Apartment holiday rentals in Portland Downtown

Modern Treehouse in Historic Spanish Turret House

This isn't your standard rental w/ IKEA furniture & misleading photos! The Turret House sits on a large corner lot in Portland's beautiful Irvington neighborhood and surrounded by historic homes and tree-canopied streets. Broadway street is 3 blocks away & offers some of Portland’s favorite restaurants, bars, coffee shops, grocers, & dispensaries. My partner & I are professional designers and we worked hard to blend traditional Spanish Californian design w/ modern simplicity. IG @turrethousepdx

Family · Value · Air conditioning

Relaxing retreat steps to OHSU & min from downtown

This bright, newly renovated home in the Southwest Hills is just minutes away from OHSU, Marquam Nature Trail, downtown Portland and Council Crest. The 2-bedroom flat provides plenty of space for guests, and also equipped with a full kitchen and bathroom with everything you'll need during your visit. Located in the quiet and historic Homestead neighborhood with free parking, this home is the perfect location for families and groups on their Portland vacation or business stay.

Family · Value · Walkability

Pet Friendly NW Nob Hill High End Private Apt.

Beautiful high end modern private apartment built in a historic 1904 Craftsman in Nob Hill. Walk two blocks to NW 23rd for a wide variety of stellar restaurants and shopping or take a 10min walk to get to the heart of the city or to the famous trails of forest park. Easy access to transportation all over the city just steps away. View Mt. Hood from the front porch or relax with your own large private yard and let your pets run. Listed on VRBO 395585, excellent reviews.

Location · Family · Solo travel

Mid-Century Hillsdale Retreat

Welcome to our chic 2-bedroom, 1-bath Mid-Century Modern retreat, where timeless design meets contemporary comfort. Our fully renovated apartment offers a stylish and inviting space, perfect for your getaway. Enjoy the convenience of walking distance to culinary delights, with City Thai, Gigi's Cafe, and the Hillsdale Food Cart Park just steps away. Immerse yourself in the vibrant local scene, or stay home and utilize the fully equipped kitchen to cook a delicious meal.

Family · Location · Getting around

The Garden Cottage - Broadway Retreat - Walkable

✨ Cozy Northeast Portland Retreat in Walkable Irvington ✨ 🏡 Private 1BR apartment with historic charm 🛏️ Queen bed + full bath with tub 🍳 Full kitchen with dishwasher & coffee maker 🛋️ Dining table, TV & fast WiFi 🧺 In-building, communal coin-op washer & dryer for use 💻 Laptop-friendly workspace for remote work 🚪 Private entrance — entirely yours ❄️ AC & heating for year-round comfort 🚶 Walk Score 94 — cafes, shops & restaurants steps away. Free street parking.

Family · Location · Access

1BR - Boutique Flat - Prime NW Location

✨ Stylish NW 23rd Apartment — Portland's Best Block ✨ 🏙️ Steps from NW 23rd's top restaurants & shops 🛏️ Queen bed in private 1BR/1BA 🍳 Full kitchen with stove, microwave & coffee maker 🛋️ Smart TV & fast WiFi for streaming 💻 Laptop-friendly workspace for remote work 🌿 Private patio & entrance — your own oasis 🐾 Pet-friendly — bring your furry friend ❄️ AC & heating for year-round comfort 🍽️ Heart of walkable Northwest Portland.

Location · Family · Decor

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.

Value · Location · TV

Ankeny Loft Just a Block From East Burnside

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. Pet fee is $35 for one night; $50 for 2-7 nights. Higher fee with longer stays.

Value · Family · Sleep quality

Walkable Foodie Heaven

Welcome! We're on a quiet side street – right around the corner from a dynamic restaurant scene in Kerns, the 5th coolest neighborhood in the world. Take a short stroll to parks, live music, vintage shops, and a vintage movie theater. Tall windows let in lots of light and overlook greenery, cozy porches, and a back yard. Our family's 1900 house has been divided into separate apartments.

Value · Location · Sleep quality

Bright & Stylish Alphabet District Suite | NW 23rd

✨ Sun-Drenched 1BR in Portland's Alphabet District ✨ ☀️ Gorgeous natural light & oversized windows 🛏️ Cozy queen bed with premium linens 🍳 Full kitchen with gas range & dining table 💻 Laptop-friendly workspace with fast WiFi ❄️ AC & heating for year-round comfort 🐾 Pet-friendly — bring your furry friend 🚶 Steps to NW 23rd boutiques, cafes & Forest Park. Metered street parking.

Family · Location · Solo travel

Portland's Best in Hawthorne District

Step outside and explore the charm of Portland's Hawthorne neighborhood, filled with vintage shops, local bookstores, and cozy coffee spots full of character. Stroll past colorful murals, browse unique boutiques, and take in the laid-back, creative vibe. Whether you're here to relax, explore, or a little of both, this welcoming space is a great place to call home through your stay.

Family · Location · Walkability

The Art Deco Lounge | Mississippi Ave | Parking

✨ Bright & Stylish 1BR on Mississippi Ave ✨ 🎨 Design-forward retreat steps from Portland's best street 🛏️ Queen bedroom for 2 guests 🍳 Full kitchen with dishwasher & cookware 🛋️ Smart TV, fast WiFi & dedicated workspace 🐾 Pet-friendly with private entrance ❄️ AC & heating for year-round comfort 🅿️ Hip Mississippi Ave location. First-come gravel lot parking + street backup.

Location · Value · Condition