Apartment holiday rentals in Gresham

Hip & Spacious: Mt. Tabor Haven with Hot Tub!

Come stay at Tabor Haven, a unique apartment in southeast Portland with mid-century charm and all the amenities of home! Tabor Haven rests at the base of an ancient volcano, surrounded by a beautiful city park located in the heart of the Montavilla neighborhood. Delicious restaurants, local shopping, unique bars and breweries a few blocks away! You’ll have it all nearby plus a quiet retreat to retire to in the evenings. Explore the best of Portland with our spacious apartment as your home base!

Stylish and Spacious NE Portland Retreat

This newly renovated, spacious, and luxurious studio apartment with its own private entrance and plenty of natural light is located in the Rose City Park neighborhood of Portland. You will be right in the heart of the city — close to both downtown and PDX. Restaurants, coffee shops, a wine shop, a brewery, a bagel shop, a grocery store, a golf course, and parks are all within easy walking distance. There is plenty of free street parking, as well as access to multiple types of public transit.

Roseway Retreat

💥 The same 5⭐️ experience, but with new owners! For bookings after Jan 31, use this link: airbnb.com/h/rosewaygetaway 💥 Welcome! We are conveniently located just minutes from the Portland Airport (PDX). Enjoy a keyless private entry to our comfortable, clean basement guest suite, personally designed with your relaxation in mind. Super close to local bars, restaurants, parks, and groceries. This is the perfect spot for a clean environment in a great location. Book your Portland getaway today!

Gorgeous Mt. Hood View, Ski, Hike or Mt.Bike

Welcome to Sandy Oregon, the Gateway to Mount Hood. This Luxurious cabin-feel home, custom built by top notch craftsman and designer, features breathtaking panoramic views of Mt. Hood and the Sandy River. The view is rated one of the best in the Northwest. Enjoy a glass of wine while sitting by the outdoor fire pit, take a short drive to Timberline Lodge for skiing or snowmobiling, go hiking in the Mt. Hood forest or Mountain Biking at world class "Sandy Ridge". Your options are unlimited!

Basement Dwelling

This basement efficiency apartment has its own entrance off the driveway next to the sidewalk and has everything you might need to be comfortable. The ceiling is not that high so I recommend it for people under 6'2". My family including a dog and cats live in the house above so you might hear us but they don’t have access to the apt. Gas and/or electric heat that you control, smart TV and recliner that will stand you up. I do allow animals if you pay the $20 pet fee and see rules.

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.

Stylish Hawthorne 1BR w 90 WalkScore

Located in the heart of the eclectic Hawthorne District, you'll be within walking distance of Portland's best restaurants, cafes, bookstores, brew-pubs, distilleries, and craftspeople. If you want to explore more of Portland, I'm just over a mile from the West side via bike, walking, or bus. The place has a sleek, soothing, and stylish design with high-grade finishes. Note that there may be noise; earplugs and a noise machine are available for your comfort!

Private Entry, Cork Floors, Foodie Heaven

Explore North Portland walking districts (restaurants, food carts, shops!) or Peninsula Park roses 🌹, then retire to this hip and spacious basement apartment. You’ll love its cork floors (that feel so nice under foot), creative finishes, and immaculate cleanliness. I live upstairs but am mindful of noise. And, as a basement space, it keeps a comfortable temperature and is buffered from exterior noise! Multiple guests have reported their best sleep ever.

La Petite- BRAND NEW!

ELEGANT URBAN OASIS IN PORTLAND'S DIVISION NEIGHBORHOOD. Step into an enclave of opulence and comfort in our newly designed Accessory Dwelling Unit (ADU). This private haven, sculpted with attention to every detail, stands as a testament to luxury and comfort, offering you Portland's finest in an intimate, and sleek setting. You'll cherish our ADU's tranquil ambiance and our foodie forward neighborhood.

Jewel on a Hill- 2 bd. light filled apartment

Our private in-home apartment, with separate entrance, has great views, is close to restaurants/dining and miles of bike/running trails. Light rail convenient for service thru-out Portland and PDX International Airport. Gateway to Columbia Gorge offering 34 min. drive to historic Multnomah Falls. Run or walk nature green-space or stroll a 1/3 mile loop around the neighborhood any time of the day.

Gateway to the Gorge #1

Walking distance to downtown Troutdale, the Sandy River, and many parks. Quiet, safe place to rest at the gateway to the Columbia river gorge. bike trails, hiking trails. walking distance to great restaurants, art galleries and artist studio spaces, coffee shops, history, public art, bird watching and so many other amenities. You'll have a great time at this comfortable place to stay.

The Art Deco Lounge - 95 WalkScore - Live Music

Stay steps from the best shops, cafes, and nightlife on vibrant Mississippi Ave. This light-filled, design-forward apartment features a fully stocked kitchen, fast WiFi, smart TV, and A/C. Off-street parking included. Thoughtful touches throughout make it ideal for couples, solo travelers, or remote work. Walk to everything or relax inside — your Portland stay starts here.