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 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, 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.

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.

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 one-time multiple pet fee of $50 up to 7 days. Inquire about more days.

Sellwood Detached Studio Loft

Self contained cozy yet bright studio apt located above our garage in the heart of charming Sellwood! Though no interaction is required, hosts are close-by and available as needed! Steps away from shops, restaurants, coffee, bars, parks, trails, and the river. Within a few miles of both Reed and Lewis and Clark Colleges. You will have all the privacy you need in this detached unit! Sleeps 2-4.

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.