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Our top choices for Portland holiday homes

#StayinMyDistrict Sellwood Coco Rose Retreat

#StayinMyDistrict Sellwood Coco Rose Retreat
2.0 star property
Southeast Portland
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$449
HK$1,596 total
includes taxes & fees
6 Jan - 7 Jan 2026
#StayinMyDistrict Sellwood Coco Rose Retreat

St. Johns Nest, Near Cathedral Park

St. Johns Nest, Near Cathedral Park
2.0 star property
North Portland
The price is HK$482
HK$2,214 total
includes taxes & fees
11 Jan - 12 Jan 2026
St. Johns Nest, Near Cathedral Park

Creekside Haven

Creekside Haven
Wilsonville
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$1,511 total
includes taxes & fees
4 Jan - 5 Jan 2026
Creekside Haven

Cozy Guest Suite Attached to the Back of a Residence in the heart of Portland

Cozy Guest Suite Attached to the Back of a Residence in the heart of Portland
Southwest Portland
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

#StayInMyDistrict Lake Oswego Honey Bee Cottage

#StayInMyDistrict Lake Oswego Honey Bee Cottage
First Addition
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$852
HK$2,101 total
includes taxes & fees
2 Jan - 3 Jan 2026
#StayInMyDistrict Lake Oswego Honey Bee Cottage

BOOK 7 NITES AND GET A DISCOUNT 2 BEDROOM PRIVATE UNIT

BOOK 7 NITES AND GET A DISCOUNT 2 BEDROOM PRIVATE UNIT
Northeast Portland
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
31 Dec - 1 Jan 2026
BOOK 7 NITES AND GET A DISCOUNT 2 BEDROOM PRIVATE UNIT

Luxury Scandinavian Home - Near PDX/Waterfront

Luxury Scandinavian Home - Near PDX/Waterfront
2.0 star property
Portland
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$2,365 total
includes taxes & fees
1 Jan - 2 Jan 2026
Luxury Scandinavian Home - Near PDX/Waterfront

#StayinMyDistrict Gorge-Mt Hood

#StayinMyDistrict Gorge-Mt Hood
Gresham
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$694
HK$2,390 total
includes taxes & fees
4 Jan - 5 Jan 2026
#StayinMyDistrict Gorge-Mt Hood

Spectacular Choice: Sleeps 6, Your Dog Welcome Too

Spectacular Choice: Sleeps 6, Your Dog Welcome Too
Bull Mountain
9.8 out of 10, Exceptional, (42)
"Great feel and well furnished. "
United States
Donna S.
The price is HK$903
HK$2,144 total
includes taxes & fees
2 Jan - 3 Jan 2026
Spectacular Choice: Sleeps 6, Your Dog Welcome Too

#StayInMyDistrict Buckman Bright Spacious Townhome

#StayInMyDistrict Buckman Bright Spacious Townhome
Southeast Portland
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$555
HK$1,732 total
includes taxes & fees
5 Jan - 6 Jan 2026
#StayInMyDistrict Buckman Bright Spacious Townhome

#StayInMyDistrict Buckman Spacious Modern Rowhouse

#StayInMyDistrict Buckman Spacious Modern Rowhouse
Southeast Portland
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$570
HK$1,750 total
includes taxes & fees
6 Jan - 7 Jan 2026
#StayInMyDistrict Buckman Spacious Modern Rowhouse

#StayinMyDistrict Pendelton Place Walk to Mt Tabor

#StayinMyDistrict Pendelton Place Walk to Mt Tabor
Southeast Portland
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$349
HK$1,424 total
includes taxes & fees
4 Jan - 5 Jan 2026
#StayinMyDistrict Pendelton Place Walk to Mt Tabor

Hip & Historic downtown Vancouver bungalow

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

#StayInMyDistrict St. Johns Bungalow

#StayInMyDistrict St. Johns Bungalow
2.0 star property
North Portland
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$774
HK$2,398 total
includes taxes & fees
5 Jan - 6 Jan 2026
#StayInMyDistrict St. Johns Bungalow

#StayinMyDistrict Kenton Private Guest House

#StayinMyDistrict Kenton Private Guest House
2.0 star property
North Portland
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$418
HK$1,513 total
includes taxes & fees
6 Jan - 7 Jan 2026
#StayinMyDistrict Kenton Private Guest House

2BR Upper unit - Sleeps 4 - Trendy Area - Walk Everywhere

2BR Upper unit - Sleeps 4 - Trendy Area - Walk Everywhere
Southeast Portland
The price is HK$824
HK$2,112 total
includes taxes & fees
26 Jan - 27 Jan 2026
2BR Upper unit - Sleeps 4 - Trendy Area - Walk Everywhere

Granny Flat in leafy SW Portland

Granny Flat in leafy SW Portland
Southwest Portland
9.4 out of 10, Exceptional, (21)
"Nice place!"
United States
Mark
The price is HK$739
HK$1,203 total
includes taxes & fees
4 Jan - 5 Jan 2026
Granny Flat in leafy SW Portland

Exquisite Historic Suite Close to Downtown 14-21673

Exquisite Historic Suite Close to Downtown 14-21673
Southwest Portland
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

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

Cozy 1-bedroom House ~ Heart of Iconic Portland Hawthorne District!!
Southeast Portland
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$700
HK$1,763 total
includes taxes & fees
5 Jan - 6 Jan 2026
Cozy 1-bedroom House ~ Heart of Iconic Portland Hawthorne District!!

Casa Tropical Jungle in the Couve close to DT

Casa Tropical Jungle in the Couve close to DT
Harney Heights
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$1,959 total
includes taxes & fees
4 Jan - 5 Jan 2026
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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