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Our top choices for Portland holiday homes

Holiday Home in Southeast Portland

#StayinMyDistrict Sellwood Coco Rose Retreat
2.0 star property
10.0 out of 10, Exceptional, (33)
"Beautiful little space, steps away from great food and coffee."
United States
Christine M.
The price is HK$391
HK$1,523 total
includes taxes & fees
30 Dec - 31 Dec
#StayinMyDistrict Sellwood Coco Rose Retreat

Holiday Home in North Portland

St. Johns Nest, Near Cathedral Park
2.0 star property
The price is HK$474
HK$2,186 total
includes taxes & fees
3 Jan - 4 Jan 2026
St. Johns Nest, Near Cathedral Park

Holiday Home in Wilsonville

Creekside Haven
10.0 out of 10, Exceptional, (63)
"Outstanding property—warm and inviting. Great location to the ocean, Mountains, Columbia River Gorge. "
United States
James F.
The price is HK$944
HK$1,542 total
includes taxes & fees
2 Jan - 3 Jan 2026
Creekside Haven
9.4 out of 10, Exceptional, (8)
"Convenient location, quiet and safe"
United States
Judd N.
The price is HK$342
HK$1,683 total
includes taxes & fees
4 Jan - 5 Jan 2026
Cozy Guest Suite Attached to the Back of a Residence in the heart of Portland
9.6 out of 10, Exceptional, (33)
"Wonderful walking neighborhood, close to all that Lake Oswego has to offer!"
United States
john w.
The price is HK$635
HK$1,769 total
includes taxes & fees
4 Jan - 5 Jan 2026
#StayInMyDistrict Lake Oswego Honey Bee Cottage
9.6 out of 10, Exceptional, (19)
"Lovely space. Easy to find. Very accessible. Host is an excellent communicator. We loved staying below a home filled with children and loving energy. We especially loved hearing the patter of little feet :-) "
United States
Anne deLain W C.
The price is HK$676
HK$2,437 total
includes taxes & fees
30 Dec - 31 Dec
BOOK 7 NITES AND GET A DISCOUNT 2 BEDROOM PRIVATE UNIT
2.0 star property
9.4 out of 10, Exceptional, (8)
"The best dwelling/building in the neighborhood is Marcus's unit ! Very clean. Well decorated and comfortable. Spacious. Lots of windows and natural light. It was perfect for meeting up with my adult daughters as a base for family time. "
United States
Callas R.
The price is HK$638
HK$2,364 total
includes taxes & fees
1 Jan - 2 Jan 2026
Luxury Scandinavian Home - Near PDX/Waterfront

Holiday Home in Gresham

#StayinMyDistrict Gorge-Mt Hood
9.6 out of 10, Exceptional, (21)
"The location is great. Very clean and quiet right on the beautiful beach. rooms are on the small side but comfortable. Would definitely recommend. "
United States
Shawn P.
The price is HK$629
HK$2,264 total
includes taxes & fees
30 Dec - 31 Dec
#StayinMyDistrict Gorge-Mt Hood
9.8 out of 10, Exceptional, (41)
"Great feel and well furnished. "
United States
Donna S.
The price is HK$902
HK$2,144 total
includes taxes & fees
2 Jan - 3 Jan 2026
Spectacular Choice: Sleeps 6, Your Dog Welcome Too

Holiday Home in Southeast Portland

#StayInMyDistrict Buckman Bright Spacious Townhome
9.4 out of 10, Exceptional, (19)
"I had a great time staying in the Buckman District. Very comfortable stay and lots of dining options!"
United States
Ben L.
The price is HK$548
HK$1,740 total
includes taxes & fees
4 Jan - 5 Jan 2026
#StayInMyDistrict Buckman Bright Spacious Townhome

Holiday Home in Southeast Portland

#StayInMyDistrict Buckman Spacious Modern Rowhouse
9.6 out of 10, Exceptional, (14)
"Great townhouse with all the amenities and clear instructions. Lots if great restaurants nearby, including vegan options."
United States
Daniel H.
The price is HK$548
HK$1,740 total
includes taxes & fees
4 Jan - 5 Jan 2026
#StayInMyDistrict Buckman Spacious Modern Rowhouse

Holiday Home in Southeast Portland

#StayinMyDistrict Pendelton Place Walk to Mt Tabor
8.6 out of 10, Excellent, (15)
"Very nice location. Rental was clean and comfortable. Host communication was phenomenal. Cute little gem and we would certainly book again!"
United States
Diane W.
The price is HK$402
HK$1,492 total
includes taxes & fees
4 Jan - 5 Jan 2026
#StayinMyDistrict Pendelton Place Walk to Mt Tabor

Holiday Home in Downtown Vancouver

Hip & Historic downtown Vancouver bungalow
2.0 star property
The price is HK$553
HK$1,199 total
includes taxes & fees
4 Jan - 5 Jan 2026
Hip & Historic downtown Vancouver bungalow

Holiday Home in North Portland

#StayInMyDistrict St. Johns Bungalow
2.0 star property
10.0 out of 10, Exceptional, (5)
"Great property. Comfortable, clean, and easy communication with the host. I am looking forward to staying here again in the future."
United States
Sarah J.
The price is HK$692
HK$2,340 total
includes taxes & fees
30 Dec - 31 Dec
#StayInMyDistrict St. Johns Bungalow

Holiday Home in North Portland

#StayinMyDistrict Kenton Private Guest House
2.0 star property
9.2 out of 10, Wonderful, (5)
"We enjoyed our one night stay! The rental met allour needs for 4 people. It was a great location that was just minutes from the expo center and racetrack. "
United States
Jennifer R.
The price is HK$365
HK$1,444 total
includes taxes & fees
30 Dec - 31 Dec
#StayinMyDistrict Kenton Private Guest House
The price is HK$865
HK$2,167 total
includes taxes & fees
28 Jan - 29 Jan 2026
2BR Upper unit - Sleeps 4 - Trendy Area - Walk Everywhere

Holiday Home in Southwest Portland

Granny Flat in leafy SW Portland
9.4 out of 10, Exceptional, (21)
"Nice place!"
United States
Mark
The price is HK$738
HK$1,203 total
includes taxes & fees
4 Jan - 5 Jan 2026
Granny Flat in leafy SW Portland

Holiday Home in Southwest Portland

Exquisite Historic Suite Close to Downtown 14-21673
10.0 out of 10, Exceptional, (509)
"Great stay! "
United States
Patti G.
The price is HK$971
HK$1,338 total
includes taxes & fees
4 Jan - 5 Jan 2026
Exquisite Historic Suite Close to Downtown 14-21673
10.0 out of 10, Exceptional, (6)
"Marissa was such a great host! She provided everything you might need (snacks, bubble bath and bombs, makeup remover, Q tips…) and she replied back to messages so fast! Location was a plus. "
United States
Ji
The price is HK$699
HK$1,744 total
includes taxes & fees
5 Jan - 6 Jan 2026
Cozy 1-bedroom House ~ Heart of Iconic Portland Hawthorne District!!

Holiday Home in Harney Heights

Casa Tropical Jungle in the Couve close to DT
9.2 out of 10, Wonderful, (16)
"We enjoyed our brief stay. The tropical jungle decor was fun!"
United States
Natalie H.
The price is HK$847
HK$1,974 total
includes taxes & fees
30 Dec - 31 Dec
Casa Tropical Jungle in the Couve close to DT
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

Find out more about Portland

Portland Vacation Homes information

Number of reviews
745
Accommodation
787 Vacation Homes
Lowest Price
HK$1,203
Highest Price
HK$2,437

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