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$203 per night from 16 Dec to 17 Dec
AU$203
16 Dec - 17 Dec
includes taxes & fees
With a stay at The Landing at Newport in Newport (Bayfront), you'll be steps from Historic Bayfront and 7 minutes by foot from Pacific Maritime and Heritage ...
Opens in a new windowThe Landing at Newport
Cheerful 4 bedroom house with gym access

Cheerful 4 bedroom house with gym access

Lake Oswego OR
With a stay at this vacation home in Lake Oswego, you'll be within a 15-minute drive of Washington Square Mall and Portland State University.
Opens in a new windowCheerful 4 bedroom house with gym access
Ocean Front Luxury Home

Ocean Front Luxury Home

Gleneden Beach OR
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 ...
Opens in a new windowOcean Front Luxury Home
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Oceanfront, Amazing View, Hot Tub Facing Ocean

Oceanfront, Amazing View, Hot Tub Facing Ocean

Arch Cape OR
With a stay at this vacation home in Arch Cape, you'll be on the beach, within a 10-minute drive of Cannon Beach and Arch Cape Beach.
Opens in a new windowOceanfront, Amazing View, Hot Tub Facing Ocean
Gorgeous Oak & Cedar House 1/2 Block from Manzanita Beach!

Gorgeous Oak & Cedar House 1/2 Block from Manzanita Beach!

Manzanita OR
When you a stay at this vacation home in Manzanita, you'll be on the beach, within a 5-minute walk of Sunset Beach and Manzanita Golf Course.
Opens in a new windowGorgeous Oak & Cedar House 1/2 Block from Manzanita Beach!
Oceanfront dog-friendly house w/deck overlooking the water

Oceanfront dog-friendly house w/deck overlooking the water

Bandon OR
With a stay at this vacation home in Bandon, you'll be on the beach, within a 15-minute drive of Bandon Dunes Golf Resort and Bandon Beach.
Opens in a new windowOceanfront dog-friendly house w/deck overlooking the water
NEW HOME! Pacific City, NHBRHD off Cape Kiwanda Dr, 5 min. walk to beach/Pelican

NEW HOME! Pacific City, NHBRHD off Cape Kiwanda Dr, 5 min. walk to beach/Pelican

Pacific City OR
A stay at this vacation home places you in the heart of Pacific City, within a 10-minute walk of Pacific City Beach and Pacific City Pathway Trailhead.
Opens in a new windowNEW HOME! Pacific City, NHBRHD off Cape Kiwanda Dr, 5 min. walk to beach/Pelican
'American Classic' **BEACHFRONT** Historic Nye Beach - BEST LOCATION - 3BR Home

'American Classic' **BEACHFRONT** Historic Nye Beach - BEST LOCATION - 3BR Home

Newport OR
A stay at this vacation home places you in the heart of Newport, steps from Agate Beach and Don Davis Memorial Park.
Opens in a new window'American Classic' **BEACHFRONT** Historic Nye Beach - BEST LOCATION - 3BR Home
Jacksonville Place

Jacksonville Place

Medford OR
The price is AU$289 per night from 16 Dec to 17 Dec
AU$289
16 Dec - 17 Dec
includes taxes & fees
A stay at this vacation home places you in the heart of Medford, within a 5-minute drive of Blackbird Statue and Stewart Meadows Golf Course.
Opens in a new windowJacksonville Place
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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
9289 Holiday Homes
Lowest Price
AU$103
Highest Price
AU$289
Popular accommodation
The Landing at Newport, Cheerful 4 bedroom house with gym access, Ocean Front Luxury Home, Oceanfront, Amazing View, Hot Tub Facing Ocean, Gorgeous Oak & Cedar House 1/2 Block from Manzanita Beach!, Oceanfront dog-friendly house w/deck overlooking the water, NEW HOME! Pacific City, NHBRHD off Cape Kiwanda Dr, 5 min. walk to beach/Pelican, 'American Classic' **BEACHFRONT** Historic Nye Beach - BEST LOCATION - 3BR Home, Jacksonville Place

Top trending hotels in Oregon

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$165 per night from 21 Dec to 22 Dec
AU$165
21 Dec - 22 Dec
includes taxes & fees
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 ...
Opens in a new windowThe Paramount Hotel
DoubleTree by Hilton Hotel Portland

DoubleTree by Hilton Hotel Portland

4 out of 5
1000 NE Multnomah Street Portland OR
Fully refundableReserve now, pay when you stay
The price is AU$192 per night from 22 Dec to 23 Dec
AU$192
22 Dec - 23 Dec
includes taxes & fees
A stay at DoubleTree by Hilton Hotel Portland places you in the heart of Portland, within a 15-minute walk of Oregon Convention Center and Moda Center.
Opens in a new windowDoubleTree by Hilton Hotel Portland
Embassy Suites by Hilton Portland Downtown

Embassy Suites by Hilton Portland Downtown

4 out of 5
319 SW Pine St Portland OR
Fully refundableReserve now, pay when you stay
The price is AU$179 per night from 5 Jan to 6 Jan
AU$179
5 Jan - 6 Jan 2026
includes taxes & fees
With a stay at Embassy Suites by Hilton Portland Downtown, you'll be centrally located in Portland, within a 10-minute walk of Lan Su Chinese Garden and Pioneer ...
Opens in a new windowEmbassy Suites by Hilton Portland Downtown
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Holiday Inn Airport - Portland by IHG

Holiday Inn Airport - Portland by IHG

3 out of 5
8439 Ne Columbia Blvd Portland OR
Fully refundable
The price is AU$103 per night from 1 Jan to 2 Jan
AU$103
1 Jan - 2 Jan 2026
includes taxes & fees
With a stay at Holiday Inn Airport - Portland by IHG in Portland (Northeast Portland), you'll be a 4-minute drive from Cascade Station and 11 minutes from Lloyd ...
Opens in a new windowHoliday Inn Airport - Portland by IHG
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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.