Book Holiday Homes in Oregon

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Featured Holiday Homes in Oregon

Cheerful 4 bedroom house with gym access

Cheerful 4 bedroom house with gym access

Lake Oswego
With a stay at this vacation home in Lake Oswego, you'll be within a 15-minute drive of Oregon Convention Center and Washington Square Mall.
Cheerful 4 bedroom house with gym access
The Landing at Newport

The Landing at Newport

3 out of 5
890 SE Bay Blvd, Newport, OR
With a stay at The Landing at Newport in Newport, you'll be in the historical district, within a 5-minute drive of Nye Beach and Pacific Maritime and Heritage ...
The Landing at Newport
Pet Friendly Oceanfront Cottage in Depoe Bay, with a Hot Tub and Amazing Views.

Pet Friendly Oceanfront Cottage in Depoe Bay, with a Hot Tub and Amazing Views.

Depoe Bay
When you a stay at this vacation home in Depoe Bay, you'll be on the beach, within a 5-minute walk of Whale, Sea Life, and Shark Museum and Tradewinds ...
Pet Friendly Oceanfront Cottage in Depoe Bay, with a Hot Tub and Amazing Views.
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Spectacular Single Level Estate, Pet Friendly, Huge Fully Fenced Backyard, Covered Patio, Game Room

Spectacular Single Level Estate, Pet Friendly, Huge Fully Fenced Backyard, Covered Patio, Game Room

Portland
With a stay at this vacation home in Portland (Cedar Hills), you'll be within a 10-minute drive of Oregon Zoo and Washington Square Mall.
Spectacular Single Level Estate, Pet Friendly, Huge Fully Fenced Backyard, Covered Patio, Game Room
Wave watching at it's best

Wave watching at it's best

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 ...
Wave watching at it's best
Glamping Dome with a view

Glamping Dome with a view

2 out of 5
Coos Bay
The price is AU$288 per night from 3 Aug to 4 Aug
AU$288
3 Aug - 4 Aug
includes taxes & fees
With a stay at this vacation home in Coos Bay, you'll be steps from Coos River and a 3-minute drive from Sunset Bay State Park.
Glamping Dome with a view
Williamson’s River Retreat

Williamson’s River Retreat

Chiloquin
The price is AU$688 per night from 6 Aug to 7 Aug
AU$688
6 Aug - 7 Aug
includes taxes & fees
When you stay at this vacation home in Chiloquin, you'll be within a 10-minute drive of Kla-Mo-Ya Casino and Train Mountain Railroad Museum.
Williamson’s River Retreat
Exquisite Historic Suite Close to Downtown  14-21673

Exquisite Historic Suite Close to Downtown 14-21673

Portland
The price is AU$288 per night from 4 Aug to 5 Aug
AU$288
4 Aug - 5 Aug
includes taxes & fees
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
Overlooking Old Town yet In a Secluded Forest Setting

Overlooking Old Town yet In a Secluded Forest Setting

Florence
Located in Florence, this vacation home is in a rural location, within a 15-minute walk of Suislaw River Bridge and Historic Old Town Florence.
Overlooking Old Town yet In a Secluded Forest Setting
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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
9518 Holiday Homes
Lowest Price
AU$155
Highest Price
AU$688
Popular accommodation
Cheerful 4 bedroom house with gym access, The Landing at Newport, Pet Friendly Oceanfront Cottage in Depoe Bay, with a Hot Tub and Amazing Views., Spectacular Single Level Estate, Pet Friendly, Huge Fully Fenced Backyard, Covered Patio, Game Room, Wave watching at it's best, Glamping Dome with a view, Williamson’s River Retreat, Exquisite Historic Suite Close to Downtown 14-21673, Overlooking Old Town yet In a Secluded Forest Setting

Top trending hotels in Oregon

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$202 per night from 6 Aug to 7 Aug
AU$202
6 Aug - 7 Aug
includes taxes & fees
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$165 per night from 5 Aug to 6 Aug
AU$165
5 Aug - 6 Aug
includes taxes & fees
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
Sojourn Suites Portland Airport

Sojourn Suites Portland Airport

3 out of 5
11707 Ne Airport Way, Portland, OR
Fully refundableReserve now, pay when you stay
The price is AU$155 per night from 1 Sept to 2 Sept
AU$155
1 Sept - 2 Sept
includes taxes & fees
Located in Portland (Northeast Portland), Sojourn Suites Portland Airport is within a 15-minute drive of Veterans Memorial Coliseum and Portland State ...
Sojourn Suites Portland Airport
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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$188 per night from 1 Sept to 2 Sept
AU$188
1 Sept - 2 Sept
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 ...
The Paramount Hotel
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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.