Apartment holiday rentals in Portland

The Filbert - Garden Apartment in Inner SE PDX.

The Filbert is in the Division/Clinton Neighborhood close to Broder Cafe, Salt & Straw and dozens of other amazing restaurants and bars. Also close by is the New Season's Market, People's Food Co-op, bike shops, and boutiques. It is quick to get to downtown Portland by car, bus or light rail. This renovated apartment is tucked into an urban eco-community. You’ll love the location and the ambiance. The Filbert is good for couples, solo adventurers, business travelers, and families one child.

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!

Sunnyside Wonderland - Coffee Shops, Bars & Parks

If you love great food, craft beer, and pour-over coffee, this is your spot! In Portland’s famous Buckman District, my apartment is near top-rated restaurants, bars, and vintage shops—perfect for people-watching. Ideal for couples, solo travelers, and business guests, it’s a convenient home base near all the hot spots. Note that there may be noise from neighboring units; we are more than happy to provide earplugs and a noise machine to help ensure a restful night. Experience Stumptown life!

Modern Treehouse in Historic Spanish Turret House

This is not your typical short term rental with IKEA furniture and misleading photos! The Turret House is located on a large corner lot in Portland's most beautiful Eastside neighborhood (Irvington) and surrounded by gorgeous properties and tree-canopied streets. The unit was meticulously updated, while maintaining its Spanish Californian architecture and wide open circular floor plan. My partner and I are both designers and we’ve worked hard to blend tradition and modern simplicity.

Large SE Apartment • Walk to Eats • 1BR • Sleeps 4

If you're a fan of great food, craft beer, and pour-over coffee, this is your place! In the famous Buckman District, my apartment is near Portland’s top-rated restaurants, bars, and vintage shops—perfect for people-watching. Great for couples, solo adventurers, and business travelers, it’s a convenient home base near all the hot spots. Note that there may be noise from neighboring units; we are more than happy to provide earplugs and a noise machine to help ensure a restful night!

Willamette Heights View

The Space: Come experience quintessential PNW living at Willamette Heights View apartment. Stay in our beautiful, light-filled, 2-story deluxe apartment perched .5 miles above NW 23rd Ave. and 2 doors down from Forest Park trails. Full kitchen, backyard with mountains and river view, gas fireplace and hi-speed WiFi make this the ideal retreat/work space.. My place is good for couples, solo adventurers, and business travelers. Please note that there is no TV :-)

Renovated 1BR • Historic Charm • Great Locale

Flooded with natural light, this stylish suite blends timeless charm with modern comfort in one of Portland’s best neighborhoods. Nestled just off NW 23rd Ave, enjoy boutique shopping, top-rated restaurants, and tree-lined strolls right outside your door. Inside, you’ll find a curated living space with a plush sofa, full kitchen, fast WiFi, smart TV, and comfy queen bed—perfect for cozy nights in or recharging after a day exploring the city.

Spacious private whole guest house in NE Portland!

Stylish and comfortable separate apartment in a house in Woodlawn neighborhood has own entrance, kitchen, bath and bedroom. Digital lock allows anytime arrival. Over 800 sqft. Easily accessible via public transit or car. Plentiful street parking. 2.5m to PDX, 4m to downtown, close to I-5. Comfortably appointed and well stocked. Great pillows. Big 4K TV. High speed WiFi. Friendly owner accepting of all!

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.