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

3 Bedroom Edgebrook Ranch Escape

3 Bedroom Edgebrook Ranch Escape

Rockford
Located in Rockford, this vacation home is in a rural location, within a 5-minute drive of Anderson Japanese Gardens and Guilford Tennis Center.
Opens in a new window3 Bedroom Edgebrook Ranch Escape
Modern Country Escape - 5 Min to NIU

Modern Country Escape - 5 Min to NIU

2 out of 5
Malta, IL
The price is AU$439 per night from 23 Nov to 24 Nov
AU$439
23 Nov - 24 Nov
includes taxes & fees
With a stay at this vacation home in Malta, you'll be within a 15-minute drive of Northern Illinois University and NIU Convocation Center.
Opens in a new windowModern Country Escape - 5 Min to NIU
 Hidden Gem SLEEPS 10+! 
Children & Pets welcomed!

Hidden Gem SLEEPS 10+! Children & Pets welcomed!

Rockford
The price is AU$648 per night from 13 Nov to 14 Nov
AU$648
13 Nov - 14 Nov
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
Cozy home in Rockford 
Sleeps 8

Cozy home in Rockford Sleeps 8

Rockford
The price is AU$440 per night from 13 Nov to 14 Nov
AU$440
13 Nov - 14 Nov
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$441 per night from 7 Dec to 8 Dec
AU$441
7 Dec - 8 Dec
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
NEW! Family-friendly cabin-style home w/ gameroom + gym

NEW! Family-friendly cabin-style home w/ gameroom + gym

Rockford
The price is AU$499 per night from 18 Nov to 19 Nov
AU$499
18 Nov - 19 Nov
includes taxes & fees
Located in Rockford, this vacation home is within a 5-minute drive of Anderson Japanese Gardens and OSF Saint Anthony Medical Center.
Opens in a new windowNEW! Family-friendly cabin-style home w/ gameroom + gym
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
Ultimate Game House with Pool & Foosball table

Ultimate Game House with Pool & Foosball table

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.
Opens in a new windowUltimate Game House with Pool & Foosball table
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$403 per night from 16 Nov to 17 Nov
AU$403
16 Nov - 17 Nov
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
68 Holiday Homes
Lowest Price
AU$120
Highest Price
AU$648
Popular accommodation
3 Bedroom Edgebrook Ranch Escape, Modern Country Escape - 5 Min to NIU, Hidden Gem SLEEPS 10+! Children & Pets welcomed!, Cozy home in Rockford Sleeps 8 , Riverfront cabin on Rock River, NEW! Family-friendly cabin-style home w/ gameroom + gym, ROCK RIVER HIDEAWAY Grill, Fire Pit, Pet Friendly with fee of 30.00 per night, Ultimate Game House with Pool & Foosball table, 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 14 Nov to 15 Nov
AU$120
14 Nov - 15 Nov
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$133 per night from 13 Nov to 14 Nov
AU$133
13 Nov - 14 Nov
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.