Search Vacation Homes in Portland

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
27 Feb - 1 Mar
In two months
10 Apr - 12 Apr
In three months
8 May - 10 May
In four months
5 Jun - 7 Jun

Our top choices for Portland holiday homes

Exterior

St. Johns Nest, Near Cathedral Park

St. Johns Nest, Near Cathedral Park
North Portland
The price is HK$929
HK$2,849 total
includes taxes & fees
16 Feb - 17 Feb
St. Johns Nest, Near Cathedral Park
Outdoor dining

Beautiful Art Filled Home 15 minutes to Downtown

Beautiful Art Filled Home 15 minutes to Downtown
Ardenwald
10.0 out of 10, Exceptional, (74 reviews)
"Cute clean house. Very much enjoyed the stay."
United States
John C.
The price is HK$1,163
HK$2,093 total
includes taxes & fees
17 Feb - 18 Feb
Beautiful Art Filled Home 15 minutes to Downtown
Terrace/patio

#StayInMyDistrict Lake Oswego Honey Bee Cottage

#StayInMyDistrict Lake Oswego Honey Bee Cottage
First Addition
9.6 out of 10, Exceptional, (34 reviews)
"The place is great, it has everything you need and was very clean, good WiFi too. "
United States
Steven P.
The price is HK$579
HK$1,742 total
includes taxes & fees
17 Feb - 18 Feb
#StayInMyDistrict Lake Oswego Honey Bee Cottage
Property grounds

Creekside Haven

Creekside Haven
Wilsonville
10.0 out of 10, Exceptional, (63 reviews)
"Great stay, close to Portland. Clean and easy to get too. Would stay again. "
United States
Kathleen M.
The price is HK$844
HK$1,412 total
includes taxes & fees
15 Feb - 16 Feb
Creekside Haven
Marina

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, (10 reviews)
"Convenient location, quiet and safe"
United States
Judd N.
The price is HK$305
HK$1,871 total
includes taxes & fees
16 Feb - 17 Feb
Cozy Guest Suite Attached to the Back of a Residence in the heart of Portland
Fridge, microwave, oven, stovetop

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, (108 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 HK$999
HK$2,704 total
includes taxes & fees
15 Feb - 16 Feb
Gem in Milwaukie 2 bedroom - 2 Bathroom - Huge yard
Smart TV, books

Granny Flat in leafy SW Portland

Granny Flat in leafy SW Portland
Southwest Portland
9.4 out of 10, Exceptional, (21 reviews)
"Nice place!"
United States
Mark
The price is HK$625
HK$1,074 total
includes taxes & fees
19 Feb - 20 Feb
Granny Flat in leafy SW Portland
Smart TV

Spectacular Choice: Sleeps 6, Your Dog Welcome Too

Spectacular Choice: Sleeps 6, Your Dog Welcome Too
Bull Mountain
9.8 out of 10, Exceptional, (43 reviews)
"Great feel and well furnished. "
United States
Donna S.
The price is HK$908
HK$2,165 total
includes taxes & fees
16 Feb - 17 Feb
Spectacular Choice: Sleeps 6, Your Dog Welcome Too
Fridge, microwave, oven, stovetop

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

2BR Upper unit - Sleeps 4 - Trendy Area - Walk Everywhere
Southeast Portland
The price is HK$732
HK$2,058 total
includes taxes & fees
18 Feb - 19 Feb
2BR Upper unit - Sleeps 4 - Trendy Area - Walk Everywhere
Terrace/patio

Exquisite Forested Retreat, Pet Friendly, Huge Patio w/ Fire-Table and TV, Steps From Dockside

Exquisite Forested Retreat, Pet Friendly, Huge Patio w/ Fire-Table and TV, Steps From Dockside
West Linn
9.8 out of 10, Exceptional, (28 reviews)
"This place was amazing so adorable so Clean absolutely loved it"
United States
Robyn S.
The price is HK$1,100
HK$2,986 total
includes taxes & fees
20 Feb - 21 Feb
Exquisite Forested Retreat, Pet Friendly, Huge Patio w/ Fire-Table and TV, Steps From Dockside
Outdoor dining

Oregon Jade Lodging: Specious modern 2 rooms, EV charger, natural landscaping

Oregon Jade Lodging: Specious modern 2 rooms, EV charger, natural landscaping
Rosemont Summit
8.8 out of 10, Excellent, (22 reviews)
"Nice, clean place in a good neighborhood."
United States
Andrew M.
The price is HK$1,189
HK$2,127 total
includes taxes & fees
15 Feb - 16 Feb
Oregon Jade Lodging: Specious modern 2 rooms, EV charger, natural landscaping
Dining

Charming 3-bedroom house in Portland

Charming 3-bedroom house in Portland
Portland
9.8 out of 10, Exceptional, (14 reviews)
"Great location, roomy, clean, close to everything!"
United States
John M.
The price is HK$821
HK$2,589 total
includes taxes & fees
16 Feb - 17 Feb
Charming 3-bedroom house in Portland
Exterior

Family-Friendly Townhouse with High-Speed WiFi, and Washer/Dryer

Family-Friendly Townhouse with High-Speed WiFi, and Washer/Dryer
Happy Valley
7.8 out of 10, Good, (27 reviews)
"Good location with easy access to my sisters home. Would stay here again "
United States
Jeffrey
The price is HK$1,290
HK$3,499 total
includes taxes & fees
16 Feb - 17 Feb
Family-Friendly Townhouse with High-Speed WiFi, and Washer/Dryer
Dining

Large Cozy Home

Large Cozy Home
Southgate
9.8 out of 10, Exceptional, (43 reviews)
"The house was clean and well stocked with everything we needed. We all enjoyed the hot tub in the backyard and the games in the basement. The fenced in backyard was perfect for our dog. "
United States
Jeanine V.
The price is HK$1,094
HK$3,491 total
includes taxes & fees
16 Feb - 17 Feb
Large Cozy Home
Interior

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 reviews)
"Overall our stay was good. "
United States
Cammy T.
The price is HK$852
HK$1,970 total
includes taxes & fees
15 Feb - 16 Feb
Casa Tropical Jungle in the Couve close to DT
Terrace/patio

Designer Owned House on Vibrant Williams Avenue near Mississippi

Designer Owned House on Vibrant Williams Avenue near Mississippi
Northeast Portland
9.8 out of 10, Exceptional, (203 reviews)
"I’ve stayed here twice, the house is clean and very nicely located"
United States
Gavin
The price is HK$1,008
HK$2,579 total
includes taxes & fees
23 Feb - 24 Feb
Designer Owned House on Vibrant Williams Avenue near Mississippi
Living area

Garden Home Estate, Two Kitchens

Garden Home Estate, Two Kitchens
Garden Home-Whitford
The price is HK$1,705
HK$5,460 total
includes taxes & fees
22 Feb - 23 Feb
Garden Home Estate, Two Kitchens
Interior

Two Rivers Relaxing Retreat

Two Rivers Relaxing Retreat
Northeast Portland
9.8 out of 10, Exceptional, (57 reviews)
"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 HK$899
HK$1,872 total
includes taxes & fees
19 Feb - 20 Feb
Two Rivers Relaxing Retreat
Smart TV, fireplace

Cowboy Cabana! Hot Tub and Ping Pong! Cozy 3 bedroom home.

Cowboy Cabana! Hot Tub and Ping Pong! Cozy 3 bedroom home.
Oak Grove
10.0 out of 10, Exceptional, (11 reviews)
"Very relaxing, quite neighborhood, would stay again"
United States
Alexis B.
The price is HK$930
HK$2,444 total
includes taxes & fees
16 Feb - 17 Feb
Cowboy Cabana! Hot Tub and Ping Pong! Cozy 3 bedroom home.
TV, offices

#StayinMyDistrict Sellwood Coco Rose Retreat

#StayinMyDistrict Sellwood Coco Rose Retreat
Southeast Portland
10.0 out of 10, Exceptional, (33 reviews)
"Great location and neighborhood!"
United States
Gary M.
The price is HK$382
HK$1,517 total
includes taxes & fees
16 Feb - 17 Feb
#StayinMyDistrict Sellwood Coco Rose Retreat
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Portland Hotel Reviews

AC Hotel by Marriott Portland Downtown, OR

AC Hotel by Marriott Portland Downtown, OR

10/10 Excellent
"I could safely say one of the cleanest hotels I have stayed at! Enjoyed my stay !"
Lynette Joanne 3-night trip
Posted 2 days ago
AC Hotel by Marriott Portland Downtown, OR

Find out more about Portland

Portland Vacation Homes information

Number of reviews
762
Accommodation
787 Vacation Homes
Lowest Price
HK$1,074
Highest Price
HK$5,460

Explore a world of travel with Expedia