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!

Central Cozy 2BR Basement Apartment

Stay in one of Portland’s most beautiful neighborhoods! This clean 2-bedroom basement apartment is on a quiet, safe street—just steps from great restaurants, bars, coffee shops, parks, and all the fun. The space was fully renovated in 2022. We live upstairs with our friendly 3yo husky and have everything you need. Please note: sound carries a bit between floors. We provide earplugs and white noise machines to help light sleepers rest easy, and we respect quiet hours. We’d love to host 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!

Retro Charm - Hawthorne - 2BR - Walkable

✨ Sleek European-Style Apartment in Hawthorne District ✨ 🏠 Private entrance & entire place to yourself 🛏️ 2 bedrooms, 1 full bath, sleeps 4 🍳 Full kitchen with dishwasher & coffee maker 🐾 Pet-friendly — bring your furry friends 👶 Pack 'n Play & kid-friendly setup included 💻 Laptop-friendly workspace with fast WiFi ❄️ AC & heating for year-round comfort 🧺 In-unit washer & dryer for longer stays 🍽️ Walk to Hawthorne's top restaurants, cafes & breweries. Free street parking.

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.

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.

Bohemian Hideaway • Yard + Patio • Walkable

✨ Cozy Southeast Portland Bohemian Retreat ✨ 🛏️ 1 bedroom duplex with private entrance 🍳 Full kitchen with dishwasher & wine glasses 🐾 Pet-friendly — bring your furry friend 💻 Dedicated workspace with fast WiFi 🧺 In-unit washer & dryer for extended stays ❄️ AC & heating for year-round comfort 🔒 Entire duplex to yourself — no sharing 🍽️ Steps from Hawthorne & Division dining. Free street parking.

Ankeny Loft Just a Block From East Burnside

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.

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.

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.