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!

Cozy private studio in SE Portland

Perfect for 2 people! Bright Basement studio unit with private entry, queen bed, kitchenette with coffee, microwave, toaster oven, small refrigerator, bathroom w/full shower. In the Foster-Powell area of SE Portland, close to the Holgate Max Station, Pickles semi-professional baseball games, Lents Farmer's Market, Reed College, Foster-Powell area. Woodstock and Sellwood area are near, along with SE Division Street, and Portland Community College. Restaurants and shopping are steps away.

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.

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!

Ladd's Addition Apartment in SE Portland

My Ladd's Addition apartment is well-positioned to allow you to explore Portland. Located in a quiet neighborhood halfway between the bustling streets of Hawthorne and Division; from here, you can easily walk to coffee shops, restaurants, bars, grocery stores, and a movie theater. Public transportation is readily available, as well as car, bike, and scooter shares. In just a few minutes, you can be downtown, the Moda center, the convention center, OMSI, or the waterfront esplanade.

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.

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.

Dogwood Loft -cozy neighborhood, pet friendly

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. The one time multiple pet fee is $50 for up to 7 nights. Inquire about longer stays.

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.

Buckman Bliss- Quiet Oasis Near Portland's Pulse

As a Portland native, I guarantee our location provides the quintessential visitor experience. You'll be amidst parks, bars, and eateries, yet nestled in a peaceful, safe neighborhood. Dive into Portland's vibrant life or retreat to a tranquil haven when needed. Embrace the city's unique mix of natural beauty and architectural charm - Welcome to the best of the Pacific Northwest!