Book Holiday Homes in Oregon

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Featured Holiday Homes in Oregon

The Mulford Complex Private Estate with Pool & Hot Tub

The Mulford Complex Private Estate with Pool & Hot Tub

Rockford IL
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 windowThe Mulford Complex Private Estate with Pool & Hot Tub
Riverfront cabin on Rock River

Riverfront cabin on Rock River

Rockford IL
The price is AU$395 per night from 11 June to 12 June
AU$395
11 June - 12 June
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
Cozy home in Rockford 
Sleeps 8

Cozy home in Rockford Sleeps 8

Rockford IL
The price is AU$432 per night from 14 May to 15 May
AU$432
14 May - 15 May
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 Mercyhealth.
Opens in a new windowCozy home in Rockford Sleeps 8
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Pet & Family Friendly, Quiet, Near Hwy 39 & 88, Sleeps 7, Remodled, Superhost

Pet & Family Friendly, Quiet, Near Hwy 39 & 88, Sleeps 7, Remodled, Superhost

Rochelle IL
The price is AU$262 per night from 18 May to 19 May
AU$262
18 May - 19 May
includes taxes & fees
With a stay at this vacation home in Rochelle, you'll be within a 5-minute drive of Rochelle Railroad Park and Rochelle Dog Park.
Opens in a new windowPet & Family Friendly, Quiet, Near Hwy 39 & 88, Sleeps 7, Remodled, Superhost
Cozy, Welcoming, Tidy 3-bedroom house with pool table and EV charger in Rockford

Cozy, Welcoming, Tidy 3-bedroom house with pool table and EV charger in Rockford

Rockford IL
The price is AU$383 per night from 18 May to 19 May
AU$383
18 May - 19 May
includes taxes & fees
Located in Rockford, this vacation home is within a 5-minute drive of Skateland and 815 Escape.
Opens in a new windowCozy, Welcoming, Tidy 3-bedroom house with pool table and EV charger in Rockford
Spacious Open Concept Home on the Beautiful Rock River

Spacious Open Concept Home on the Beautiful Rock River

Loves Park IL
When you stay at this vacation home in Loves Park, you'll be on a river, within a 5-minute drive of Boylan Tennis Center and Wesley Willows Town Center.
Opens in a new windowSpacious Open Concept Home on the Beautiful 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 IL
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
Cozy  3 Bedroom town house right by Rockfork university.

Cozy 3 Bedroom town house right by Rockfork university.

Rockford IL
The price is AU$507 per night from 12 June to 13 June
AU$507
12 June - 13 June
includes taxes & fees
Located in Rockford, this vacation home is within a 15-minute walk of Clark Arts Center and 815 Escape.
Opens in a new windowCozy 3 Bedroom town house right by Rockfork university.
Luxury Near Rockford Casino

Luxury Near Rockford Casino

Rockford IL
With a stay at this vacation home in Rockford, you'll be within a 5-minute drive of The Cherry Bowl and CherryVale Mall.
Opens in a new windowLuxury Near Rockford Casino
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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
76 Holiday Homes
Lowest Price
AU$101
Highest Price
AU$507
Popular accommodation
The Mulford Complex Private Estate with Pool & Hot Tub , Riverfront cabin on Rock River, Cozy home in Rockford Sleeps 8 , Pet & Family Friendly, Quiet, Near Hwy 39 & 88, Sleeps 7, Remodled, Superhost, Cozy, Welcoming, Tidy 3-bedroom house with pool table and EV charger in Rockford, Spacious Open Concept Home on the Beautiful Rock River, Getaway Cabin on the Rock River, enjoy kayaking, canoeing and fishing, Cozy 3 Bedroom town house right by Rockfork university., Luxury Near Rockford Casino

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$119 per night from 14 May to 15 May
AU$119
14 May - 15 May
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$101 per night from 17 May to 18 May
AU$101
17 May - 18 May
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 a fee of 30.00 per night

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

Oregon IL
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 a 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 IL
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
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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.

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