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
Fully refundableReserve now, pay when you stay
The price is NZ$233 per night from 14 Dec to 15 Dec
NZ$233
14 Dec - 15 Dec
includes taxes & fees
Stay at this holiday home in Newport. Enjoy free Wi-Fi, free parking and a free local area shuttle. Our guests praise the helpful staff in their reviews. Popular ...
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
Stay at this holiday home in Lake Oswego. Enjoy laundry facilities and air conditioning. Popular attractions Washington Square Mall and Oregon Zoo are located ...
Opens in a new windowCheerful 4 bedroom house with gym access
Ocean Front Luxury Home

Ocean Front Luxury Home

Gleneden Beach OR
Stay at this beach holiday home in Gleneden Beach. Enjoy free Wi-Fi, a beach locale and a garden. Our guests praise the helpful staff in their reviews. Popular ...
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
Stay at this beach holiday home in Arch Cape. Enjoy free Wi-Fi, a beach locale and a garden. Our guests praise the helpful staff in their reviews. Popular attractions ...
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
Stay at this beach holiday home in Manzanita. Enjoy free Wi-Fi, a beach locale and laundry facilities. Popular attractions Manzanita Golf Course and Sunset Beach ...
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
Stay at this beach holiday home in Bandon. Enjoy a beach locale, laundry facilities and patios. Popular attractions Bandon Beach and Face Rock State Scenic Viewpoint ...
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
Stay at this holiday home in Pacific City. Enjoy free Wi-Fi, laundry facilities and balconies. Popular attractions Pacific City Pathway Trailhead and Cape Kiwanda ...
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
Stay at this beach holiday home in Newport. Enjoy free Wi-Fi, a beach locale and laundry facilities. Popular attractions Don Davis Memorial Park and Coast Park ...
Opens in a new window'American Classic' **BEACHFRONT** Historic Nye Beach - BEST LOCATION - 3BR Home
Jacksonville Place

Jacksonville Place

Medford OR
Stay at this holiday home in Medford. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Blackbird Statue and Fichtner-Mainwaring Park are ...
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
9301 Holiday Homes
Lowest Price
NZ$118
Highest Price
NZ$233
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 NZ$189 per night from 21 Dec to 22 Dec
NZ$189
21 Dec - 22 Dec
includes taxes & fees
Stay at this business-friendly hotel in Portland. Enjoy free Wi-Fi, breakfast (surcharge) and a 24-hour fitness centre. Our guests praise the restaurant and ...
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 NZ$212 per night from 15 Dec to 16 Dec
NZ$212
15 Dec - 16 Dec
includes taxes & fees
Stay at this hotel in Portland. Enjoy free Wi-Fi, an outdoor pool and 2 restaurants. Our guests praise the helpful staff and the clean rooms in their reviews. ...
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 NZ$205 per night from 13 Jan to 14 Jan
NZ$205
13 Jan - 14 Jan 2026
includes taxes & fees
Stay at this luxury hotel in Portland. Enjoy free breakfast, 2 restaurants and 2 hot tubs. Our guests praise the breakfast and the helpful staff in their reviews. ...
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 NZ$118 per night from 1 Jan to 2 Jan
NZ$118
1 Jan - 2 Jan 2026
includes taxes & fees
Stay at this business-friendly hotel in Portland. Enjoy free Wi-Fi, breakfast (surcharge) and a free airport shuttle. Our guests praise the helpful staff and ...
Opens in a new windowHoliday Inn Airport - Portland by IHG
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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.