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.

Bright 1BR - Walk to Coffee, Food & Shopping

✨ Bright 1BR in Walkable NW 23rd — Steps to Everything ✨ 🏙️ Heart of Portland's trendiest shopping & dining district 🛏️ Queen bed in private bedroom 🍳 Full kitchen with oven, stove & coffee maker 📺 Smart TV & fast WiFi throughout 💼 Laptop-friendly workspace for remote work 🐾 Pet-friendly — bring your furry friend ❄️ AC & heating for year-round comfort 🔑 Private entrance, no shared spaces — entirely yours 🪜 Steep exterior stairs to enter (not step-free) 🍽️ Steps from NW 23rd's top resta

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.

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.

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.

Bright Basement Space in superb SE location

Enjoy your stay in our spacious, modern basement apartment on a quiet street near vibrant Southeast Portland neighborhoods and one of Portland’s largest public parks. Within walking distance of this superb location you can experience much of what makes Portland and the Pacific Northwest such an attractive and exciting place to live or visit from the dining, shopping, and nightlife to the splendor and beauty of the natural landscape.

Hip Area - Dining & Shops Nearby - 2BR - Sleeps 4

✨ Ground-Floor Hawthorne Apartment with Patio ✨ 🛏️ Sleeps up to 4 with queen-bed sleeping areas 🍳 Full kitchen with dishwasher, dining table & coffee maker 💻 WiFi and laptop-friendly workspace ❄️ Living-room mini-split A/C + cadet heat backup 🌿 Private patio/outdoor space 🐾 Pet-friendly, family-friendly stay 🚪 Private entrance - no shared interior spaces 🍽️ Walk to cafes, bakeries, bars & shops. Free street parking nearby.

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.

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.