Book Holiday Homes in Oregon

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Featured Holiday Homes in Oregon

 Hidden Gem SLEEPS 10+! Ask about Mon-Thurs SPECIAL! Stay 2 nights, get one free

Hidden Gem SLEEPS 10+! Ask about Mon-Thurs SPECIAL! Stay 2 nights, get one free

Rockford
The price is AU$713 per night from 21 Apr to 22 Apr
AU$713
includes taxes & fees
21 Apr - 22 Apr
With a stay at this vacation home in Rockford, you'll be within a 5-minute drive of SwedishAmerican Hospital and Jefferson Street Bridge.
Hidden Gem SLEEPS 10+! Ask about Mon-Thurs SPECIAL! Stay 2 nights, get one free
Riverfront cabin on Rock River

Riverfront cabin on Rock River

Rockford
Located in Rockford, this vacation home is on the waterfront, within a 5-minute drive of Barnstormer Distillery and Wayside Park.
Riverfront cabin on Rock River
Getaway Cabin on the Rock River, enjoy kayaking, canoeing and fishing

Getaway Cabin on the Rock River, enjoy kayaking, canoeing and fishing

Oregon
Located in Oregon, this vacation home is a 3-minute drive from Castle Rock State Park and 6 minutes from Village Way Dog Park.
Getaway Cabin on the Rock River, enjoy kayaking, canoeing and fishing
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Relaxing Riverside Stay w HotTub

Relaxing Riverside Stay w HotTub

Rockford
Located in Rockford, this vacation home is on the waterfront, within a 10-minute drive of Boylan Tennis Center and Javon Bea Hospital - Rockton.
Relaxing Riverside Stay w HotTub
Newly updated warm Rockford tri-level house minutes from Bypass 20, I39 and I90!

Newly updated warm Rockford tri-level house minutes from Bypass 20, I39 and I90!

Rockford
Located in Rockford, this vacation home is within a 10-minute drive of Kishwaukee River Forest Preserve and Skateland.
Newly updated warm Rockford tri-level house minutes from Bypass 20, I39 and I90!
2 Bedroom Cul De Sac Cottage in Town

2 Bedroom Cul De Sac Cottage in Town

Oregon
A stay at this vacation home places you in the heart of Oregon, within a 15-minute walk of Village Way Dog Park and Conover Square Mall.
2 Bedroom Cul De Sac Cottage in Town
Cerro Vista Estate/Indoor Pool/Hot Tub/Game Room

Cerro Vista Estate/Indoor Pool/Hot Tub/Game Room

Rockford
Located in Rockford, this vacation home is a 4-minute drive from Anderson Japanese Gardens and 6 minutes from Jefferson Street Bridge.
Cerro Vista Estate/Indoor Pool/Hot Tub/Game Room
3 bedroom house with a nature backyard!

3 bedroom house with a nature backyard!

Rockford
With a stay at this vacation home in Rockford, you'll be within a 15-minute walk of Sarbrook Park and Don Schmid Park.
3 bedroom house with a nature backyard!
Relaxing ranch in NE Rockford

Relaxing ranch in NE Rockford

Rockford
With a stay at this vacation home in Rockford, you'll be within a 5-minute drive of Anderson Japanese Gardens and SwedishAmerican Hospital.
Relaxing ranch in NE Rockford
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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
71 Holiday Homes
Lowest Price
AU$123
Highest Price
AU$713
Popular accommodation
Hidden Gem SLEEPS 10+! Ask about Mon-Thurs SPECIAL! Stay 2 nights, get one free, Riverfront cabin on Rock River, Getaway Cabin on the Rock River, enjoy kayaking, canoeing and fishing, Relaxing Riverside Stay w HotTub, Newly updated warm Rockford tri-level house minutes from Bypass 20, I39 and I90!, 2 Bedroom Cul De Sac Cottage in Town, Cerro Vista Estate/Indoor Pool/Hot Tub/Game Room, 3 bedroom house with a nature backyard!, Relaxing ranch in NE Rockford

Top trending hotels in Oregon

Paddle Wheel Inn

Paddle Wheel Inn

2 out of 5
1457 IL Rt 2 North, Oregon, IL
Fully refundableReserve now, pay when you stay
The price is AU$123 per night from 23 Apr to 24 Apr
AU$123
includes taxes & fees
23 Apr - 24 Apr
Located in Oregon, Paddle Wheel Inn is within a 15-minute drive of Lowden State Park and Castle Rock State Park.
Paddle Wheel Inn
Chateau Lodge

Chateau Lodge

2 out of 5
1326 IL Route 2 N., Oregon, IL
The price is AU$161 per night from 4 May to 5 May
AU$161
includes taxes & fees
4 May - 5 May
Located in Oregon, Chateau Lodge is in the historical district, a 2-minute drive from Conover Square Mall and 9 minutes from Lowden State Park.
Chateau Lodge
ROCK RIVER HIDEAWAY Outdoor Activities, Grill Fire Pit, Pet Friendly with fee

ROCK RIVER HIDEAWAY Outdoor Activities, Grill Fire Pit, Pet Friendly with fee

Oregon
Located in Oregon, this vacation home is on the waterfront, a 3-minute drive from Castle Rock State Park and 5 minutes from Village Way Dog Park.
ROCK RIVER HIDEAWAY Outdoor Activities, Grill Fire Pit, Pet Friendly with fee
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Getaway Cabin on the Rock River, enjoy kayaking, canoeing and fishing

Getaway Cabin on the Rock River, enjoy kayaking, canoeing and fishing

Oregon
Located in Oregon, this vacation home is a 3-minute drive from Castle Rock State Park and 6 minutes from Village Way Dog Park.
Getaway Cabin on the Rock River, enjoy kayaking, canoeing and fishing
Don't see what you're looking for?
See all available properties in Oregon
View all properties
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.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.