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.

Location · Family · Check-in

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!

Family · Location · Biking

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.

Value · Location · Walkability

All the Views: A Private airbnb Near Portland!

Guests tell us they love this view! They also mention this downstairs apartment is very clean, spacious, comfortable and relaxing, with great wifi too. • 750 square feet of privacy, including the large private deck • Full kitchen, queen size bed and fast wifi • Leather furniture, large screen TV with HDMI capability (streaming only) • Private staircase leads to your garage entrance. No shared spaces. Level 2 EV charger Clackamas County License #108 No children or infants, sorry.

Family · Value · Kitchen

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.

Location · Family · Decor

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.

Location · Value · Hospitality

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.

Location · Family · Getting around

Modern Studio - Steps to Hawthorne Shops & Eats

✨ Walkable Hawthorne Studio with Full Kitchen ✨ 🛏️ Studio layout with queen bed, sleeps 2 🍳 Full kitchen with stove, oven, microwave & dishwasher 💻 WiFi and laptop-friendly workspace ❄️ Mini-split A/C + heat in the living/sleeping area 🧺 In-unit washer & dryer 🐾 Pet-friendly - bring your furry friend 🚪 Private entrance - no shared interior spaces 🍽️ Steps from Hawthorne cafes, breweries & shops. Free street parking.

Location · Value · Layout

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 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. Please inquire about longer stays.

Location · Family · Wi-Fi

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.

Location · Value · Checkout

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.

Location · Family · Indoor spaces

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.

Value · Family · Biking