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
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
Bend River Retreat

Bend River Retreat

4 out of 5
Bend
Located in Bend (Boyd Acres), this vacation home is within a 10-minute drive of Old Mill District and Hayden Homes Amphitheater.
Bend River Retreat
Charming Oceanfront Cottage; Stunning Ocean Views, Hot Tub & Nearby Beach Access

Charming Oceanfront Cottage; Stunning Ocean Views, Hot Tub & Nearby Beach Access

Brookings
Located in Brookings, this vacation home is on the beach, a 4-minute walk from McVay Rock State Recreation Site and within a 5-minute drive of Pelican Bay ...
Charming Oceanfront Cottage; Stunning Ocean Views, Hot Tub & Nearby Beach Access
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Cozy Boho Bungalow in Eugene!

Cozy Boho Bungalow in Eugene!

Eugene
The price is AU$440 per night from 31 Mar to 1 Apr
AU$440
includes taxes & fees
31 Mar - 1 Apr
With a stay at this vacation home in Eugene (Harlow), you'll be within a 5-minute drive of University of Oregon and Autzen Stadium.
Cozy Boho Bungalow in Eugene!
Oceanfront With Memorable Surf And Haystack Rock Views

Oceanfront With Memorable Surf And Haystack Rock Views

Pacific City
With a stay at this vacation home in Pacific City, you'll be on the beach, just a 1-minute walk from Pacific City Beach and 6 minutes by foot from Bob Straub ...
Oceanfront With Memorable Surf And Haystack Rock Views
Hot Tub, Amazing Walkable Location, Views, Fenced Backyard

Hot Tub, Amazing Walkable Location, Views, Fenced Backyard

Bend
With a stay at this vacation home in Bend (Southern Crossing), you'll be within a 5-minute drive of Old Mill District and Hayden Homes Amphitheater.
Hot Tub, Amazing Walkable Location, Views, Fenced Backyard
Large Ocean View Home with Guest Quarters Close to the Beach Four Large Decks

Large Ocean View Home with Guest Quarters Close to the Beach Four Large Decks

Oceanside
With a stay at this vacation home in Tillamook, you'll be a 5-minute walk from Oceanside Beach and 5 minutes by foot from Tunnel Beach.
Large Ocean View Home with Guest Quarters Close to the Beach Four Large Decks
Fantastic Eagle Crest Home! Resort Pool, Fitness Center, Golf, Pickleball. Fireplace. Quiet Street.

Fantastic Eagle Crest Home! Resort Pool, Fitness Center, Golf, Pickleball. Fireplace. Quiet Street.

Redmond
Located in Redmond, this vacation home is in the mountains, within a 10-minute drive of Deschutes River and Eagle Ridge Sports Center and Spa.
Fantastic Eagle Crest Home! Resort Pool, Fitness Center, Golf, Pickleball. Fireplace. Quiet Street.
Bright, dog-friendly, oceanside home - walk to the beach & downtown

Bright, dog-friendly, oceanside home - walk to the beach & downtown

Cannon Beach
The price is AU$273 per night from 2 Apr to 3 Apr
AU$273
includes taxes & fees
2 Apr - 3 Apr
A stay at this vacation home places you in the heart of Cannon Beach, just a 4-minute walk from Cannon Beach and within a 5-minute drive of Haystack Rock.
Bright, dog-friendly, oceanside home - walk to the beach & downtown
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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
7676 Holiday Homes
Lowest Price
AU$162
Highest Price
AU$440
Popular accommodation
The Landing at Newport, Bend River Retreat, Charming Oceanfront Cottage; Stunning Ocean Views, Hot Tub & Nearby Beach Access, Cozy Boho Bungalow in Eugene!, Oceanfront With Memorable Surf And Haystack Rock Views, Hot Tub, Amazing Walkable Location, Views, Fenced Backyard, Large Ocean View Home with Guest Quarters Close to the Beach Four Large Decks, Fantastic Eagle Crest Home! Resort Pool, Fitness Center, Golf, Pickleball. Fireplace. Quiet Street., Bright, dog-friendly, oceanside home - walk to the beach & downtown

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$187 per night from 23 Mar to 24 Mar
AU$187
includes taxes & fees
23 Mar - 24 Mar
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
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$162 per night from 24 Mar to 25 Mar
AU$162
includes taxes & fees
24 Mar - 25 Mar
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
Hyatt House Portland/Downtown

Hyatt House Portland/Downtown

3 out of 5
2080 SW River Drive, Portland, OR
Fully refundableReserve now, pay when you stay
The price is AU$212 per night from 20 Mar to 21 Mar
AU$212
includes taxes & fees
20 Mar - 21 Mar
Hyatt House Portland/Downtown is centrally located in Portland, a 5-minute walk from Oregon Health and Science University and 9 minutes by foot from Portland ...
Hyatt House Portland/Downtown
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Hayward Inn

Hayward Inn

3 out of 5
1759 Franklin Boulevard, Eugene, OR
The price is AU$164 per night from 13 Apr to 14 Apr
AU$164
includes taxes & fees
13 Apr - 14 Apr
Located in Eugene (East University), Hayward Inn is within a 15-minute walk of Hayward Field and University of Oregon.
Hayward Inn
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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.