Holiday Homes in Portland

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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 reviews)
"Great location and neighborhood!"
United States
Gary M.
The price is €180
includes taxes & fees
21 Jan - 22 Jan
#StayinMyDistrict Sellwood Coco Rose Retreat

Holiday Home in Wilsonville

Creekside Haven
10.0 out of 10, Exceptional, (63 reviews)
"Outstanding property—warm and inviting. Great location to the ocean, Mountains, Columbia River Gorge. "
United States
James F.
The price is €173
includes taxes & fees
15 Jan - 16 Jan
Creekside Haven
The price is €246
includes taxes & fees
26 Jan - 27 Jan
2BR Upper unit - Sleeps 4 - Trendy Area - Walk Everywhere

Holiday Home in Southwest Portland

Exquisite Historic Suite Close to Downtown 14-21673
10.0 out of 10, Exceptional, (511 reviews)
"Great stay! "
United States
Patti G.
The price is €152
includes taxes & fees
15 Jan - 16 Jan
Exquisite Historic Suite Close to Downtown 14-21673

Holiday Home in Gresham

#StayinMyDistrict Gorge-Mt Hood
9.6 out of 10, Exceptional, (21 reviews)
"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 €245
includes taxes & fees
15 Jan - 16 Jan
#StayinMyDistrict Gorge-Mt Hood

Holiday Home in North Portland

#StayInMyDistrict St. Johns Bungalow
2.0 star property
10.0 out of 10, Exceptional, (5 reviews)
"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 €250
includes taxes & fees
15 Jan - 16 Jan
#StayInMyDistrict St. Johns Bungalow

Holiday Home in Downtown Vancouver

Hip & Historic downtown Vancouver bungalow
2.0 star property
The price is €136
includes taxes & fees
18 Jan - 19 Jan
Hip & Historic downtown Vancouver bungalow

Holiday Home in North Portland

#StayinMyDistrict Kenton Private Guest House
2.0 star property
9.2 out of 10, Wonderful, (5 reviews)
"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 €161
includes taxes & fees
15 Jan - 16 Jan
#StayinMyDistrict Kenton Private Guest House

Holiday Home in Southeast Portland

#StayInMyDistrict Buckman Bright Spacious Townhome
9.4 out of 10, Exceptional, (19 reviews)
"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 €185
includes taxes & fees
19 Jan - 20 Jan
#StayInMyDistrict Buckman Bright Spacious Townhome

Holiday Home in North Portland

St. Johns Nest, Near Cathedral Park
2.0 star property
The price is €299
includes taxes & fees
15 Jan - 16 Jan
St. Johns Nest, Near Cathedral Park

Holiday Home in Southeast Portland

Tiny Farmhouse - Walk to Local Shops & Restaurants
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 €162
includes taxes & fees
26 Jan - 27 Jan
Tiny Farmhouse - Walk to Local Shops & Restaurants
9.8 out of 10, Exceptional, (42 reviews)
"Great feel and well furnished. "
United States
Donna S.
The price is €241
includes taxes & fees
18 Jan - 19 Jan
Spectacular Choice: Sleeps 6, Your Dog Welcome Too
2.0 star property
10.0 out of 10, Exceptional, (2 reviews)
"Great space for relaxing and gathering! We enjoyed having a well stocked kitchen. It was conveniently located for visiting with our family over the holiday. "
United States
Kara H.
The price is €127
includes taxes & fees
15 Jan - 16 Jan
Three-story Victorian-ish Rocker Townhome in St. John’s!

Holiday Home in Southeast Portland

#StayinMyDistrict Pendelton Place Walk to Mt Tabor
8.6 out of 10, Excellent, (15 reviews)
"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 €169
includes taxes & fees
19 Jan - 20 Jan
#StayinMyDistrict Pendelton Place Walk to Mt Tabor

Holiday Home in Garden Home-Whitford

GardenHome Getaway, Near Golf & Wine Country
2.0 star property
The price is €329
includes taxes & fees
18 Jan - 19 Jan
GardenHome Getaway, Near Golf & Wine Country
9.6 out of 10, Exceptional, (104 reviews)
"The property was lovely. Kitchen is fabulous. Had a lovely stay. Would highly recommend. The host was easy to communicate with and very accommodating. "
United States
Sally
The price is €304
includes taxes & fees
18 Jan - 19 Jan
Gem in Milwaukie 2 bedroom - 2 Bathroom - Huge yard

Holiday Home in North Portland

Charming 1909 St Johns Bungalow
9.2 out of 10, Wonderful, (21 reviews)
"Everything was great, super comfortable!"
United States
Nathaniel N.
The price is €240
includes taxes & fees
26 Jan - 27 Jan
Charming 1909 St Johns Bungalow
9.6 out of 10, Exceptional, (33 reviews)
"Wonderful walking neighborhood, close to all that Lake Oswego has to offer!"
United States
john w.
The price is €203
includes taxes & fees
18 Jan - 19 Jan
#StayInMyDistrict Lake Oswego Honey Bee Cottage

Holiday Home in Harney Heights

Casa Tropical Jungle in the Couve close to DT
9.2 out of 10, Wonderful, (16 reviews)
"We enjoyed our brief stay. The tropical jungle decor was fun!"
United States
Natalie H.
The price is €222
includes taxes & fees
19 Jan - 20 Jan
Casa Tropical Jungle in the Couve close to DT
10.0 out of 10, Exceptional, (6 reviews)
"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 €197
includes taxes & fees
2 Feb - 3 Feb
Cozy 1-bedroom House ~ Heart of Iconic Portland Hawthorne District!!
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

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Portland Holiday Homes information

Number of reviews
810
Accommodation
787 Holiday Homes
Lowest Price
€152
Highest Price
€329