Book Holiday Homes in Portland

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Featured Holiday Homes in Portland

Entire Elegant Home For Your Perfect Vacation.

Entire Elegant Home For Your Perfect Vacation.

Happy Valley
The price is AU$603 per night from 31 Mar to 1 Apr
AU$603
per night
31 Mar - 1 Apr
With a stay at this vacation home in Happy Valley (East Portland), you'll be within a 15-minute drive of Hawthorne District and Lloyd Center.
Entire Elegant Home For Your Perfect Vacation.
Location, style and space! - Midcentury Modern Home - Steps from Restaurant Row

Location, style and space! - Midcentury Modern Home - Steps from Restaurant Row

Portland
With a stay at this vacation home, you'll be centrally located in Portland, within a 5-minute drive of Oregon Convention Center and Moda Center.
Location, style and space! - Midcentury Modern Home - Steps from Restaurant Row
Designer Owned House on Vibrant Williams Avenue near Mississippi

Designer Owned House on Vibrant Williams Avenue near Mississippi

Portland
The price is AU$547 per night from 14 Apr to 15 Apr
AU$547
per night
14 Apr - 15 Apr
With a stay at this vacation home, you'll be centrally located in Portland, within a 5-minute drive of Oregon Convention Center and Veterans Memorial ...
Designer Owned House on Vibrant Williams Avenue near Mississippi
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Large Cozy Home

Large Cozy Home

Happy Valley
The price is AU$681 per night from 30 Mar to 31 Mar
AU$681
per night
30 Mar - 31 Mar
With a stay at this vacation home in Happy Valley (Southgate), you'll be within a 15-minute drive of Hawthorne District and Clackamas Town Center.
Large Cozy Home
Exquisite Historic Suite Close to Downtown  14-21673

Exquisite Historic Suite Close to Downtown 14-21673

Portland
The price is AU$285 per night from 4 Apr to 5 Apr
AU$285
per night
4 Apr - 5 Apr
With a stay at this vacation home, you'll be centrally located in Portland, a 4-minute drive from Portland State University and 9 minutes from Oregon Convention ...
Exquisite Historic Suite Close to Downtown 14-21673
Gem in Milwaukie 2 bedroom - 2 Bathroom -  Huge yard

Gem in Milwaukie 2 bedroom - 2 Bathroom - Huge yard

Milwaukie
The price is AU$430 per night from 3 Apr to 4 Apr
AU$430
per night
3 Apr - 4 Apr
With a stay at this vacation home in Milwaukie, you'll be within a 15-minute drive of Oregon Convention Center and Tom McCall Waterfront Park.
Gem in Milwaukie 2 bedroom - 2 Bathroom - Huge yard
Scenic Downtown Portland Cityscape Retreat

Scenic Downtown Portland Cityscape Retreat

Portland
The price is AU$305 per night from 31 Mar to 1 Apr
AU$305
per night
31 Mar - 1 Apr
With a stay at this vacation home in Portland (Northwest Portland), you'll be a 3-minute drive from Portland Japanese Garden and 8 minutes from Moda Center.
Scenic Downtown Portland Cityscape Retreat
Cedar Mill Getaway

Cedar Mill Getaway

Portland
The price is AU$312 per night from 10 Apr to 11 Apr
AU$312
per night
10 Apr - 11 Apr
With a stay at this vacation home, you'll be centrally located in Portland, within a 15-minute drive of Oregon Zoo and Washington Square Mall.
Cedar Mill Getaway
Sweet one level house in the Heart of Alberta Arts

Sweet one level house in the Heart of Alberta Arts

Portland
With a stay at this vacation home, you'll be centrally located in Portland, within a 10-minute drive of Oregon Convention Center and Moda Center.
Sweet one level house in the Heart of Alberta Arts
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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
561 Holiday Homes
Lowest Price
AU$148
Highest Price
AU$681
Popular accommodation
Entire Elegant Home For Your Perfect Vacation., Location, style and space! - Midcentury Modern Home - Steps from Restaurant Row, Designer Owned House on Vibrant Williams Avenue near Mississippi, Large Cozy Home, Exquisite Historic Suite Close to Downtown 14-21673, Gem in Milwaukie 2 bedroom - 2 Bathroom - Huge yard, Scenic Downtown Portland Cityscape Retreat, Cedar Mill Getaway, Sweet one level house in the Heart of Alberta Arts

Top trending hotels in Portland

Courtyard by Marriott Portland City Center

Courtyard by Marriott Portland City Center

3.5 out of 5
550 SW Oak Street, Portland, OR
Fully refundableReserve now, pay when you stay
The price is AU$148 per night from 28 Apr to 29 Apr
AU$148
per night
28 Apr - 29 Apr
Courtyard by Marriott Portland City Center is centrally located in Portland, a 4-minute walk from Pioneer Courthouse Square and 8 minutes by foot from Portland ...
Courtyard by Marriott Portland City Center
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 AU$152 per night from 4 Apr to 5 Apr
AU$152
per night
4 Apr - 5 Apr
With a stay at Red Lion Hotel Portland Airport in Portland (Northeast Portland), you'll be within a 15-minute drive of Oregon Convention Center and Moda ...
Red Lion Hotel Portland Airport
Moxy Portland Downtown

Moxy Portland Downtown

3 out of 5
585 SW 10TH AVENUE, Portland, OR
Fully refundableReserve now, pay when you stay
The price is AU$176 per night from 31 Mar to 1 Apr
AU$176
per night
31 Mar - 1 Apr
Located in Portland (Downtown Portland), Moxy Portland Downtown is within a 15-minute walk of Pioneer Courthouse and Portland State University.
Moxy Portland Downtown
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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 AU$168 per night from 31 Mar to 1 Apr
AU$168
per night
31 Mar - 1 Apr
With a stay at The Paramount Hotel, you'll be centrally located in Portland, steps from Arlene Schnitzer Concert Hall and within a 5-minute walk of Portland ...
The Paramount Hotel
Don't see what you're looking for?
See all available properties in Portland
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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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^Subject to availability and chosen travel dates.