Book Holiday Homes in Oregon

Start date: Check-in selected.
To Date
End date: Check-out

More Flash, Less Cash - Take advantage of our Price Pledge** (even on luxey stays)

We keep it easy with the option to pay now or later on select accommodation

Book up 'til the last second - millions of rooms to crash tonight^

Featured Holiday Homes in Oregon

Cozy home in Rockford 
Sleeps 8

Cozy home in Rockford Sleeps 8

Rockford
The price is AU$441 per night from 28 Sept to 29 Sept
AU$441
28 Sept - 29 Sept
includes taxes & fees
With a stay at this vacation home in Rockford, you'll be within a 5-minute drive of Wesley Willows Town Center and Javon Bea Hospital - Rockton.
Opens in a new windowCozy home in Rockford Sleeps 8
Riverfront cabin on Rock River

Riverfront cabin on Rock River

Rockford
The price is AU$432 per night from 28 Oct to 29 Oct
AU$432
28 Oct - 29 Oct
includes taxes & fees
Located in Rockford, this vacation home is on the waterfront, within a 5-minute drive of Barnstormer Distillery and Wayside Park.
Opens in a new windowRiverfront cabin on Rock River
 Hidden Gem SLEEPS 10+! 
Children & Pets welcomed!

Hidden Gem SLEEPS 10+! Children & Pets welcomed!

Rockford
The price is AU$738 per night from 29 Sept to 30 Sept
AU$738
29 Sept - 30 Sept
includes taxes & fees
With a stay at this vacation home in Rockford, you'll be within a 5-minute drive of SwedishAmerican Hospital and Jefferson Street Bridge.
Opens in a new window Hidden Gem SLEEPS 10+! Children & Pets welcomed!
Save an average of 15% on thousands of hotels when you're signed in
Pets welcome! King Bed+WiFi+Deck&Fenced back yard

Pets welcome! King Bed+WiFi+Deck&Fenced back yard

Rockford
The price is AU$551 per night from 7 Oct to 8 Oct
AU$551
7 Oct - 8 Oct
includes taxes & fees
Located in Rockford, this vacation home is within a 5-minute drive of Weis Morris DaySpa Salon and Midway Village & Museum Center.
Opens in a new windowPets welcome! King Bed+WiFi+Deck&Fenced back yard
Father of the Bride Private Estate with Pool & Hot Tub - Sleeps 25

Father of the Bride Private Estate with Pool & Hot Tub - Sleeps 25

Rockford
The price is AU$1,814 per night from 29 Sept to 30 Sept
AU$1,814
29 Sept - 30 Sept
includes taxes & fees
With a stay at this vacation home in Rockford, you'll be within a 5-minute drive of Guilford Tennis Center and Midway Village & Museum Center.
Opens in a new windowFather of the Bride Private Estate with Pool & Hot Tub - Sleeps 25
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.
Opens in a new windowGetaway Cabin on the Rock River, enjoy kayaking, canoeing and fishing
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 5-minute drive of Conover Square Mall and Lowden State Park.
Opens in a new window2 Bedroom Cul De Sac Cottage in Town
Beatifull home with 5 bedrooms

Beatifull home with 5 bedrooms

Rockford
With a stay at this vacation home in Rockford, you'll be within a 5-minute drive of Wesley Willows Town Center and Javon Bea Hospital - Rockton.
Opens in a new windowBeatifull home with 5 bedrooms
Aesthetic 2-bedroom house in welcoming Dixon near downtown Dixon.

Aesthetic 2-bedroom house in welcoming Dixon near downtown Dixon.

Dixon, IL
The price is AU$402 per night from 28 Sept to 29 Sept
AU$402
28 Sept - 29 Sept
includes taxes & fees
With a stay at this vacation home in Dixon, you'll be within a 5-minute drive of Heritage Crossing Riverfront Plaza and Lincoln Monument State Memorial.
Opens in a new windowAesthetic 2-bedroom house in welcoming Dixon near downtown Dixon.
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.

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
70 Holiday Homes
Lowest Price
AU$120
Highest Price
AU$1,814
Popular accommodation
Cozy home in Rockford Sleeps 8 , Riverfront cabin on Rock River, Hidden Gem SLEEPS 10+! Children & Pets welcomed!, Pets welcome! King Bed+WiFi+Deck&Fenced back yard, Father of the Bride Private Estate with Pool & Hot Tub - Sleeps 25, Getaway Cabin on the Rock River, enjoy kayaking, canoeing and fishing, 2 Bedroom Cul De Sac Cottage in Town, Beatifull home with 5 bedrooms, Aesthetic 2-bedroom house in welcoming Dixon near downtown Dixon.

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$120 per night from 29 Sept to 30 Sept
AU$120
29 Sept - 30 Sept
includes taxes & fees
Located in Oregon, Paddle Wheel Inn is within a 15-minute drive of Lowden State Park and Castle Rock State Park.
Opens in a new windowPaddle Wheel Inn
Chateau Lodge

Chateau Lodge

2 out of 5
1326 IL Route 2 N., Oregon, IL
Fully refundableReserve now, pay when you stay
The price is AU$146 per night from 26 Oct to 27 Oct
AU$146
26 Oct - 27 Oct
includes taxes & fees
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.
Opens in a new windowChateau Lodge
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
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.
Opens in a new windowROCK RIVER HIDEAWAY Grill, Fire Pit, Pet Friendly with fee of 30.00 per night
Save an average of 15% on thousands of hotels when you're signed in
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.
Opens in a new windowGetaway 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.