Portland Holiday Homes from £106: Search Holiday Homes in Portland

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Our top choices for Portland holiday homes

1. Granny Flat in leafy SW Portland

Southwest Portland

Daquarious

includes taxes & fees

22 Sept - 23 Sept

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

Southeast Portland

Jack M.

includes taxes & fees

18 Oct - 19 Oct

3. Exquisite Historic Suite Close to Downtown 14-21673

Southwest Portland

Celine

includes taxes & fees

6 Oct - 7 Oct

4. #StayInMyDistrict Overlook Backyard Tiny Suite

North Portland

Nikki D.

includes taxes & fees

22 Sept - 23 Sept

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

5. #StayinMyDistrict Pendelton Place Walk to Mt Tabor

Southeast Portland

Jack

includes taxes & fees

27 Sept - 28 Sept

6. Two Rivers Relaxing Retreat

Northeast Portland

Emily L.

includes taxes & fees

22 Sept - 23 Sept

7. #StayInMyDistrict Buckman Bright Spacious Townhome

Southeast Portland

Julie G.

includes taxes & fees

22 Sept - 23 Sept

8. One bedroom house

Portland

Karen F.

includes taxes & fees

28 Sept - 29 Sept

9. #StayinMyDistrict Kenton Private Guest House

North Portland

Jennifer R.

includes taxes & fees

22 Sept - 23 Sept

10. Creekside Haven

Wilsonville

Eric S.

includes taxes & fees

22 Sept - 23 Sept

11. #StayinMyDistrict Harney Heights

Harney Heights

Katy M.

includes taxes & fees

22 Sept - 23 Sept

12. Charming 2-bedroom in historic home

Southeast Portland

Jamie A.

includes taxes & fees

18 Oct - 19 Oct

Coffee/tea maker, fridge, microwave, oven

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

Southeast Portland

Arlene L.

includes taxes & fees

12 Oct - 13 Oct

14. Haven Guesthouse in Milwaukie - 2 Bedroom & 2 Bathroom with Fenced Backyard

Oatfield

Dana F.

includes taxes & fees

22 Sept - 23 Sept

15. Charming 3-bedroom house in Portland

Portland

Mildred P.

includes taxes & fees

29 Sept - 30 Sept

16. Bungalow Guest House

Ellsworth

Danielle J.

includes taxes & fees

22 Sept - 23 Sept

17. BOOK 7 NITES AND GET A DISCOUNT 2 BEDROOM PRIVATE UNIT

Northeast Portland

Trevor M.

includes taxes & fees

28 Sept - 29 Sept

18. 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

19. ❤️ LUXURY GUESTHOUSE ★ NEAR DOWNTOWN ★ SPA BATH ★ LARGE PATIO

Northeast Portland

J J.

includes taxes & fees

29 Sept - 30 Sept

20. #StayinMyDistrict Sellwood Coco Rose Retreat

Southeast Portland

Karen V.

includes taxes & fees

4 Oct - 5 Oct

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Top Portland Hotel Reviews

Cambria Hotel Portland - Pearl District

10/10 Excellent

"This is easily my favorite hotel of the many I've stayed in. It just has a nice, calm, low-key vibe without sacrificing any of the comfort or luxury. 5 stars. Clean rooms, helpful staff, and they give your pets a treat on arrival!!"

The Royal Sonesta Portland Downtown

8/10 Good

"It was a good hotel. Nice location. The 15.00 allotment did not buy much, so it went unredeemed most of the time. Better breakfast doors away. Better signage for the elevators, since they are not continuous. Kept making the same mistake, going to the garage or the room to the garage. The valet service was wonderful. The biggest problem was not that there was no room service; everyday, it was the call-down service to get toilet paper to the room took forever, along with every other item asked for. And had to ask for them multiple times"

Heathman Hotel

8/10 Good

"Basically, most everything was great. The location was great; the hotel itself is beautiful. All the staff that we interacted with were very professional and very helpful whenever asked a question. There were only two things that were problems. The first was the Wi-Fi did not work in the room we were assigned. After contacting the desk a tech rep came to our room. He told us the system was not working in that part of the hotel. I went to the front desk and conversed with the clerk and requested we be moved to another room. He was very quick to find another room for us and told me to call the desk as soon as we were ready to move and someone would be sent up to assist. I did as asked and a worker arrived and assisted with the move to the other room. The only other thing that was difficult was the bathroom in the second room. It was very tiny. There was barely enough room to move about when using the toilet and when using the shower. However we made it work. These were the only faults/difficulties we encountered."

The Paramount Hotel

10/10 Excellent

"Located near lots of sights and restaurants/bars downtown and still walkable to Slabtown. Only 2 blocks from the Tri-Met, too. Beds are comfy, showers have good water pressure, and the walls aren't thin. The bar downstairs is pretty nice, too. Downtown Portland is what it is, but this location is convenient and safe. Unless the prices skyrocket, I'll likely keep staying here."

Find out more about Portland

Portland Holiday Homes information

Number of reviews	1,344
Accommodation	734 Holiday Homes
Lowest Price	£106
Highest Price	£284

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Room 1

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Portland holiday homes

1. Granny Flat in leafy SW Portland

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

3. Exquisite Historic Suite Close to Downtown 14-21673

4. #StayInMyDistrict Overlook Backyard Tiny Suite

5. #StayinMyDistrict Pendelton Place Walk to Mt Tabor

6. Two Rivers Relaxing Retreat

7. #StayInMyDistrict Buckman Bright Spacious Townhome

8. One bedroom house

9. #StayinMyDistrict Kenton Private Guest House

10. Creekside Haven

11. #StayinMyDistrict Harney Heights

12. Charming 2-bedroom in historic home

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

14. Haven Guesthouse in Milwaukie - 2 Bedroom & 2 Bathroom with Fenced Backyard

15. Charming 3-bedroom house in Portland

16. Bungalow Guest House

17. BOOK 7 NITES AND GET A DISCOUNT 2 BEDROOM PRIVATE UNIT

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

19. ❤️ LUXURY GUESTHOUSE ★ NEAR DOWNTOWN ★ SPA BATH ★ LARGE PATIO

20. #StayinMyDistrict Sellwood Coco Rose Retreat

Find holiday rentals that suit your style

Top Portland Hotel Reviews

Cambria Hotel Portland - Pearl District

Hyatt House Portland/Downtown

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

Oxford Suites Portland - Jantzen Beach

The Royal Sonesta Portland Downtown

Embassy Suites by Hilton Portland Airport

Heathman Hotel

The Paramount Hotel

Hyatt Regency Portland at the Oregon Convention Center

Find out more about Portland

Portland Holiday Homes information

Explore a world of travel with Expedia