Book Holiday Homes in Oregon

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Featured Holiday Homes in Oregon

The Landing at Newport

The Landing at Newport

3 out of 5
890 SE Bay Blvd, Newport, OR
The price is AU$231 per night from 23 Dec to 24 Dec
AU$231
includes taxes & fees
23 Dec - 24 Dec
Located in Newport, The Landing at Newport is in the historical district, within a 15-minute walk of Pacific Maritime and Heritage Center and Oregon Undersea ...
The Landing at Newport
Elegant & Modern, 3 Min. Walk to SHARC & Passes, Hot Tub, Fireplace, Bikes

Elegant & Modern, 3 Min. Walk to SHARC & Passes, Hot Tub, Fireplace, Bikes

Sunriver
Located in Bend (Sunriver), this vacation home is within a 15-minute walk of Sunriver Homeowners Aquatic & Recreation Center and The Village.
Elegant & Modern, 3 Min. Walk to SHARC & Passes, Hot Tub, Fireplace, Bikes
Ocean Front Luxury Home

Ocean Front Luxury Home

Gleneden Beach
When you stay at this vacation home in Gleneden Beach, you'll be on the beach, within a 5-minute drive of Siletz Bay National Wildlife Refuge and Alder House ...
Ocean Front Luxury Home
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Designer Owned House on Vibrant Williams Avenue near Mississippi

Designer Owned House on Vibrant Williams Avenue near Mississippi

Portland
The price is AU$492 per night from 5 Jan to 6 Jan
AU$492
includes taxes & fees
5 Jan - 6 Jan 2025
With a stay at this vacation home, you'll be centrally located in Portland, a 5-minute drive from Oregon Convention Center and 5 minutes from Moda Center.
Designer Owned House on Vibrant Williams Avenue near Mississippi
Hot Tub, Steps to Deschutes River, SHARC Passes, Ping Pong, Foosball

Hot Tub, Steps to Deschutes River, SHARC Passes, Ping Pong, Foosball

Bend
With a stay at this vacation home in Bend (Sunriver), you'll be steps from Deschutes River and a 5-minute drive from Fort Rock Park.
Hot Tub, Steps to Deschutes River, SHARC Passes, Ping Pong, Foosball
Remodeled! Close to Village, SHARC Passes, Hot Tub, Bikes, Luxury Linens

Remodeled! Close to Village, SHARC Passes, Hot Tub, Bikes, Luxury Linens

Sunriver
With a stay at this vacation home in Bend (Sunriver), you'll be within a 10-minute walk of Sunriver Homeowners Aquatic & Recreation Center and The Village.
Remodeled! Close to Village, SHARC Passes, Hot Tub, Bikes, Luxury Linens
A/C, Hot Tub, 3 King Beds, Easy Walk to SHARC-includes passes & Ft Rock Park, Bikes

A/C, Hot Tub, 3 King Beds, Easy Walk to SHARC-includes passes & Ft Rock Park, Bikes

Sunriver
With a stay at this vacation home in Bend (Sunriver), you'll be within a 5-minute drive of Fort Rock Park and Sunriver Nature Center.
A/C, Hot Tub, 3 King Beds, Easy Walk to SHARC-includes passes & Ft Rock Park, Bikes
Sensational Designer's Townhouse in the heart of Eagle Crest.

Sensational Designer's Townhouse in the heart of Eagle Crest.

Redmond
Located in Redmond, this vacation home is within a 10-minute drive of Deschutes River and Eagle Ridge Sports Center and Spa.
Sensational Designer's Townhouse in the heart of Eagle Crest.
Isolated beach front house

Isolated beach front house

Otter Rock
When you stay at this vacation home in Otter Rock, you'll be near the beach, within a 15-minute walk of Flying Dutchman Winery and Devil's Punch Bowl State Natural ...
Isolated beach front house
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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.

Oregon 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 Oregon vacation homes are the perfect way for you to wing it.

Holiday houses in Oregon 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 Oregon 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 Oregon adventures, obvs.

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

Oregon Holiday Homes essential information

Accommodation
7431 Holiday Homes
Lowest Price
AU$127
Highest Price
AU$492
Popular accommodation
The Landing at Newport, Elegant & Modern, 3 Min. Walk to SHARC & Passes, Hot Tub, Fireplace, Bikes, Ocean Front Luxury Home, Designer Owned House on Vibrant Williams Avenue near Mississippi, Hot Tub, Steps to Deschutes River, SHARC Passes, Ping Pong, Foosball, Remodeled! Close to Village, SHARC Passes, Hot Tub, Bikes, Luxury Linens, A/C, Hot Tub, 3 King Beds, Easy Walk to SHARC-includes passes & Ft Rock Park, Bikes, Sensational Designer's Townhouse in the heart of Eagle Crest. , Isolated beach front house

Top trending hotels in Oregon

Holiday Inn Airport - Portland, an IHG Hotel

Holiday Inn Airport - Portland, an IHG Hotel

3 out of 5
8439 Ne Columbia Blvd, Portland, OR
Fully refundable
The price is AU$166 per night from 24 Dec to 25 Dec
AU$166
includes taxes & fees
24 Dec - 25 Dec
With a stay at Holiday Inn Airport - Portland, an IHG Hotel in Portland (Northeast Portland), you'll be a 3-minute drive from Cascade Station and 11 minutes ...
Holiday Inn Airport - Portland, an IHG Hotel
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 AU$171 per night from 23 Dec to 24 Dec
AU$171
includes taxes & fees
23 Dec - 24 Dec
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$127 per night from 24 Dec to 25 Dec
AU$127
includes taxes & fees
24 Dec - 25 Dec
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
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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$180 per night from 23 Dec to 24 Dec
AU$180
includes taxes & fees
23 Dec - 24 Dec
Located in Portland (Downtown Portland), Moxy Portland Downtown is within a 15-minute walk of Pioneer Courthouse and Portland State University.
Moxy Portland Downtown
Don't see what you're looking for?
See all available properties in Oregon
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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.