Book Holiday Homes in Oregon

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Featured Holiday Homes in Oregon

Cozy home in Rockford 
Sleeps 8

Cozy home in Rockford Sleeps 8

Rockford IL
The price is NZ$530 per night from 1 Jan to 2 Jan
NZ$530
1 Jan - 2 Jan 2026
includes taxes & fees
Stay at this family-friendly holiday home in Rockford. Enjoy free Wi-Fi, a water park and a pool table. Popular attractions Boylan Tennis Center and Burpee Museum ...
Opens in a new windowCozy home in Rockford Sleeps 8
The Mulford Complex Private Estate with Pool & Hot Tub

The Mulford Complex Private Estate with Pool & Hot Tub

Rockford IL
The price is NZ$2,005 per night from 30 Dec to 31 Dec
NZ$2,005
30 Dec - 31 Dec
includes taxes & fees
Stay at this family-friendly holiday home in Rockford. Enjoy a water park, a garden and laundry facilities. Popular attractions Guilford Tennis Center and Midway ...
Opens in a new windowThe Mulford Complex Private Estate with Pool & Hot Tub
Duplex overlooking Rock River

Duplex overlooking Rock River

Byron IL
Stay at this family-friendly holiday home in Byron. Enjoy free Wi-Fi, laundry facilities and an in-room coffee maker. Popular attractions Stillman's Defeat Memorial ...
Opens in a new windowDuplex overlooking Rock River
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3 Bedroom Edgebrook Ranch Escape

3 Bedroom Edgebrook Ranch Escape

Rockford IL
Stay at this family-friendly holiday home in Rockford. Enjoy free Wi-Fi, a water park and a garden. Popular attractions Guilford Tennis Center and Anderson Japanese ...
Opens in a new window3 Bedroom Edgebrook Ranch Escape
ROCK RIVER HIDEAWAY Grill, Fire Pit, Pet Friendly with fee of 30.00 per night

ROCK RIVER HIDEAWAY Grill, Fire Pit, Pet Friendly with fee of 30.00 per night

Oregon IL
Stay at this holiday home in Oregon. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Castle Rock State Park and Conover Square Mall are ...
Opens in a new windowROCK RIVER HIDEAWAY Grill, Fire Pit, Pet Friendly with fee of 30.00 per night
Victorian*4 poster King*Walk to village*A+ Kitchen

Victorian*4 poster King*Walk to village*A+ Kitchen

Cherry Valley IL
Stay at this family-friendly holiday home in Cherry Valley. Enjoy free Wi-Fi, a water park and a garden. Popular attractions Fisher Park and Baumann Park & Lake ...
Opens in a new windowVictorian*4 poster King*Walk to village*A+ Kitchen
RELAXING GETAWAY DESTINATION

RELAXING GETAWAY DESTINATION

Dixon IL
Stay at this holiday home in Dixon. Enjoy free Wi-Fi, patios and an in-room coffee maker. Popular attractions Lincoln Monument State Memorial and Lincoln Statue ...
Opens in a new windowRELAXING GETAWAY DESTINATION
 Hidden Gem SLEEPS 10+! 
Children & Pets welcomed!

Hidden Gem SLEEPS 10+! Children & Pets welcomed!

Rockford IL
Stay at this family-friendly holiday home in Rockford. Enjoy a garden, laundry facilities and furnished balconies. Our guests praise the helpful staff in their ...
Opens in a new window Hidden Gem SLEEPS 10+! Children & Pets welcomed!
Cerro Vista Estate/Indoor Pool/Hot Tub/Game Room

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

Rockford IL
Stay at this family-friendly holiday home in Rockford. Enjoy private pools, a garden and laundry facilities. Popular attractions Anderson Japanese Gardens and ...
Opens in a new windowCerro Vista Estate/Indoor Pool/Hot Tub/Game Room
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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
72 Holiday Homes
Lowest Price
NZ$149
Highest Price
NZ$2,005
Popular accommodation
Cozy home in Rockford Sleeps 8 , The Mulford Complex Private Estate with Pool & Hot Tub , Duplex overlooking Rock River, 3 Bedroom Edgebrook Ranch Escape, ROCK RIVER HIDEAWAY Grill, Fire Pit, Pet Friendly with fee of 30.00 per night, Victorian*4 poster King*Walk to village*A+ Kitchen, RELAXING GETAWAY DESTINATION, Hidden Gem SLEEPS 10+! Children & Pets welcomed!, Cerro Vista Estate/Indoor Pool/Hot Tub/Game Room

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 NZ$156 per night from 29 Dec to 30 Dec
NZ$156
29 Dec - 30 Dec
includes taxes & fees
Stay at this business-friendly hotel in Oregon. Enjoy free Wi-Fi, free parking and a fitness centre. Our guests praise the helpful staff and the clean rooms ...
Opens in a new windowPaddle Wheel Inn
Chateau Lodge

Chateau Lodge

2 out of 5
1326 IL Route 2 N. Oregon IL
The price is NZ$149 per night from 29 Dec to 30 Dec
NZ$149
29 Dec - 30 Dec
includes taxes & fees
Stay at this business-friendly motel in Oregon. Enjoy free Wi-Fi, free parking and room service. Popular attractions Lowden State Park and Conover Square Mall ...
Opens in a new windowChateau Lodge
Getaway Cabin on the Rock River, enjoy kayaking, canoeing and fishing

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

Oregon IL
Stay at this holiday home in Oregon. Enjoy patios, in-room jetted baths and an in-room coffee maker. Popular attractions Castle Rock State Park and Conover Square ...
Opens in a new windowGetaway Cabin on the Rock River, enjoy kayaking, canoeing and fishing
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ROCK RIVER HIDEAWAY Grill, Fire Pit, Pet Friendly with fee of 30.00 per night

ROCK RIVER HIDEAWAY Grill, Fire Pit, Pet Friendly with fee of 30.00 per night

Oregon IL
Stay at this holiday home in Oregon. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Castle Rock State Park and Conover Square Mall are ...
Opens in a new windowROCK RIVER HIDEAWAY Grill, Fire Pit, Pet Friendly with fee of 30.00 per night
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.

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^Subject to availability and chosen travel dates.