Portland, Oregon, is one of my favorite cities in the U.S. It has incredible restaurants, stunning parks, a great art scene, and many outdoor activities, especially near Mt. Hood and the Columbia River Gorge. So I’ve rounded up the best vacation home rentals in Portland, Oregon.

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Whether you’re on a road trip around the Pacific Northwest or you’re looking for a weekend getaway, you’ll fall in love with these unique, inviting, and cozy homes.

Here are the coolest vacation home rentals in Portland, Oregon!

Sun-Filled Home

5 guests · 2 bedrooms · 3 beds · 1 bath

Built in 1911, this craftsman-style home is the perfect mix of modern amenities and vintage charm. The home is in a historic neighborhood close to downtown, parks, the Alberta Arts District, and restaurants. You’ll love the high ceilings, large original windows, original vintage fixtures, and the rough-hewn stone fireplace

Modern Skyhouse

8 guests · 3 bedrooms · 4 beds · 2.5 baths

This home’s cutting-edge architecture and design make it one of the most unique houses in the city. You’ll feel like you’re floating above Forest Park with incredible views of the Willamette Valley and the Oregon Coast Range.

Urban Oasis

8 guests · 4 bedrooms · 4 beds · 2.5 bathrooms

You’ll love this home’s iconic pacific northwest architecture. The house is close to downtown, parks, and trails. This home also has an open floor plan, large windows, spacious living and dining areas, and a large fenced-in backyard with a BBQ.

Mid-Century Modern

6 guests · 2 bedrooms · 3 beds · 2.5 baths

This newly renovated home has some of the best views in the city. You’ll love the open living and dining rooms, spa-like bathrooms, mid-century furniture and decor, and the wrap-around deck with a BBQ and al fresco dining.

Chic Apartment

2 guests · 1 bedroom · 1 bed · 1 bath

This newly built condo unit is light, bright, airy, and minimalist, making it a tranquil city getaway. This is a budget-friendly accommodation in Portland, and you’ll love the city views.

Forest Retreat

4 guests · 2 bedrooms · 2 beds · 1 bath

Get ready to fall in love with this secluded and wooded retreat just minutes from downtown. This colorful, cozy house is located on the edge of the Wildwood Trail that connects Washington Park and Forest Park. So this is the perfect home for outdoor lovers.

Castle Estate

16 guests · 5 bedrooms · 7 beds · 3 baths

Have you ever wanted to stay in a castle? Then this elaborate home is for you! You’ll fall in love with the house’s architecture and views. There are vaulted ceilings, curved rooms, two fireplaces, beautiful tile work, hardwood floors, two jacuzzis, and a hot tub.

Million-Dollar Views

3 guests · 1 bedroom · 2 beds · 1 bath

If you want a property that makes you feel like you’re in a high-end hotel, then this highrise apartment is for you. This home is in the heart of the city, just two blocks from Pioneer Courthouse Square and five blocks from the Pearl District. You’ll have incredible views of the city, and you can bring your furry friends with you.

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This article about the best Vacation Home Rentals in Portland, Oregon, is not a sponsored post, and the thoughts and opinions expressed in this post are entirely my own. Some of the links in this post about the best Vacation Home Rentals in Portland, Oregon are affiliate links, and, at no cost to you, I may earn a small commission.