

Welcome to Casita Sarita, Your Urban Escape! A large, beautiful, light-filled studio in the heart of SE Portland, walking distance to everything. I have eliminated my cleaning fee for 1-2 night stays because I understand the frustration of so many fees, and short stays tend to need less cleaning time. This is the only fee I can control, so I hope it's helpful. On site professional MASSAGE(by me!) available. Please make yourself at home, relax, and rejuvenate. I look forward to hosting you!

The Filbert - Garden Apartment in Inner SE PDX.

The Filbert is in the Division/Clinton Neighborhood close to Broder Cafe, Salt & Straw and dozens of other amazing restaurants and bars. Also close by is the New Season's Market, People's Food Co-op, bike shops, and boutiques. It is quick to get to downtown Portland by car, bus or light rail. This renovated apartment is tucked into an urban eco-community. You’ll love the location and the ambiance. The Filbert is good for couples, solo adventurers, business travelers, and families one child.

Pet Friendly NW Nob Hill High End Private Apt.

Beautiful high end modern private apartment built in a historic 1904 Craftsman in Nob Hill. Walk two blocks to NW 23rd for a wide variety of stellar restaurants and shopping or take a 10min walk to get to the heart of the city or to the famous trails of forest park. Easy access to transportation all over the city just steps away. View Mt. Hood from the front porch or relax with your own large private yard and let your pets run. Listed on VRBO 395585, excellent reviews.

Mid-Century Hillsdale Retreat

Welcome to our chic 2-bedroom, 1-bath Mid-Century Modern retreat, where timeless design meets contemporary comfort. Our fully renovated apartment offers a stylish and inviting space, perfect for your getaway. Enjoy the convenience of walking distance to culinary delights, with City Thai, Gigi's Cafe, and the Hillsdale Food Cart Park just steps away. Immerse yourself in the vibrant local scene, or stay home and utilize the fully equipped kitchen to cook a delicious meal.

Studio in Walkable Foodie Heaven

We're on a quiet side street – right around the corner from a dynamic restaurant scene in Kerns, the 5th coolest neighborhood in the world. Stroll to parks, live music, vintage shops, and a vintage movie theater. Walk, Lyft/Uber, bicycle, or use Portland’s amazing public transportation everywhere. Tall windows overlook greenery and a cozy porch. Our family's 1900 house has been divided into separate apartments. Its like an artsy hotel room, but much more homey!

1BR - Boutique Flat - Prime NW Location

✨ Stylish NW 23rd Apartment — Portland's Best Block ✨ 🏙️ Steps from NW 23rd's top restaurants & shops 🛏️ Queen bed in private 1BR/1BA 🍳 Full kitchen with stove, microwave & coffee maker 🛋️ Smart TV & fast WiFi for streaming 💻 Laptop-friendly workspace for remote work 🌿 Private patio & entrance — your own oasis 🐾 Pet-friendly — bring your furry friend ❄️ AC & heating for year-round comfort 🍽️ Heart of walkable Northwest Portland.

Stroll to Restaurants New Laurelhurst Loft

Step straight from the sidewalk into an easily accessible ground floor apartment. Cedarwood Loft is in the desirable Laurelhurst neighborhood, with trendy shops, restaurants, cafes, a small movie theater, breweries, and parks. East Burnside is one block away and has buses to take you right downtown. ** Pets are welcome with a one-time multiple pet fee of $50 up to 7 days. Inquire about more days.

Stylish Hawthorne 1BR w 90 WalkScore

✨ Sleek SE Portland Retreat in the Hawthorne District ✨ 🛏️ Cozy 1-bedroom with queen bed 🍳 Full kitchen with dishwasher & coffee maker 🛋️ Cable TV & fast WiFi 💻 Laptop-friendly workspace for remote work 🐾 Pet-friendly — bring your furry friend ❄️ AC & heating for year-round comfort 🔒 Private entrance — entirely yours 🍽️ Steps from Hawthorne's best cafes, brewpubs & shops. Free street parking.

Bright & Stylish Alphabet District Suite | NW 23rd

✨ Sun-Drenched 1BR in Portland's Alphabet District ✨ ☀️ Gorgeous natural light & oversized windows 🛏️ Cozy queen bed with premium linens 🍳 Full kitchen with gas range & dining table 💻 Laptop-friendly workspace with fast WiFi ❄️ AC & heating for year-round comfort 🐾 Pet-friendly — bring your furry friend 🚶 Steps to NW 23rd boutiques, cafes & Forest Park. Metered street parking.

Free Parking/Gym/Rooftop/Pearl District/Downtown

Akoya, one of the four types of Pearls in the world. Welcome to Pearl District in PDX! Simple yet elegant, the Akoya Stay combines convenience and style. Location is extremely walkable and offers quick access to Whole Foods and the MAX Light Rail. Simply step out of the building and get lost in the brewery blocks, fine dining, entertainment & premier retail shopping.

The Art Deco Lounge | Mississippi Ave | Parking

✨ Bright & Stylish Studio on Mississippi Ave ✨ 🎨 Design-forward retreat steps from Portland's best street 🛏️ Cozy queen bed for 2 guests 🍳 Full kitchen with dishwasher & cookware 🛋️ Smart TV, fast WiFi & dedicated workspace 🐾 Pet-friendly with private entrance ❄️ AC & heating for year-round comfort 🅿️ Hip Mississippi Ave location. Free off-street parking.