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, 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.

Bright, Clean & Spacious 2 Bed apt. Pets Welcome!

Welcome to a calm & open space to relax while you explore Portland. A new purposed planned apartment that is full of original art, murals, amenities and peaceful design features. We LOVE your pets & welcome them to stay with you! Each pet is $25 per reservation. The Light house is near great restaurants, fun Portland neighborhood bars, ice-cream parlors, famous Portland food cart scenes, boutique supermarkets, parks & much much more.

Sleek Studio - Food Cart Row & Vintage Shops

✨ Sunny SE Portland Studio — European Style & Prime Location ✨ 🏡 Private entrance, entire studio to yourself 🛏️ Queen bed, sleeps 2 comfortably 🍳 Full kitchen: stove, oven, microwave & cookware 🧺 In-unit washer & dryer 💻 Dedicated workspace with fast WiFi ❄️ AC & heating for year-round comfort 🐾 Pet-friendly — bring your furry friend 🍽️ Steps from Hawthorne's cafes, restaurants & shops. Free street parking.

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.

Modern Studio - Steps to Hawthorne Shops & Eats

✨ Sunlit Studio in Portland's Hawthorne District ✨ 🛏️ Cozy studio with queen bed for 2 🍳 Full kitchen with stove, oven & microwave 💻 Laptop-friendly workspace with fast WiFi ❄️ AC & heating for year-round comfort 🧺 In-unit washer & dryer 🐾 Pet-friendly — bring your furry friend 🚪 Private entrance, no shared spaces 🍽️ Steps from Hawthorne's cafes, breweries & 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.

Stroll to Restaurants New Laurelhurst Loft

Step straight from the sidewalk into an easily accessible ground floor apartment. Cedarwood Loft is in the desirable Laurelhurst neighborhood, with trendy shops, restaurants, cafes, a small movie theater, breweries, and parks. East Burnside is one block away and has buses to take you right downtown. ** Pets are welcome with a pet fee of $50 per week.