Holiday Homes in Portland

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Featured Holiday Homes in Portland

Holiday Home in Southeast Portland

2.0 star property
10.0 out of 10, Exceptional, (33)
"Lovely gardens patio great bed small but comfy"
United States
Jeff M.
The price is AU$310
includes taxes & fees
8 Dec - 9 Dec
#StayinMyDistrict Sellwood Coco Rose Retreat

Holiday Home in Southwest Portland

9.4 out of 10, Exceptional, (21)
"Nice place!"
United States
Mark
Granny Flat in leafy SW Portland

Holiday Home in North Portland

2.0 star property
The price is AU$441
includes taxes & fees
9 Dec - 10 Dec
St. Johns Nest, Near Cathedral Park

Holiday Home in Portland

9.6 out of 10, Exceptional, (4)
"Had everything we needed. Great location."
United States
Teresa W.
The price is AU$457
includes taxes & fees
8 Dec - 9 Dec
Cozy small home one bedroom

Holiday Home in Southwest Portland

9.4 out of 10, Exceptional, (8)
"Convenient location, quiet and safe"
United States
Judd N.
Cozy Guest Suite Attached to the Back of a Residence in the heart of Portland

Holiday Home in Southeast Portland

The price is AU$444
includes taxes & fees
8 Dec - 9 Dec
2BR Upper unit - Sleeps 4 - Trendy Area - Walk Everywhere

Holiday Home in Wilsonville

10.0 out of 10, Exceptional, (63)
"Quiet and lots of outdoor space"
United States
William S.
The price is AU$296
includes taxes & fees
13 Dec - 14 Dec
Creekside Haven

Holiday Home in 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 AU$324
includes taxes & fees
8 Dec - 9 Dec
#StayInMyDistrict Lake Oswego Honey Bee Cottage

Holiday Home in Bull Mountain

9.8 out of 10, Exceptional, (41)
"Great feel and well furnished. "
United States
Donna S.
The price is AU$416
includes taxes & fees
8 Dec - 9 Dec
Spectacular Choice: Sleeps 6, Your Dog Welcome Too

Holiday Home in Gresham

9.6 out of 10, Exceptional, (21)
"Would stay again! On the right side of town for everything we were doing"
United States
Bryce N.
The price is AU$441
includes taxes & fees
9 Dec - 10 Dec
#StayinMyDistrict Gorge-Mt Hood

Holiday Home in Southwest Portland

10.0 out of 10, Exceptional, (507)
"Great stay! "
United States
Patti G.
The price is AU$262
includes taxes & fees
9 Dec - 10 Dec
Exquisite Historic Suite Close to Downtown 14-21673

Holiday Home in Southeast Portland

9.6 out of 10, Exceptional, (14)
"Stayed here with my husband and two dogs! Great location with lots of places to walk to and enough space for us!"
United States
Arisa J.
The price is AU$324
includes taxes & fees
8 Dec - 9 Dec
#StayInMyDistrict Buckman Spacious Modern Rowhouse

Holiday Home in Northeast Portland

9.8 out of 10, Exceptional, (55)
"Very cute accommodations in a neighborhood perfectly located for all our Portland activities. Thanks to the hosts for a wonderful stay! "
United States
Francesca N.
The price is AU$360
includes taxes & fees
8 Dec - 9 Dec
Two Rivers Relaxing Retreat

Holiday Home in North Portland

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 AU$304
includes taxes & fees
8 Dec - 9 Dec
#StayinMyDistrict Kenton Private Guest House

Holiday Home in Southeast Portland

10.0 out of 10, Exceptional, (3)
"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 AU$281
includes taxes & fees
8 Dec - 9 Dec
Tiny Farmhouse - Walk to Local Shops & Restaurants

Holiday Home in Troutdale

9.6 out of 10, Exceptional, (19)
"Nice clean property"
United States
Liz
The price is AU$776
includes taxes & fees
10 Dec - 11 Dec
Troutdale Treasure: Spacious 3BR, 3 Bath Home in Edgefield!

Holiday Home in North Portland

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 AU$453
includes taxes & fees
9 Dec - 10 Dec
#StayInMyDistrict St. Johns Bungalow

Holiday Home in Harney Heights

9.4 out of 10, Exceptional, (6)
"The home was large and had everything we needed. It was very clean and had an open floor plan, which made it very comfortable for visiting with our family."
United States
VERONICA F.
The price is AU$362
includes taxes & fees
14 Dec - 15 Dec
#StayinMyDistrict Harney Heights

Holiday Home in 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 AU$370
includes taxes & fees
16 Dec - 17 Dec
Cozy 1-bedroom House ~ Heart of Iconic Portland Hawthorne District!!

Holiday Home in Southeast Portland

9.8 out of 10, Exceptional, (317)
"great get away and location. "
United States
Mark G.
The price is AU$278
includes taxes & fees
28 Dec - 29 Dec
Pet friendly apartment with covered patio and fenced-in yard.
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 Holiday Homes information

Number of reviews
1,022
Accommodation
786 Holiday Homes
Lowest Price
AU$262
Highest Price
AU$776

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