Apartment holiday rentals in Portland Downtown

Quiet, Private Apartment Retreat

Nestled in the Southwest Hills of Portland this lovely apartment provides a sanctuary away from the bustle of the city, yet is minutes from all that downtown Portland has to offer! 900 sq. ft., 2 bedroom, 1 bath apartment taking up the entire first floor of a three floor home and has a completely private garden entrance. Furnished with mix modern furniture and classic modern appointments. Art, all original, includes paintings, photographs, sculptures, and folk art collected from around the world. Flat screen Smart TV with surround sound, cable TV, and access to Netflix and other streaming platforms as well as Pandora. Wi-Fi available throughout apartment. Living room includes wood burning fireplace and desk/dining table. Bedrooms connected by a wide passageway with sliding doors making each space a private bedroom room, or if left open, a sitting room off the master bedroom . Queen sized bed in master, and a full sized futon couch with an innerspring mattress in the second bedroom. Bathroom newly remodeled, double sinks and a wonderful large shower with two shower heads. All linens and bedding new. There is large deck off the living room with SW exposure that x over looks a private wooded area perfect for relaxing or dining. (Bird watchers will have a field day…binoculars and guide book for your enjoyment!) BBQ available on owner’s deck above. Fully equipped kitchen includes 4 burner cook top, Breville smart oven, coffee maker, mini refrigerator and all incidentals to “dine in.” Residential neighborhood half mile from Hillsdale Village…a charming collection of merchants including a bakery, 7 restaurants, Starbucks, grocery, banking and more! 4 miles to the Portland City Center, 2 miles to OHSU hospital/medical campus, 3.5 miles to Portland State, half mile to nearest bus stop. Apt has off street parking for 2 vehicles.

Location · Family · Biking

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.

Family · Location · Biking

Historic 2BR | Walk to NW 23rd Shops & Eats

✨ Charming Northwest Portland Flat in Alphabet District ✨ 🏙️ Heart of NW 23rd — walk to top shops & cafes 🛏️ 2 cozy bedrooms, sleeps 4 guests comfortably 🍳 Full kitchen with coffee maker & wine glasses 🛋️ Smart TV & fast WiFi throughout 💻 Laptop-friendly workspace for remote work 🌿 Private entrance & porch for your morning coffee ❄️ AC & heating for year-round comfort 🔒 Entire apartment — no shared spaces 🍽️ Steps from NW 23rd's best dining & shopping. Free street parking.

Value · Location · Parking

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.

Value · Location · Layout

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.

Value · Family · Long stay

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.

Value · Location · Quiet

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 entrance — your own oasis 🐾 Pet-friendly — bring your furry friend ❄️ AC & heating for year-round comfort 🍽️ Heart of walkable Northwest Portland.

Family · Location · Layout

Modern Spacious 2BR • Minutes to Everywhere!

Stylish, lively, and full of personality, this spacious 2-bedroom Portland apartment is a great fit for friend getaways, couples traveling together, work trips, and small group stays. Set in a newer building (built in 2013) on a landscaped lot, the apartment blends modern comfort with Portland charm. High ceilings and an open layout give the space a bright, airy feel that makes it seem even larger than the photos show.

Location · Family · Getting around

Portland's Finest - Luxury Pearl District 4 BR

✨ 4BR Pearl/Alphabet District Upper Home ✨ 🏡 Private upper unit in a two-unit NW Portland home 🛏️ 4 queen bedrooms, 2 full baths, sleeps 8 🍳 Full kitchen with dishwasher, island & dining area 🛋️ Upstairs living room, TVs & fast WiFi 🧺 In-unit washer & dryer 🚊 Near streetcar/freeway; some city/transit noise possible 🌲 Walk Score 96 near Pearl, Alphabet District & Forest Park. Zone K permit street parking.

Family · Value · Amenities

Eastwood Loft Foodie's Delight, Pet Friendly

This pet-friendly ground floor apartment is in the heart of Portland's Southeast Laurelhurst neighborhood. It's 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. Please inquire about longer stays.

Location · Value · Check-in

Renovated 2BR Garden Suite • Steps to NW 23rd

✨ Garden-Level Retreat in Portland's Alphabet District ✨ 🚶 Walk Score 99 — NW 23rd's best at your doorstep 🛏️ 2 bedrooms, each with a queen bed — sleeps 4 🍳 Full kitchen with dishwasher & coffee maker ❄️ Mini-split AC & heat in every room 🔒 Private gated entrance + smart-lock self check-in — entirely yours 🍦 Steps from Salt & Straw, restaurants & boutiques. Paid street parking nearby.

Value · Family · Laundry

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 · Indoor spaces