Book Holiday Homes in Central Oregon

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Featured Holiday Homes in Central Oregon

Spacious 7BR Getaway, Golf View & Waterpark

Spacious 7BR Getaway, Golf View & Waterpark

Sunriver OR
A stay at this vacation home places you in the heart of Bend, within a 5-minute drive of Deschutes River and Sage Springs Club & Spa.
Opens in a new windowSpacious 7BR Getaway, Golf View & Waterpark
Dog Friendly Home w/ Hot Tub, 10 SHARC Passes, and Second Level EV Charger

Dog Friendly Home w/ Hot Tub, 10 SHARC Passes, and Second Level EV Charger

Sunriver OR
With a stay at this vacation home in Bend (Sunriver), you'll be within a 5-minute drive of Fort Rock Park and Deschutes River.
Opens in a new windowDog Friendly Home w/ Hot Tub, 10 SHARC Passes, and Second Level EV Charger
Amazing West Side * 2 King Suites * Walk Everywhere  * 8 Person Hot Tub

Amazing West Side * 2 King Suites * Walk Everywhere * 8 Person Hot Tub

Bend OR
With a stay at this vacation home, you'll be centrally located in Bend, within a 5-minute drive of Hayden Homes Amphitheater and Old Mill District.
Opens in a new windowAmazing West Side * 2 King Suites * Walk Everywhere * 8 Person Hot Tub
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5 Minute Drive to Downtown Bend, Dog Friendly

5 Minute Drive to Downtown Bend, Dog Friendly

Bend OR
With a stay at this vacation home in Bend (Southwest Bend), you'll be a 5-minute drive from Old Mill District and 6 minutes from Hayden Homes Amphitheater.
Opens in a new window5 Minute Drive to Downtown Bend, Dog Friendly
Central Oregon Escape - Mountain Views - Hot Tub - AC and Fireplace

Central Oregon Escape - Mountain Views - Hot Tub - AC and Fireplace

Terrebonne OR
The price is AU$436 per night from 16 Feb to 17 Feb
AU$436
16 Feb - 17 Feb
includes taxes & fees
Located in Terrebonne, this vacation home is in a rural location, within a 15-minute drive of Deschutes River and Crooked River Ranch Golf Course.
Opens in a new windowCentral Oregon Escape - Mountain Views - Hot Tub - AC and Fireplace
3 BR Home, 1 Block to Glaze Meadow Recreation Complex , Hot Tub,  Dogs Welcome

3 BR Home, 1 Block to Glaze Meadow Recreation Complex , Hot Tub, Dogs Welcome

sisters OR
The price is AU$936 per night from 12 Feb to 13 Feb
AU$936
12 Feb - 13 Feb
includes taxes & fees
When you stay at this vacation home in Sisters, you'll be within a 10-minute drive of Glaze Meadow Golf Course and Phalarope Lake.
Opens in a new window3 BR Home, 1 Block to Glaze Meadow Recreation Complex , Hot Tub, Dogs Welcome
Exquisite Luxury Home with Panoramic Mountain Views & First-Class Amenities

Exquisite Luxury Home with Panoramic Mountain Views & First-Class Amenities

Powell Butte OR
With a stay at this vacation home in Powell Butte, you'll be next to a golf course, and 15.3 mi (24.7 km) from Deschutes County Fairgrounds Expo Center and 21.9 ...
Opens in a new windowExquisite Luxury Home with Panoramic Mountain Views & First-Class Amenities
Stone - Tetherow, Hot Tub, Gas Fire Pit, BBQ, Executive Retreat

Stone - Tetherow, Hot Tub, Gas Fire Pit, BBQ, Executive Retreat

Bend OR
With a stay at this vacation home in Bend, you'll be within a 10-minute drive of Old Mill District and Deschutes River.
Opens in a new windowStone - Tetherow, Hot Tub, Gas Fire Pit, BBQ, Executive Retreat
SHARC Passes, Easy Walk to Village, Lodge, tennis, spa, golf

SHARC Passes, Easy Walk to Village, Lodge, tennis, spa, golf

Sunriver OR
With a stay at this vacation home in Bend (Sunriver), you'll be within a 15-minute walk of Sage Springs Club & Spa and Sunriver Resort Golf Course.
Opens in a new windowSHARC Passes, Easy Walk to Village, Lodge, tennis, spa, golf
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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.

Central 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 Central Oregon vacation homes are the perfect way for you to wing it.

Holiday houses in Central 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 Central 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 Central Oregon adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Central 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 Central 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.

Central Oregon Holiday Homes essential information

Accommodation
1293 Holiday Homes
Lowest Price
AU$134
Highest Price
AU$936
Popular accommodation
Spacious 7BR Getaway, Golf View & Waterpark, Dog Friendly Home w/ Hot Tub, 10 SHARC Passes, and Second Level EV Charger, Amazing West Side * 2 King Suites * Walk Everywhere * 8 Person Hot Tub, 5 Minute Drive to Downtown Bend, Dog Friendly, Central Oregon Escape - Mountain Views - Hot Tub - AC and Fireplace, 3 BR Home, 1 Block to Glaze Meadow Recreation Complex , Hot Tub, Dogs Welcome, Exquisite Luxury Home with Panoramic Mountain Views & First-Class Amenities, Stone - Tetherow, Hot Tub, Gas Fire Pit, BBQ, Executive Retreat, SHARC Passes, Easy Walk to Village, Lodge, tennis, spa, golf

Top trending hotels in Central Oregon

Riverhouse Lodge

Riverhouse Lodge

3.5 out of 5
3075 N. Business 97 Bend OR
Fully refundableReserve now, pay when you stay
The price is AU$174 per night from 12 Feb to 13 Feb
AU$174
12 Feb - 13 Feb
includes taxes & fees
In the heart of Bend, Riverhouse Lodge is within a 5-minute drive of Blockbuster and River's Edge Golf Course.
Opens in a new windowRiverhouse Lodge
Sunriver Resort

Sunriver Resort

4 out of 5
17600 Center Drive Bend OR
The price is AU$306 per night from 19 Feb to 20 Feb
AU$306
19 Feb - 20 Feb
includes taxes & fees
With a stay at Sunriver Resort in Bend (Sunriver), you'll be steps from Sunriver Resort Golf Course and 3 minutes by foot from The Cove.
Opens in a new windowSunriver Resort
Campfire Hotel

Campfire Hotel

3 out of 5
721 NE 3rd Street Bend OR
Fully refundableReserve now, pay when you stay
In the heart of Bend, Campfire Hotel is within a 5-minute drive of Pilot Butte State Park and Tower Theater.
Opens in a new windowCampfire Hotel
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Best Western Bend North

Best Western Bend North

2.5 out of 5
20615 Grandview Dr Bend OR
Fully refundableReserve now, pay when you stay
The price is AU$134 per night from 17 Feb to 18 Feb
AU$134
17 Feb - 18 Feb
includes taxes & fees
With a stay at Best Western Bend North in Bend (Boyd Acres), you'll be within a 10-minute drive of Old Mill District and Hayden Homes Amphitheater.
Opens in a new windowBest Western Bend North
Don't see what you're looking for?
See all available properties in Central 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.