Book Holiday Homes in Portland

More Flash, Less Cash - Take advantage of our Price Pledge** (even on luxey stays)

We keep it easy with the option to pay now or later on select accommodation

Book up 'til the last second - millions of rooms to crash tonight^

Featured Holiday Homes in Portland

Exquisite Historic Suite Close to Downtown  14-21673

Exquisite Historic Suite Close to Downtown 14-21673

Portland
The price is NZ$322 per night from 16 Apr to 17 Apr
NZ$322
includes taxes & fees
16 Apr - 17 Apr
Stay at this vacation home in Portland. Enjoy free WiFi, patios, and cable/satellite TV service. Popular attractions Moda Center and Oregon Zoo are located ...
Exquisite Historic Suite Close to Downtown 14-21673
Cozy 3-beds house in NE Portland. No garage No driveway.  Street Parking only.

Cozy 3-beds house in NE Portland. No garage No driveway. Street Parking only.

Portland
Stay at this vacation home in Portland. Enjoy free WiFi, a garden, and patios. Popular attractions Moda Center and Portland Japanese Garden are located ...
Cozy 3-beds house in NE Portland. No garage No driveway. Street Parking only.
Casa del Sol - Walk to Alberta Arts District

Casa del Sol - Walk to Alberta Arts District

Portland
The price is NZ$763 per night from 16 Apr to 17 Apr
NZ$763
includes taxes & fees
16 Apr - 17 Apr
Stay at this vacation home in Portland. Enjoy free WiFi, a garden, and balconies. Popular attractions Moda Center and Jantzen Beach Center are located ...
Casa del Sol - Walk to Alberta Arts District
Save an average of 15% on thousands of hotels when you're signed in
Magnificent Home on Banks of the Willamette River, Hot Tub, Fire-Pit, Cornhole, 9 Miles to Downtown

Magnificent Home on Banks of the Willamette River, Hot Tub, Fire-Pit, Cornhole, 9 Miles to Downtown

Milwaukie
Stay at this vacation home in Milwaukie. Enjoy free WiFi, patios, and an in-room coffeemaker. Popular attractions Oswego Hills Vineyard and Winery and Sellwood ...
Magnificent Home on Banks of the Willamette River, Hot Tub, Fire-Pit, Cornhole, 9 Miles to Downtown
Sensationally Furnished *Hot Tub*, Pet Friendly, Game Room w/ Ping Pong, Foosball, Darts, Etc

Sensationally Furnished *Hot Tub*, Pet Friendly, Game Room w/ Ping Pong, Foosball, Darts, Etc

Vancouver
Book a stay at this family-friendly vacation home in Vancouver. Enjoy free WiFi, a pool table, and patios. Popular attractions Vancouver Mall and Jantzen Beach ...
Sensationally Furnished *Hot Tub*, Pet Friendly, Game Room w/ Ping Pong, Foosball, Darts, Etc
Sleek Townhome w/ Patio - Walk to Amazing Restaurants, Breweries, Trails & Shops

Sleek Townhome w/ Patio - Walk to Amazing Restaurants, Breweries, Trails & Shops

Portland
Stay at this vacation home in Portland. Enjoy patios, cable/satellite TV service, and an in-room coffeemaker. Popular attractions Moda Center and Portland Japanese ...
Sleek Townhome w/ Patio - Walk to Amazing Restaurants, Breweries, Trails & Shops
Luxury Smart System Enabled Home on the Hill with Beautiful View

Luxury Smart System Enabled Home on the Hill with Beautiful View

Happy Valley
Stay at this vacation home in Happy Valley. Enjoy a fitness center, patios, and cable/satellite TV service. Popular attractions Clackamas Town Center and Clackamas ...
Luxury Smart System Enabled Home on the Hill with Beautiful View
La Casa with Luxury Amenities -hot tub and massage chair

La Casa with Luxury Amenities -hot tub and massage chair

Portland
Stay at this vacation home in Lake Oswego. Enjoy free WiFi, a fitness center, and a garden. Popular attractions Washington Square Mall and Oregon Zoo are located ...
La Casa with Luxury Amenities -hot tub and massage chair
Beautiful Space w/ Patio & Central Location - Walk to Absolutely Everything

Beautiful Space w/ Patio & Central Location - Walk to Absolutely Everything

Portland
Book a stay at this family-friendly vacation home in Portland. Enjoy a fitness center, a pool table, and patios. Popular attractions Moda Center and Portland ...
Beautiful Space w/ Patio & Central Location - Walk to Absolutely Everything
Don't see what you're looking for?
See all available properties in Portland
View all properties
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.

Portland Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Portland vacation homes are the perfect way for you to wing it.

Holiday houses in Portland let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Portland in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Portland adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Portland with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Portland vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Portland Holiday Homes essential information

Accommodation
757 Holiday Homes
Lowest Price
NZ$180
Highest Price
NZ$763
Popular accommodation
Exquisite Historic Suite Close to Downtown 14-21673, Cozy 3-beds house in NE Portland. No garage No driveway. Street Parking only., Casa del Sol - Walk to Alberta Arts District, Magnificent Home on Banks of the Willamette River, Hot Tub, Fire-Pit, Cornhole, 9 Miles to Downtown, Sensationally Furnished *Hot Tub*, Pet Friendly, Game Room w/ Ping Pong, Foosball, Darts, Etc, Sleek Townhome w/ Patio - Walk to Amazing Restaurants, Breweries, Trails & Shops, Luxury Smart System Enabled Home on the Hill with Beautiful View, La Casa with Luxury Amenities -hot tub and massage chair, Beautiful Space w/ Patio & Central Location - Walk to Absolutely Everything

Top trending hotels in Portland

The Paramount Hotel

The Paramount Hotel

3.5 out of 5
808 SW Taylor St, Portland, OR
Fully refundableReserve now, pay when you stay
The price is NZ$206 per night from 14 Apr to 15 Apr
NZ$206
includes taxes & fees
14 Apr - 15 Apr
Stay at this 3.5-star business-friendly hotel in Portland. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the restaurant ...
The Paramount Hotel
Red Lion Hotel Portland Airport

Red Lion Hotel Portland Airport

3 out of 5
7101 NE 82nd Ave, Portland, OR
Fully refundableReserve now, pay when you stay
The price is NZ$180 per night from 7 Apr to 8 Apr
NZ$180
includes taxes & fees
7 Apr - 8 Apr
Stay at this 3-star business-friendly hotel in Portland. Enjoy free WiFi, a free airport shuttle, and a fitness center. Our guests praise the helpful staff and ...
Red Lion Hotel Portland Airport
Courtyard by Marriott Portland City Center

Courtyard by Marriott Portland City Center

3.5 out of 5
550 SW Oak Street, Portland, OR
Fully refundable
The price is NZ$195 per night from 4 Apr to 5 Apr
NZ$195
includes taxes & fees
4 Apr - 5 Apr
Stay at this 3.5-star business-friendly hotel in Portland. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful ...
Courtyard by Marriott Portland City Center
Save an average of 15% on thousands of hotels when you're signed in
Oxford Suites Portland - Jantzen Beach

Oxford Suites Portland - Jantzen Beach

3 out of 5
12226 N JANTZEN DRIVE, Portland, OR
Fully refundableReserve now, pay when you stay
The price is NZ$224 per night from 6 Apr to 7 Apr
NZ$224
includes taxes & fees
6 Apr - 7 Apr
Stay at this 3-star business-friendly hotel in Portland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
Oxford Suites Portland - Jantzen Beach
Don't see what you're looking for?
See all available properties in Portland
View all properties
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.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.