Book Holiday Homes in Central Oregon

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Featured Holiday Homes in Central Oregon

Sequoia 14 - Cabin, Pellet Stove, A/C, Hot Tub, SHARC

Sequoia 14 - Cabin, Pellet Stove, A/C, Hot Tub, SHARC

Sunriver OR
With a stay at this vacation home in Bend (Sunriver), you'll be within a 5-minute drive of The Village and Sage Springs Club & Spa.
Opens in a new windowSequoia 14 - Cabin, Pellet Stove, A/C, Hot Tub, SHARC
NW Hartford | 3 Bed, 1 Bath

NW Hartford | 3 Bed, 1 Bath

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 windowNW Hartford | 3 Bed, 1 Bath
Presidio Place - Relaxing Retreat, Hot Tub, Views, AC

Presidio Place - Relaxing Retreat, Hot Tub, Views, AC

Redmond OR
When you stay at this vacation home in Redmond, you'll be within a 10-minute drive of Deschutes River and Eagle Ridge Sports Center and Spa.
Opens in a new windowPresidio Place - Relaxing Retreat, Hot Tub, Views, AC
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HotTub, Near Old Bend & Downtown | Aerie 2BDR King

HotTub, Near Old Bend & Downtown | Aerie 2BDR King

Bend OR
With a stay at this vacation home in Bend (Summit West), you'll be within a 10-minute drive of Hayden Homes Amphitheater and Old Mill District.
Opens in a new windowHotTub, Near Old Bend & Downtown | Aerie 2BDR King
Your Own Sunriver Lodge on the Edge of the Forest - A/C -10 SHARC Passes!!

Your Own Sunriver Lodge on the Edge of the Forest - A/C -10 SHARC Passes!!

Sunriver OR
With a stay at this vacation home in Bend (Sunriver), you'll be within a 5-minute drive of Deschutes River and Fort Rock Park.
Opens in a new windowYour Own Sunriver Lodge on the Edge of the Forest - A/C -10 SHARC Passes!!
5-bdrm Mtn Modern Home in Tetherow Resort 18 min to Mt Bachelor 7 min to DT Bend

5-bdrm Mtn Modern Home in Tetherow Resort 18 min to Mt Bachelor 7 min to DT Bend

Bend OR
With a stay at this vacation home in Bend, you'll be within a 10-minute drive of Old Mill District and Hayden Homes Amphitheater.
Opens in a new window5-bdrm Mtn Modern Home in Tetherow Resort 18 min to Mt Bachelor 7 min to DT Bend
 Walk To Downtown & The Last Blockbuster from recently renovated home. 3 Bed/2ba

Walk To Downtown & The Last Blockbuster from recently renovated home. 3 Bed/2ba

Bend OR
The price is AU$442 per night from 19 May to 20 May
AU$442
19 May - 20 May
includes taxes & fees
With a stay at this vacation home, you'll be centrally located in Bend, within a 10-minute drive of Old Mill District and Hayden Homes Amphitheater.
Opens in a new window Walk To Downtown & The Last Blockbuster from recently renovated home. 3 Bed/2ba
Old Mill Magic - Hot Tub, A/C, Modern & Updated, Nestled Between Old Mill & Downtown

Old Mill Magic - Hot Tub, A/C, Modern & Updated, Nestled Between Old Mill & Downtown

Bend OR
With a stay at this vacation home, you'll be centrally located in Bend, within a 5-minute drive of Old Mill District and Hayden Homes Amphitheater.
Opens in a new windowOld Mill Magic - Hot Tub, A/C, Modern & Updated, Nestled Between Old Mill & Downtown
Quail Covey - Hot Tub, AC, Beautiful, Fully Fenced Yard, Close to Everything!

Quail Covey - Hot Tub, AC, Beautiful, Fully Fenced Yard, Close to Everything!

Bend OR
With a stay at this vacation home in Bend (Southwest Bend), you'll be a 4-minute drive from Old Mill District and 6 minutes from Hayden Homes Amphitheater.
Opens in a new windowQuail Covey - Hot Tub, AC, Beautiful, Fully Fenced Yard, Close to Everything!
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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
1237 Holiday Homes
Lowest Price
AU$109
Highest Price
AU$442
Popular accommodation
Sequoia 14 - Cabin, Pellet Stove, A/C, Hot Tub, SHARC, NW Hartford | 3 Bed, 1 Bath, Presidio Place - Relaxing Retreat, Hot Tub, Views, AC, HotTub, Near Old Bend & Downtown | Aerie 2BDR King, Your Own Sunriver Lodge on the Edge of the Forest - A/C -10 SHARC Passes!!, 5-bdrm Mtn Modern Home in Tetherow Resort 18 min to Mt Bachelor 7 min to DT Bend, Walk To Downtown & The Last Blockbuster from recently renovated home. 3 Bed/2ba, Old Mill Magic - Hot Tub, A/C, Modern & Updated, Nestled Between Old Mill & Downtown, Quail Covey - Hot Tub, AC, Beautiful, Fully Fenced Yard, Close to Everything!

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$238 per night from 31 May to 1 June
AU$238
31 May - 1 June
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
Bend Inn & Suites

Bend Inn & Suites

2 out of 5
437 NE 3rd St. Bend OR
Fully refundableReserve now, pay when you stay
The price is AU$109 per night from 16 May to 17 May
AU$109
16 May - 17 May
includes taxes & fees
With a stay at Bend Inn & Suites in Bend (Larkspur), you'll be within a 5-minute drive of Old Mill District and Hayden Homes Amphitheater.
Opens in a new windowBend Inn & Suites
Campfire Hotel

Campfire Hotel

3 out of 5
721 NE 3rd Street Bend OR
Fully refundableReserve now, pay when you stay
The price is AU$196 per night from 17 May to 18 May
AU$196
17 May - 18 May
includes taxes & fees
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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La Quinta Inn by Wyndham Bend

La Quinta Inn by Wyndham Bend

3 out of 5
61200 S Highway 97 Bend OR
Fully refundableReserve now, pay when you stay
The price is AU$137 per night from 17 May to 18 May
AU$137
17 May - 18 May
includes taxes & fees
With a stay at La Quinta Inn by Wyndham Bend in Bend (Old Farm District), you'll be a 4-minute drive from Old Mill District and 6 minutes from Hayden Homes ...
Opens in a new windowLa Quinta Inn by Wyndham Bend
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.

Top Picks

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^Subject to availability and chosen travel dates.