House holiday rentals in Portland

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.

RoofTop FirePit, HotTub & Outdoor Theater

Our large (1,500sq ft) space (private access), has a bedroom, bathroom, living room w/ a fireplace, hot tub, full gym as well as a kitchenette w/ full sized fridge, keurig, microwave, air fryer, toaster oven, single burner, and laundry facility. Smart tvs, hammocks and a rooftop firepit are in the outdoor entertainment area. LGBT & BIPOC friendly. Gym, hot tub and laundry are shared with owners but guests have priority access. Close to Mt Hood Wilderness (45mins) & Downtown Portland (15mins).

Lovely NE bright hideaway, walk to food/beer/shops

Welcome to your Portland Hideaway! This charming 2-bedroom, 1-bath home is the perfect base for exploring the city. Located in a vibrant neighborhood, you're just steps away from Portland's best bars, restaurants, shopping, and parks. Enjoy the convenience of nearby outdoor recreation, with hiking trails only a short drive away. The home features a fully equipped kitchen, cozy living area, and fast Wi-Fi. Whether you're here to relax or explore, this is the ideal spot to experience Portland!

Cozy modern staycation workplace close to downtown

Entire space is very private. Enjoy the cozy modern 1 bedroom queen bed, 2 large sofas that are comfortable to sleep on, oversize soaking tub large walk-in closet , 2 TVs, Blue Ray player, stereo, gorgeous private garden with table seating & tranquil water feature, & private entry. 5 minute drive to downtown, 2 minute walk to Forest Park & Marquam trails. Several amazing restaurants just minutes away. There is a pet fee of $40 each pet. Preferably just one pet or the fee is $70 for two.

Art Filled Historic Craftsman • Inner Eastside

An artist’s home filled with pieces I’ve created and collected, each chosen with intention. Two serene bedrooms with soft cotton bedding and 1.5 baths offer quiet comfort, while the house itself holds a calm, creative magic. In the heart of Portland yet peaceful and sheltering, it’s a short walk to the Convention Center, Lloyd Center, and the future Lloyd Center Music Venue. Come stay where beauty, artistry, and ease naturally meet. 420 OK in designated outdoor area — please be respectful

Designer curated Mississippi home NO CLEAN FEE

Blocks away from Mississippi Ave, this darling designer/ curator owned home is the perfect base for your Portland adventures. Recently renovated, this 1927 home features old Portland charm, contemporary finishes and art covering most every wall. Walkable to everything that Portland is renowned for: restaurants, breweries, coffee roasters, music venues and shops. Minutes from City Center via very close public transportation, bike or car share. The basement in-law suite is owner occupied.

Oculus House, a wood & stone neighborhood retreat

The Oculus House is a peaceful one bedroom house with a king size bed. It is located down a private alley in a quiet neighborhood. It’s open floor plan and high ceilings gives a balance of comfort and artistic appeal. There is a lounging loft which can be used as a sleeping space for agile children and adults. We have designed the house to honor the era in which it was built and elevate the aesthetic. The kitchen is well-stocked and the bathroom has a luxurious jetted tub.

❤️ 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.

Casa Dolce Casa / Home Sweet Home in Alberta Arts

Welcome to my charming detached guest house, filled with touches inspired by my home country, Italy. Experience the quaint charm of a tiny house with the comfort and openness of a traditional home. Stroll to Alberta Arts District's restaurants, bars, breweries, food cart pods, and unique local shops. Explore the Oregon Coast, local hikes, and wineries. Public transport is nearby for city exploration, and the airport is just a 12-minute drive away.

Modern Guesthouse in Portland's Central Eastside

Tall ceilings, an open staircase and walls of windows flood the space with light (even in Portland), while molded plywood Eames chairs add mid-century style. Located in the heart of Portland within walking distance to great restaurants, coffee and parks. Fast, gigabit fiber internet, full kitchen, large table, and private outdoor spaces help maximize your stay and comfort, whether you're alone or with a group. Editor's pick in Dwell.

The Little Tower - Local Vintage Shops & Eateries

✨ Hawthorne 1BR Tower Apartment Near Cafes ✨ 🛏️ Private 1BR with queen bedroom upstairs 🍳 Full kitchen with dishwasher & wine glasses 🛋️ Smart TV, fast WiFi & dining nook for laptop use 🐾 Pet-friendly with private entrance 🧺 Shared basement laundry ❄️ Main-area mini-split A/C + heat; no bedroom A/C unit 🍽️ Walk to cafes, brewpubs & artisan shops. Free street parking.