Portland Holiday Homes : Search Holiday Homes in Portland

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Our top choices for Portland holiday homes

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

Southeast Portland

Jack M.

includes taxes & fees

10 Aug - 11 Aug

2. Exquisite Historic Suite Close to Downtown 14-21673

Southwest Portland

F C.

includes taxes & fees

19 Aug - 20 Aug

3. Granny Flat in leafy SW Portland

Southwest Portland

Daquarious

includes taxes & fees

9 Aug - 10 Aug

4. Two Rivers Relaxing Retreat

Northeast Portland

Emily L.

includes taxes & fees

10 Aug - 11 Aug

5. #StayinMyDistrict Sellwood Coco Rose Retreat

Southeast Portland

Karen V.

includes taxes & fees

13 Aug - 14 Aug

Coffee/tea maker, fridge, microwave, oven

6. Cozy 1-bedroom House ~ Heart of Iconic Portland Hawthorne District!!

Southeast Portland

Arlene L.

includes taxes & fees

19 Aug - 20 Aug

7. Creekside Haven

Wilsonville

Eric S.

includes taxes & fees

10 Aug - 11 Aug

8. Mount Tabor Loft With Hot Tub

Southeast Portland

Ezekial H.

includes taxes & fees

16 Aug - 17 Aug

9. Color Splash - Fast WiFi - Heart of Hawthorne

Southeast Portland

"The apartment was very cute and clean and the location is fantastic. The host was super responsive and helpful. A few minor things to note in case they matter to you: the mattress is very soft; the microwave is on a shelf above the refrigerator - there’s a step stool but it can be tricky for things like soup; there’s very little counter space in the kitchen. Other than that the living room is spacious, the couch is full size and very comfortable for watching tv, and the bedroom is light and...

Michelle S.

includes taxes & fees

3 Sept - 4 Sept

10. #StayInMyDistrict Overlook Backyard Tiny Suite

North Portland

RanDair P.

includes taxes & fees

16 Aug - 17 Aug

11. Gem in Milwaukie 2 bedroom - 2 Bathroom - Huge yard

Milwaukie

Mary R.

includes taxes & fees

20 Aug - 21 Aug

12. #StayInMyDistrict Buckman Bright Spacious Townhome

Southeast Portland

Julie G.

includes taxes & fees

11 Aug - 12 Aug

1 bedroom, desk, iron/ironing board, travel cot

13. #StayinMyDistrict Pendelton Place Walk to Mt Tabor

Southeast Portland

Jack

includes taxes & fees

9 Aug - 10 Aug

14. Cozy Private Cottage Near Downtown Portland

Northeast Portland

Duane V.

includes taxes & fees

16 Aug - 17 Aug

15. St. Johns Nest, Near Cathedral Park

North Portland

"Thank you! It was perfect for us and I really appreciate how clean everything was. For the first 15 minutes we were concerned that there was no air conditioning until we learned that most of Portland is not air conditioned and it was not an issue even though there was a heat wave. We were out most days doing things and at night it got cool and we could open things up and the fans did a wonderful job. It was cozy and restful each evening to come back to."

David B.

includes taxes & fees

26 Aug - 27 Aug

16. Sasquatch's Tiny Treehouse on creek - old growth forest in Portland - ADVENTURE!

Cedar Hills

"Unfortunately, our reservation was double-booked. When we arrived, the cabin was already occupied by another guest. We were unable to reach anyone from either the property or Vrbo who could help at the time, so we had to spend part of our vacation finding another place to stay. Communication was difficult throughout the process. We booked through Expedia, and because the reservation was processed through Vrbo, we were unable to receive messages or check-in instructions. In the end, that...

Ashley

includes taxes & fees

17 Aug - 18 Aug