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
Stay at this property in Lake Oswego. Enjoy laundry facilities and air conditioning. Popular attractions Washington Square Mall and Oregon Zoo are located ...
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
Stay at this 3-star vacation home in Newport. Enjoy free WiFi, free parking, and a free area shuttle. Our guests praise the helpful staff in our reviews. Popular ...
The Landing at Newport
Mama Bear’s Den- Pet Friendly

Mama Bear’s Den- Pet Friendly

Burns
The price is NZ$236 per night from 29 Aug to 30 Aug
NZ$236
29 Aug - 30 Aug
includes taxes & fees
Stay at this vacation home in Burns. Enjoy free WiFi and air conditioning. Popular attractions Harney County Historical Museum and Triangle City Park are located ...
Mama Bear’s Den- Pet Friendly
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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
Book a stay at this beach vacation home in Depoe Bay. Enjoy free WiFi, a beach locale, and patios. Popular attractions Whale, Sea Life, and Shark Museum and ...
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

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

Portland
Stay at this vacation home in Portland. Enjoy free WiFi, laundry facilities, and patios. Popular attractions Moda Center and Oregon Zoo are located nearby.
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
Book a stay at this beach vacation home in Gleneden Beach. Enjoy a beach locale, laundry facilities, and patios. Popular attractions Salishan Tennis Center and ...
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 NZ$308 per night from 1 Aug to 2 Aug
NZ$308
1 Aug - 2 Aug
includes taxes & fees
Stay at this vacation home in Coos Bay. Enjoy laundry facilities, an in-room coffeemaker, and air conditioning. Popular attractions Bastendorff Beach and Lighthouse ...
Glamping Dome with a view
Exquisite Historic Suite Close to Downtown  14-21673

Exquisite Historic Suite Close to Downtown 14-21673

Portland
Stay at this vacation home in Portland. Enjoy free WiFi, laundry facilities, and patios. Popular attractions Moda Center and Oregon Zoo are located nearby.
Exquisite Historic Suite Close to Downtown 14-21673
Williamson’s River Retreat

Williamson’s River Retreat

Chiloquin
Stay at this vacation home in Chiloquin. Enjoy free WiFi, laundry facilities, and an in-room coffeemaker. Popular attractions Kla-Mo-Ya Casino and Train Mountain ...
Williamson’s River Retreat
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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
9582 Holiday Homes
Lowest Price
NZ$174
Highest Price
NZ$308
Popular accommodation
Cheerful 4 bedroom house with gym access, The Landing at Newport, Mama Bear’s Den- Pet Friendly, 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, Exquisite Historic Suite Close to Downtown 14-21673, Williamson’s River Retreat

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 NZ$218 per night from 31 July to 1 Aug
NZ$218
31 July - 1 Aug
includes taxes & fees
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
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$189 per night from 3 Aug to 4 Aug
NZ$189
3 Aug - 4 Aug
includes taxes & fees
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
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 NZ$174 per night from 13 Aug to 14 Aug
NZ$174
13 Aug - 14 Aug
includes taxes & fees
Book a stay at this business-friendly hotel in Portland. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the helpful staff and the clean ...
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 NZ$219 per night from 10 Aug to 11 Aug
NZ$219
10 Aug - 11 Aug
includes taxes & fees
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
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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.