Holiday Rentals in Portland
More than just hotels
Apartments, cabins, holiday rentals and more, plus millions of reviews from Aussie & Kiwi travellers
Flexibility matters
24/7 support, so you can book with confidence
Relax with our Price Promise
Find a lower price on a hotel or package online, before your stay, and we'll refund the difference^
Check rental availability in Portland
Holiday Rentals in Portland

Larkspur Landing Extended Stay Suites Hillsboro

Inn at Northrup Station

Memoir Buckman

Location, style and space! - Midcentury Modern Home - Steps from Restaurant Row

Portland Sanctuary

Cozy 3-beds house in NE Portland. No garage No driveway. Street Parking only.

A garden view hideaway in the Irvington neighborhood

Tiny A-Frame Farm Meadow Retreat minutes from downtown

Exquisite Historic Suite Close to Downtown 14-21673

The Cottage at River Run!

Cozy apartment in a lovely and quiet neighborhood

Magnificent Home on Banks of the Willamette River, Hot Tub, Fire-Pit, Cornhole, 9 Miles to Downtown

Hideout of the SE Division

Two Rivers Relaxing Retreat

Gem in Milwaukie 2 bedroom - 2 Bathroom - Huge yard

Quaint private cottage apt. in highly desireable area, close to everything

Cozy Portland Cottage

Charming Downtown Home w/fenced yard, pet friendly!
Other types of properties in Portland you may be interested in

The Paramount Hotel
Holiday Accommodation Portland
You’re the type of person who wants to be right in the middle of it all, but still have your own space. You want to be able to take care of everything yourself, but also get plenty of R&R. Well, holiday rentals in Portland are ready to roll out the welcome mat. We mean that literally—they probably do have a welcome mat. It’s all those little things that will make you fall in love with this type of accommodation, and with Portland itself. Once you’ve stayed in a holiday rental, you’ll wonder why you ever stayed anywhere else.
Portland holiday houses have everything you could need in a place to stay, along with several things you probably never even thought you needed. Towels and linens? Check. Cooking utensils? Check. Dog treats for the pupper? Well, you might want to bring your own to your pet-friendly holiday house, just in case. (He’s a picky little prince anyway, right?) But otherwise you’re good to go. You might even find some games for the little ones, if you’re bringing the family along.
If you are bringing the kids, don’t let that dissuade you from looking for the finer things. Luxury is the name of the game in Portland, and house accommodation is no different. Sure, it should feel like a home away from home—but more like a really fancy home, where you don’t have to worry about cleaning or mowing the lawn. Yes, it’s as great as it sounds.
Make your next getaway truly your own. We’ve got plenty of holiday accommodation in Portland with your name on it, so pack up your favourite books, wine and that playlist of summer hits from 2003. It’s your time to shine.
Recommended Holiday Rental Destinations
Top Holiday Rental Destinations
More accommodation in Portland
Top 20 Portland Hotels
^Eligibility requirements and conditions apply