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!

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.

PDX Pad on Clinton

- Freshly renovated - Incredible central location -Modern finishes - Fully size functional kitchen -Washer + Dryer - Smart TV Just renovated! Two-bedroom apartment in historic SE Portland home with private access, located in the middle of all the restaurants, shops, galleries, and nightlife Clinton Street has to offer. 150 Feet to La Moule, Cafe Broder, Dots Cafe, Clinton Street Coffee House and several other restaurants and bars. 5 minute walk to the heart of division street as well!

Cozy, yet Spacious Division 1BR Apt

Immaculate, homey, 1-BR apartment w/separate entry. Great for parents visiting kids, business folk & tourists. Spacious & light w/full kitchen. Separate router, so fast Wi-Fi. Many guests note: "Great shower water pressure!" If you like to nap, bedroom feels far away from kitchen. Neighbors are out & about by day; quiet at night. A 5-minute walk to popular Division restaurants & buses downtown or a 15-minute walk to Hawthorne through sweet Portland neighborhoods.

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.

The Tuscan VlLLA ~ a/c ~ Kitchen ~ Queen Suite

★ ENTIRE SPACE is PRIVATE, BATH TOO! ★ KOI POND ★ INCLUDES OATMEAL BREAKFAST, TEA & STARBUCKS COFFEE ★AC ★LUXURIOUS STEARNS & FOSTER MATTRESS ★ PRIVATE OUTDOOR ENTRANCE with LOCKBOX - ARRIVE ANYTIME! ★ GRANITE KITCHENETTE: Refrigerator/Microwave Oven/Toaster/Electric Cooktop/Mr Coffee Maker/Hot Water Kettle + more! ★ KOI POND ★ TROPICAL GARDENS ★ OUTDOOR TABLES & CHAIRS ★ RAIN HEAD NATURAL STONE SHOWER ★ FIBER OPTIC WIFI

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.

Modern Spacious 2BR • Minutes to Everywhere!

Stylish, lively, and full of personality, this spacious 2-bedroom Portland apartment is a great fit for friend getaways, couples traveling together, work trips, and small group stays. Set in a newer building (built in 2013) on a landscaped lot, the apartment blends modern comfort with Portland charm. High ceilings and an open layout give the space a bright, airy feel that makes it seem even larger than the photos show.

Modern 1BR - Bright - Private - Perfectly Located

✨ Cozy NE Portland Retreat in Walkable Irvington ✨ 🛏️ 1 bedroom, 1 bath — perfect for couples 🍳 Full kitchen with dishwasher & cookware 💻 Laptop-friendly workspace with fast WiFi ❄️ AC & heating for year-round comfort 🚪 Private entrance — no shared spaces 🧺 In-building, communal coin-op washer & dryer for use 🍽️ WalkScore 94 — cafes, markets & shops steps away. Free street parking.

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.

Foodie Hotspot • Walk Everywhere • 1BR Retreat

✨ Buckman District Home Base – Food, Bars & Vintage Shops ✨ 🛏️ 1 bedroom with 2 beds, sleeps 4 🍳 Full kitchen with dishwasher & coffee maker 💻 Dedicated workspace with fast WiFi 🚪 Private entrance — entire place is yours 🌡️ Heating for cooler months; no A/C currently 🍽️ Steps from top restaurants, breweries & coffee shops. Free street parking.