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!

Burnside Suites: Luxurious 3rd Floor Apartment

This authentic, renovated space sits 2 floors above Dante’s, the legendary venue that's given Portland 24 years of live music, burlesque, and NY pizza. Come and check out hotspots like Voodoo Donut, Mary’s Club, or one of many food carts, and more. See our guidebook for more recommendations! ***WARNING*** This building is 119 years old, so you will hear the live shows from downstairs most nights, as well as other city noise (earplugs provided). If this doesn't dissuade you, then welcome!

Close-in, private Overlook retreat.

The Overlook neighborhood is one of Portland's hidden gems. Quiet, tree lined, yet only a few minutes from all the action Portland serves up. Walk or ride to meals, brewpubs or shopping in the Mississippi and Williams districts. Hop a train (three blocks away) to all quarters. Or, to unwind, walk to Overlook or Mocks Crest parks for sweeping views of downtown Portland, Forest Park and the Willamette River. Please read on to see if the studio's lower ceiling is the right fit for you.

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.

Zen themed private retreat in NW Portland.

Peaceful 1000+ sq. ft. apartment with private deck on cul-de-sac at the edge of Forest Park. A short walk to the Alphabet District--Portland's trendy shopping and eating area. 1.5 miles from downtown. Spacious living area with well equipped kitchenette, dining area, large screen TV. Large bedroom with new queen-sized bed, desk, and ample closet. Bathroom with shower/ bathtub. Additional Japanese-style tatami room with meditation area, sauna, and queen-size futon.

Eastwood Loft Foodie's Delight, Pet Friendly

This pet-friendly ground floor apartment is in the heart of Portland's Southeast Laurelhurst neighborhood. It's just 5 blocks away from a hub of amazing restaurants and Whole Foods Market. There are cafes, shops, breweries and parks all within walking distance and it's just one block off of the famous East Burnside Street. Pet fee is $35 for one night; $50 for 2-7 nights. Higher fee with longer stays.

Walkable Foodie Heaven

Welcome! 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. Take a short stroll to parks, live music, vintage shops, and a vintage movie theater. Tall windows let in lots of light and overlook greenery, cozy porches, and a back yard. Our family's 1900 house has been divided into separate apartments.

1BR • Fast WiFi • Walk to Dining & Breweries

✨ Chic NW 23rd Apartment — Walkable Urban Oasis ✨ 🛏️ Queen bed in bright 1BR/1BA 🍳 Full kitchen with stove, oven & coffee bar 📺 Smart TV & fast WiFi throughout 💼 Laptop-friendly workspace for remote work 🐾 Pet-friendly — bring your furry friend ❄️ AC & heating for year-round comfort 🔒 Private entrance — entire place is yours 🍽️ Steps from NW 23rd shops, cafés & restaurants.

Portland's Best in Hawthorne District

Step outside and explore the charm of Portland's Hawthorne neighborhood, filled with vintage shops, local bookstores, and cozy coffee spots full of character. Stroll past colorful murals, browse unique boutiques, and take in the laid-back, creative vibe. Whether you're here to relax, explore, or a little of both, this welcoming space is a great place to call home through your stay.

Sunny Buckman Studio • Walk to Food & Coffee

✨ Cozy SE Oak Studio in Portland's Buckman District ✨ 🛏️ Studio with queen bed, sleeps 2 🍳 Full kitchen with stove, oven & coffee maker 💻 Laptop-friendly workspace with fast WiFi 🧺 In-unit washer & dryer ❄️ AC & heating for year-round comfort 🔒 Private entrance — entire studio is yours 🍽️ Heart of Buckman — walk to top restaurants, bars & vintage shops. Free street parking.