Portland Vacation Homes

A river with a city skyline in the background, a bridge, and autumn leaves on a tree.

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Our top choices for Portland holiday homes

A house with a brick facade, a chimney, and a front yard with various plants and a tree.

1. Exquisite Historic Suite Close to Downtown 14-21673

Southwest Portland

Celine

HK$1,215 total

includes taxes & fees

14 Oct - 15 Oct

A two-story house with a covered porch and a garden.

2. Pet friendly apartment with covered patio and fenced-in yard.

Southeast Portland

Jack M.

HK$1,524 total

includes taxes & fees

19 Oct - 20 Oct

3. #StayInMyDistrict Overlook Backyard Tiny Suite

North Portland

Nikki D.

HK$1,783 total

includes taxes & fees

19 Oct - 20 Oct

A playground with a slide, climbing structures, and a swing set.

4. Guest Suite with WiFi, AC, streaming

Southwest Portland

Madison

A modern interior with a wooden ceiling, a kitchen area, and a seating area with a colorful rug.

5. #StayInMyDistrict Buckman Spacious Modern Rowhouse

Southeast Portland

Paul J.

HK$2,254 total

includes taxes & fees

11 Oct - 12 Oct

A blue house with a white porch and a pathway leading to it.

6. Charming 2-bedroom in historic home

Southeast Portland

Jamie A.

HK$1,817 total

includes taxes & fees

8 Oct - 9 Oct

A bedroom with a bed, a desk, a chair, a television, and a brick fireplace.

7. #StayinMyDistrict Pendelton Place Walk to Mt Tabor

Southeast Portland

Jack

HK$1,753 total

includes taxes & fees

7 Oct - 8 Oct

A modern kitchen with black cabinets, a stainless steel refrigerator, and a built-in oven.

8. #StayinMyDistrict Buckman Open Loft-Style Townhome

Southeast Portland

Brian O.

HK$2,968 total

includes taxes & fees

19 Oct - 20 Oct

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Top Portland Hotel Reviews

Country Inn & Suites by Radisson, Portland International Airport, OR

10/10 Excellent

"Amazing breakfast. Location was great, still quiet even if it’s almost beside the airport."

Courtyard by Marriott Portland City Center

10/10 Excellent

"It is frustrating to have to use valet and not being able to self park, because it is expensive. But parking in an unsecured lot blocks from the property isn't an ideal situation. That being said, all of the valet guys were friendly, professional, and efficient."

Heathman Hotel

10/10 Excellent

"I had a little staycation in Portland at the Heathman hotel and it was absolutely lovely. The room service was actually really good, which is hard to find in Portland. The bed was comfortable. The room was great. The only downside was the shower. I hope that they upgrade those soon because it was in need of an upgrade. I got a shower with a disability seat in it so maybe next time it will be a different experience, but I will definitely be staying here again. It was great."

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