House holiday rentals in Southeast Portland

New Home Near it All on Division w/ EV Charger

Welcome to The Eloise — a bright, art-filled home centrally-located in the bustling Division/Clinton district of SE Portland. This beautiful ADU has it all. A suite with king bed & bathroom with a luxurious shower; workspace w/ speedy wi-fi; lounge; two TVs a full kitchen, & EV charger. Premium amenities & local treats await you. Tucked into a quiet street just off Division, you’re within walking distance to restaurants, shops, bars, venues, bus & TriMet lines & a 5-minute drive to Downtown.

The Nest/Portland.Peaceful.Fun

The Nest is situated on the second and third floors of this charming Old Portland home. The house is central to everything Eastside, boasting a walk score of 94! Belmont & Hawthorne have incredible eateries, bars and shopping only a few steps away. It is also very close to the heart of the Division, Stark, SE 28th & Burnside commercial districts. It's a 5 minute walk to Laurelhurst Park, voted the most beautiful park on the west coast, & only 2 miles from downtown, The Pearl and Mt. Tabor Park.

Heron Cottage, Urban Retreat-King Bed

Five things people love about our place: (1) An incredibly comfortable king size bed. (2) Walking distance to light rail, bus lines, and Providence Hospital. Easy access to freeways. (3) Beautiful/meticulously maintained interior, lovely gardens, and a private back patio and front porch. (4) Great restaurants and grocery stores nearby. (5) Hosts that delight in making your stay an awesome one. Guests say, "This airbnb is amongst the few at the very top across all categories."

The Plex PDX

Live Like a Local! The Plex will immerse you in mid century style and vintage charm with privacy and modern comforts-all in the heart of Portland. Sip coffee on the patio while you plan your adventures. Eat, drink, and play in this walkable central neighborhood. Just a few blocks from destination casual and upscale dining, coffee shops, boutiques, and historic Laurelhurst Park and Theater. Perfect for up to 4 people with driveway parking and a garage to store bikes and other gear.

Modern Urban Barn Guesthouse

Featured in Portland Monthly Magazine, the Urban Barn Guesthouse is a two bedroom gem in culinary-rich Division St. where you'll mix with quirky neighbors, track down nearby food finds and experience SE Portland's cultural richness. The Barn has cathedral-height ceilings in 800 sf of style and comfort - a full stocked gourmet kitchen and private, gated patio and yard. Because you're on vacation the cleaning fee covers all cleaning. You don't have to strip the beds or empty trash

❤️ CLEAN ★ LUXURY OASIS ★ NEAR DOWNTOWN

☀ 10 Mins to downtown + Airport ☀ Free Private on-site parking ☀ Luxury queen bed • premium bedding ☀ Queen sleeper sofa in living room ☀ Fully stocked cook’s kitchen ☀ Large private patio ☀ Fire Pit + Gas BBQ ☀ Super Fast Wifi • USB charging outlets ☀ 65” 4K Smart TV ☀ Smart Home • Alexa equipped ☀ Nebia Spa shower ☀ Heated floors ☀ Steps from public transit ☀ Safe walkable neighborhood ☀ Bikes to explore Portland ★☆Learn More Below & Experience Portland With Us!★☆

Multnomah Village Hideout

Explore our new, artist-built bungalow in Multnomah Village, Portland. This cozy space sleeps four with a queen bed upstairs and a pullout couch downstairs. Steps away are charming cafes, shops, and a park with hiking trails and dog parks. Enjoy local activities like bingo and dining on pet-friendly patios. Complete with essentials including laundry and a breakfast nook, this bungalow is perfect for both short and extended stays, offering a unique Portland experience.

Cozy and Walkable 1 bedroom daylight basement

Our basement has been newly renovated. Brand new bedroom, beautiful bathroom and living space. The living space includes a 57” Smart TV and couch. The wet bar features a mini fridge, sink and Keurig Coffee maker. The bedroom has 1 queen sized bed with hotel luxury 1800 bedding sheets, a dresser, full length mirror and natural light window. Our house is centrally located with dozens of restaurants, bars and coffee shops just a short walk away!

4BR/3BA Penthouse | Balcony | Foodie District

Welcome to your perfect Portland getaway! Our spacious 4-bedroom, 3-bath apartment on Division Street offers the ideal blend of comfort, style, and convenience. Enjoy ample room to relax and unwind in our open-concept living area, featuring comfortable seating, a large flat-screen TV, and stylish decor. Located in the heart of the Division in SE Portland, walkable restaurants, bars, shops, and more are never in short supply!

The Little Tower - Local Vintage Shops & Eateries

✨ Sleek European Studio in Vibrant Hawthorne District ✨ 🛏️ Private 1-bedroom with queen bed 🍳 Full kitchen with dishwasher & wine glasses 🛋️ Smart TV & fast WiFi throughout 💻 Dedicated workspace for remote work 🐾 Pet-friendly with private entrance 🧺 In-unit washer & dryer ❄️ AC & heating for year-round comfort 🍽️ Walk to cafes, brewpubs & artisan shops. Free street parking.

Tabor Retreat

Charming, woodsy, spacious one bedroom basement apartment. Large full kitchen, bathroom, washer and dryer, living room with gas fireplace insert. Private, easy access, lighted entrance. Convenient access by bus to downtown Portland and Airport. Includes beautifully landscaped grounds, patio, and access to Mt. Tabor park with running, biking, hiking trails and tennis courts.

Centrally located 1 Bed Home on Hawthorne-New AC

Enjoy Portland while staying in our spacious 1-bedroom home located in the heart of the city in the Hawthorne District. We are excited to host you in our newly remodeled guest space with new Mini Splits for AC and heat while you are exploring the city. Whether you are traveling for vacation or business, our charming, historic home has all you need to rest and recharge.