Apartment holiday rentals in Southeast Portland

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!

Woodstock Hideway, clean comfort, great location

Sparkling clean, completely private with contactless self-check in, comfy two queen bedroom garden apartment with full kitchen, bath, living room, and private patio in a quite, safe neighborhood. Convenient to airport, i-205, i-5, Reed, Hawthorne District, Mt Tabor and downtown, it's a great spot to relax and explore Portland from. Easy to get to and with plenty of street parking and easy public transit, you'll be in your new digs in no time. And lots of great places to eat and drink nearby!

SE PDX Apt, great location, full kitchen, private!

Awesome updated apartment in Old Portland home. Great amenities! 24 hr keyless, private entry. Completely separate apartment. 10+ years as a LEGAL Airbnb, legit Permit (many aren't); and Super Hosts. Quiet, shaded courtyard sitting area. Quiet apt. No kids, pets, or smokers live here. Fast WIFI, full kitchen, HDTV, Roku, W/D. AC. Laminate, tile floors. Unusual perks: Well-lit, level, easy street parking. Quiet street. 15-20' to PDX 24/7. Walkable to SE Portland's best food, pubs, shops, etc.

Cozy East Side Duplex with Gorgeous Downtown Views

Perfect for friends, family, or co-workers, this apartment has everything you need. Within walking distance to Clinton, Division, and Hawthorne, you can find endless food & drink, movie theaters, music, etc. At home, enjoy the massive front deck for a beautiful view of downtown. Make a nice pot of coffee, and enjoy a bird’s eye view of the neighborhood. If you have to work, we have high speed internet, and plenty of room to stretch out and get down to business. Work or play, we have it!

Cozy, eclectic SE Portland upside down penthouse

Enjoy the Reed College/Woodstock neighborhood in SE Portland. Windows looking onto the yard with private entrance. Furnished with knickknacks from my collection of modernist & antique furniture, art, curios, and books. Also: bathroom w/shower, fridge, & hot pot (not a kitchen). Walk to nearby nature trails at Reed College , Trader Joe's & New Seasons (groceries), vintage mall, Double Mountain & Gigantic breweries, , local restaurants, cafes & bars; bus line half block away.

The Travelers Nest

A perfect space for solo travelers and couples that is quiet and just a few minutes drive or bike to shops, restaurants & the arts districts of Belmont, Hawthorne & Division St. We are only a 5 min walk to Providence Hospital. Drive a few minutes or take light rail to downtown, Washington Park, The Zoo, Rose Garden & Japanese Gardens. We are Oregon natives and live upstairs & are ready to offer any advice to enhance your stay, yet give you the privacy you need.

Retro artist's loft on Belmont

Newly renovated attic apartment in a Victorian home right on bustling Belmont street with shopping, food, coffee, and bars just a block away! This attic apartment features hand-painted retro wall details and three skylights for plenty of natural light even on grey winter days. Our cozy loft embodies the funky, creative vibe found in Southeast Portland and is a stone's throw from all the entertainment that the Hawthorne district has to offer.

Dogwood Loft -cozy neighborhood, 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. The one time multiple pet fee is $50 for up to 7 nights. Inquire about longer stays.

Sleek Studio - Food Cart Row & Vintage Shops

✨ Walkable Hawthorne Studio Near Food Carts ✨ 🏡 Private entrance, entire place to yourself 🛏️ Queen bed, sleeps 2 comfortably 🍳 Full kitchen with stove, oven, microwave & cookware 🧺 In-unit washer & dryer 💻 Workspace with fast WiFi ❄️ Main-area mini-split A/C + heat 🐾 Pet-friendly - bring your furry friend 🍽️ Steps from Hawthorne cafes, restaurants & shops. Free street parking.

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.

Stylish Hawthorne 1BR w 90 WalkScore

✨ Walkable Hawthorne 1BR with Fast WiFi ✨ 🛏️ 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 ❄️ Living-room mini-split A/C + heat 🔒 Private entrance - entirely yours 🍽️ Steps from Hawthorne cafes, brewpubs & shops. Free street parking.