Book Holiday Homes in Prineville

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Featured Holiday Homes in Prineville

Sensational Designer's Townhouse in the heart of Eagle Crest.

Sensational Designer's Townhouse in the heart of Eagle Crest.

Redmond
Located in Redmond, this vacation home is within a 10-minute drive of Deschutes River and Eagle Ridge Sports Center and Spa.
Sensational Designer's Townhouse in the heart of Eagle Crest.
Bluebird Day - Kokanee Cottage

Bluebird Day - Kokanee Cottage

Bend
With a stay at this vacation home, you'll be centrally located in Bend, within a 5-minute drive of Old Mill District and Deschutes River.
Bluebird Day - Kokanee Cottage
Hot tub, Steps to Old Mill, Close to Downtown, Fireplace, AC, Pet Friendly

Hot tub, Steps to Old Mill, Close to Downtown, Fireplace, AC, Pet Friendly

Bend
With a stay at this vacation home in Bend (Southern Crossing), you'll be within a 5-minute drive of Old Mill District and Deschutes River.
Hot tub, Steps to Old Mill, Close to Downtown, Fireplace, AC, Pet Friendly
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Historic Belle Millhouse in Bend, OR.  Walk to Downtown.vrbo

Historic Belle Millhouse in Bend, OR. Walk to Downtown.vrbo

Bend
A stay at this vacation home places you in the heart of Bend, within a 15-minute walk of Old Mill District and Des Chutes Historical Museum.
Historic Belle Millhouse in Bend, OR. Walk to Downtown.vrbo
Ultimate River House-20 mins to Bachelor. Old Mill, Restaurants, Fireplace, Heated Deck

Ultimate River House-20 mins to Bachelor. Old Mill, Restaurants, Fireplace, Heated Deck

Bend
A stay at this vacation home places you in the heart of Bend, within a 10-minute walk of Old Mill District and Deschutes River.
Ultimate River House-20 mins to Bachelor. Old Mill, Restaurants, Fireplace, Heated Deck
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
With a stay at this vacation home, you'll be centrally located in Bend, within a 5-minute drive of Old Mill District and Deschutes River.
Amazing West Side - 2 King Suites - Walk Everywhere 8 Person Hot Tub
3Bed/2 Bath, Pet friendly, Fully Fenced Backyard, Near Old Mill District!

3Bed/2 Bath, Pet friendly, Fully Fenced Backyard, Near Old Mill District!

Bend
With a stay at this vacation home in Bend (Old Farm District), you'll be within a 5-minute drive of Old Mill District and Bend Factory Stores.
3Bed/2 Bath, Pet friendly, Fully Fenced Backyard, Near Old Mill District!
Central Oregon Escape - Mountain Views - Hot Tub - AC and Fireplace

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

Terrebonne
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.
Central Oregon Escape - Mountain Views - Hot Tub - AC and Fireplace
Bluebird Day - Smokestack River House

Bluebird Day - Smokestack River House

Bend
A stay at this vacation home places you in the heart of Bend, within a 10-minute walk of Old Mill District and Deschutes River.
Bluebird Day - Smokestack River House
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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.

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

Holiday houses in Prineville 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 Prineville 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 Prineville adventures, obvs.

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

Prineville Holiday Homes essential information

Accommodation
894 Holiday Homes
Lowest Price
AU$139
Highest Price
AU$193
Popular accommodation
Sensational Designer's Townhouse in the heart of Eagle Crest. , Bluebird Day - Kokanee Cottage, Hot tub, Steps to Old Mill, Close to Downtown, Fireplace, AC, Pet Friendly, Historic Belle Millhouse in Bend, OR. Walk to Downtown.vrbo, Ultimate River House-20 mins to Bachelor. Old Mill, Restaurants, Fireplace, Heated Deck, Amazing West Side - 2 King Suites - Walk Everywhere 8 Person Hot Tub, 3Bed/2 Bath, Pet friendly, Fully Fenced Backyard, Near Old Mill District!, Central Oregon Escape - Mountain Views - Hot Tub - AC and Fireplace, Bluebird Day - Smokestack River House

Top trending hotels in Prineville

Best Western Prineville Inn

Best Western Prineville Inn

2.5 out of 5
1475 NE 3rd Street, Prineville, OR
Fully refundableReserve now, pay when you stay
The price is AU$190 per night from 26 Feb to 27 Feb
AU$190
includes taxes & fees
26 Feb - 27 Feb
Located in Prineville, Best Western Prineville Inn is within a 5-minute drive of Ochoco Creek Park and A.R. Bowman Museum.
Best Western Prineville Inn
Country Inn & Suites by Radisson, Prineville, OR

Country Inn & Suites by Radisson, Prineville, OR

2.5 out of 5
1773 NE Third Street, Prineville, OR
Fully refundable
The price is AU$179 per night from 23 Mar to 24 Mar
AU$179
includes taxes & fees
23 Mar - 24 Mar
When you stay at Country Inn & Suites by Radisson, Prineville, OR in Prineville, you'll be in the business district, within a 5-minute drive of Ochoco Creek ...
Country Inn & Suites by Radisson, Prineville, OR
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$193 per night from 25 Mar to 26 Mar
AU$193
includes taxes & fees
25 Mar - 26 Mar
In the heart of Bend, Riverhouse Lodge is within a 5-minute drive of Blockbuster and River's Edge Golf Course.
Riverhouse Lodge
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La Quinta Inn by Wyndham Bend

La Quinta Inn by Wyndham Bend

2.5 out of 5
61200 S Highway 97, Bend, OR
Fully refundableReserve now, pay when you stay
The price is AU$139 per night from 24 Mar to 25 Mar
AU$139
includes taxes & fees
24 Mar - 25 Mar
With a stay at La Quinta Inn by Wyndham Bend in Bend (Old Farm District), you'll be within a 5-minute drive of Old Mill District and Bend Factory Stores.
La Quinta Inn by Wyndham Bend
Don't see what you're looking for?
See all available properties in Prineville
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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.

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^Subject to availability and chosen travel dates.