Portland Holiday Homes
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Featured Holiday Homes in Portland

Exquisite Historic Suite Close to Downtown 14-21673

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

Charming 3-bedroom house in Portland

Tranquil, walkable home with seasonal pool, beautiful gardens & 2 patios

Book Now for Summer 2025!

Sleek Townhome w/ Patio - Walk to Amazing Restaurants, Breweries, Trails & Shops

Jan-Mar 30%Monthly Discount / 3B/2.5BA House with Large Backyard

Book Now for Summer 2025!

Historic Mott Sisters Style Salon-Near Moda Center

Pet friendly apartment with covered patio and fenced-in yard.
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.
Portland Holiday Homes essential information
Accommodation | 827 Holiday Homes |
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Lowest Price | |
Highest Price | |
Popular accommodation | Exquisite Historic Suite Close to Downtown 14-21673, Location, style and space! - Midcentury Modern Home - Steps from Restaurant Row, Charming 3-bedroom house in Portland, Tranquil, walkable home with seasonal pool, beautiful gardens & 2 patios, Book Now for Summer 2025!, Sleek Townhome w/ Patio - Walk to Amazing Restaurants, Breweries, Trails & Shops, Jan-Mar 30%Monthly Discount / 3B/2.5BA House with Large Backyard, Book Now for Summer 2025!, Historic Mott Sisters Style Salon-Near Moda Center, Pet friendly apartment with covered patio and fenced-in yard., Book Now for Summer 2025!, Gem in Milwaukie 2 bedroom - 2 Bathroom - Huge yard |
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