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Check prices for these dates

In two weeks
4 Sept - 6 Sept
In two months
16 Oct - 18 Oct
In three months
13 Nov - 15 Nov
In four months
11 Dec - 13 Dec

Our top choices for Portland holiday homes

Exterior

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

Pet friendly apartment with covered patio and fenced-in yard.
Southeast Portland
9.8 out of 10, Exceptional, (345 reviews)
"Great stay"
United States
Jack M.
The price is HK$902
HK$1,577 total
includes taxes & fees
20 Sept - 21 Sept
Pet friendly apartment with covered patio and fenced-in yard.
Exterior

2. Exquisite Historic Suite Close to Downtown 14-21673

Exquisite Historic Suite Close to Downtown 14-21673
Southwest Portland
10.0 out of 10, Exceptional, (547 reviews)
"A wonderful stay in Portland. A beautiful place, very clean and comfortable and a friendly and welcoming host. Would 100% recommend."
United Kingdom
Celine
The price is HK$980
HK$1,350 total
includes taxes & fees
25 Aug - 26 Aug
Exquisite Historic Suite Close to Downtown 14-21673
Living area

3. Granny Flat in leafy SW Portland

Granny Flat in leafy SW Portland
Southwest Portland
9.4 out of 10, Exceptional, (28 reviews)
"Literally enjoyed the place, the host were extremely good at communicating and very understanding. Definitely a 9.5/10"
United States
Daquarious
The price is HK$706
HK$1,168 total
includes taxes & fees
25 Aug - 26 Aug
Granny Flat in leafy SW Portland
Exterior

4. Charming 2-bedroom in historic home

Charming 2-bedroom in historic home
Southeast Portland
9.6 out of 10, Exceptional, (43 reviews)
"Very walkable location. Love the private entrance and the space suited just perfectly. "
United States
Jamie A.
The price is HK$706
HK$1,950 total
includes taxes & fees
26 Aug - 27 Aug
Charming 2-bedroom in historic home
Room

5. #StayinMyDistrict Pendelton Place Walk to Mt Tabor

#StayinMyDistrict Pendelton Place Walk to Mt Tabor
Southeast Portland
8.4 out of 10, Very good, (21 reviews)
"Great spot a few blocks away from Foster Powell. "
United States
Jack
The price is HK$745
HK$2,123 total
includes taxes & fees
25 Aug - 26 Aug
#StayinMyDistrict Pendelton Place Walk to Mt Tabor
Interior

6. Two Rivers Relaxing Retreat

Two Rivers Relaxing Retreat
Northeast Portland
9.8 out of 10, Exceptional, (65 reviews)
"Nice space in a great location!"
United States
Emily L.
The price is HK$941
HK$1,923 total
includes taxes & fees
25 Aug - 26 Aug
Two Rivers Relaxing Retreat
Living area

7. #StayinMyDistrict Sellwood Coco Rose Retreat

#StayinMyDistrict Sellwood Coco Rose Retreat
Southeast Portland
10.0 out of 10, Exceptional, (40 reviews)
"Perfect location in the heart of Sellwood."
United States
Karen V.
The price is HK$800
HK$2,202 total
includes taxes & fees
25 Aug - 26 Aug
#StayinMyDistrict Sellwood Coco Rose Retreat
Property grounds

8. #StayInMyDistrict Overlook Backyard Tiny Suite

#StayInMyDistrict Overlook Backyard Tiny Suite
North Portland
8.0 out of 10, Very good, (5 reviews)
"Air conditioning was awesome. Fun to watch TV from the loft. Lots of parking, easy to drive downtown. Nice area to walk around."
United States
RanDair P.
The price is HK$541
HK$1,810 total
includes taxes & fees
25 Aug - 26 Aug
#StayInMyDistrict Overlook Backyard Tiny Suite
Interior

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

Haven Guesthouse in Milwaukie - 2 Bedroom & 2 Bathroom with Fenced Backyard
Oatfield
10.0 out of 10, Exceptional, (18 reviews)
"Beautifully updated and decorated!! Felt very comfortable and perfect location! Definitely would stay there again!!"
United States
Sandy D.
The price is HK$902
HK$1,711 total
includes taxes & fees
25 Aug - 26 Aug
Haven Guesthouse in Milwaukie - 2 Bedroom & 2 Bathroom with Fenced Backyard
Living area

10. #StayInMyDistrict Buckman Bright Spacious Townhome

#StayInMyDistrict Buckman Bright Spacious Townhome
Southeast Portland
9.4 out of 10, Exceptional, (22 reviews)
"Cool location - lots of fun places to walk to. Very clean and well stocked. Will stay here again! "
United States
Julie G.
The price is HK$972
HK$2,564 total
includes taxes & fees
25 Aug - 26 Aug
#StayInMyDistrict Buckman Bright Spacious Townhome
Outdoor dining

11. Color Splash - Fast WiFi - Heart of Hawthorne

Color Splash - Fast WiFi - Heart of Hawthorne
Southeast Portland
10.0 out of 10, Exceptional, (1 review)
"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...
United States
Michelle S.
The price is HK$783
HK$1,612 total
includes taxes & fees
15 Sept - 16 Sept
Color Splash - Fast WiFi - Heart of Hawthorne
Dining

12. Charming 3-bedroom house in Portland

Charming 3-bedroom house in Portland
Portland
9.8 out of 10, Exceptional, (28 reviews)
"Clean, cozy, perfect for our needs!"
United States
Mildred P.
The price is HK$538
HK$2,764 total
includes taxes & fees
26 Aug - 27 Aug
Charming 3-bedroom house in Portland
Exterior

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

Sasquatch's Tiny Treehouse on creek - old growth forest in Portland - ADVENTURE!
Cedar Hills
9.0 out of 10, Wonderful, (7 reviews)
"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...
United States
Ashley
The price is HK$769
HK$1,500 total
includes taxes & fees
27 Aug - 28 Aug
Sasquatch's Tiny Treehouse on creek - old growth forest in Portland - ADVENTURE!
Outdoor spa tub

14. Mount Tabor Loft With Hot Tub

Mount Tabor Loft With Hot Tub
Southeast Portland
9.2 out of 10, Wonderful, (15 reviews)
"Nice little place with all the necessities in a great location, with a hot tub - for a good price!"
United States
Ezekial H.
The price is HK$686
HK$1,758 total
includes taxes & fees
25 Aug - 26 Aug
Mount Tabor Loft With Hot Tub
Interior

15. #StayInMyDistrict Buckman Spacious Modern Rowhouse

#StayInMyDistrict Buckman Spacious Modern Rowhouse
Southeast Portland
9.6 out of 10, Exceptional, (18 reviews)
"Lovely spot from which to explore Portland’s vibrant east side! "
United States
Chad M.
The price is HK$972
HK$2,564 total
includes taxes & fees
25 Aug - 26 Aug
#StayInMyDistrict Buckman Spacious Modern Rowhouse
Property grounds

16. Creekside Haven

Creekside Haven
Wilsonville
10.0 out of 10, Exceptional, (73 reviews)
"Very comfortable ,had everything we needed. Wish we could have stayed longer."
United States
Eric S.
The price is HK$1,098
HK$1,703 total
includes taxes & fees
26 Aug - 27 Aug
Creekside Haven
Private kitchen

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

Gem in Milwaukie 2 bedroom - 2 Bathroom - Huge yard
Milwaukie
9.6 out of 10, Exceptional, (124 reviews)
"A great place to stay in the Portland,OR area!"
United States
Mary R.
The price is HK$1,113
HK$2,841 total
includes taxes & fees
26 Aug - 27 Aug
Gem in Milwaukie 2 bedroom - 2 Bathroom - Huge yard
Interior

18. Tiny Farmhouse - Walk to Local Shops & Restaurants

Tiny Farmhouse - Walk to Local Shops & Restaurants
Southeast Portland
10.0 out of 10, Exceptional, (3 reviews)
"First (and not last) tiny home stay! Perfectly appointed and comfortable space. Conveniently located with ample street parking. Great experience - would definitely book again."
United States
Darleen S.
The price is HK$734
HK$1,467 total
includes taxes & fees
21 Sept - 22 Sept
Tiny Farmhouse - Walk to Local Shops & Restaurants
Interior

19. Casa Tropical Jungle in the Couve close to DT

Casa Tropical Jungle in the Couve close to DT
Harney Heights
9.0 out of 10, Wonderful, (19 reviews)
"Overall our stay was good. "
United States
Cammy T.
The price is HK$855
HK$2,001 total
includes taxes & fees
26 Aug - 27 Aug
Casa Tropical Jungle in the Couve close to DT
Living area

20. Suburban Studio, Near Golf, Wineries & Dining

Suburban Studio, Near Golf, Wineries & Dining
Garden Home-Whitford
The price is HK$559
HK$3,121 total
includes taxes & fees
22 Sept - 23 Sept
Suburban Studio, Near Golf, Wineries & Dining
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Portland Hotel Reviews

The Royal Sonesta Portland Downtown

The Royal Sonesta Portland Downtown

10/10 Excellent
"Staff was very nice and the rooms were clean and super comfortable. Definately has the keep Portland weird vibe. I requested a fridge in the room and it was done along with complimentary ice, and a bottle of sparkling rose for my wife and I. Very unique decoration with the use of color and mascots throught the building. 10/10.would visit again"
Kevin 1-night trip
Posted less than an hour ago
The Royal Sonesta Portland Downtown

Find out more about Portland

Portland Vacation Homes information

Number of reviews
1,404
Accommodation
734 Vacation Homes
Lowest Price
HK$1,168
Highest Price
HK$3,121

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