Book Holiday Homes in Prineville

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Featured Holiday Homes in Prineville

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 Old Mill District and Drake Park.
Opens in a new windowNW Hartford | 3 Bed, 1 Bath
NW Hawthorne | 2 Bed, 1 Bath

NW Hawthorne | 2 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 Old Mill District and Downtown Bend Business Association.
Opens in a new windowNW Hawthorne | 2 Bed, 1 Bath
NW McCann | 2 Bed, 1 Bath

NW McCann | 2 Bed, 1 Bath

Bend OR
A stay at this vacation home places you in the heart of Bend, within a 15-minute walk of Old Mill District and Deschutes River.
Opens in a new windowNW McCann | 2 Bed, 1 Bath
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Sensational Designer's Townhouse in the heart of Eagle Crest.

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

Redmond OR
Located in Redmond, this vacation home is within a 10-minute drive of Deschutes River and Eagle Ridge Sports Center and Spa.
Opens in a new windowSensational Designer's Townhouse in the heart of Eagle Crest.
NW Trenton Treehouse | River West | Pet (dog) Friendly

NW Trenton Treehouse | River West | Pet (dog) Friendly

Bend OR
With a stay at this vacation home, you'll be centrally located in Bend, within a 10-minute drive of Old Mill District and Central Oregon Community College.
Opens in a new windowNW Trenton Treehouse | River West | Pet (dog) Friendly
Walk to downtown and Amphitheater

Walk to downtown and Amphitheater

Bend OR
The price is AU$347 per night from 2 Apr to 3 Apr
AU$347
2 Apr - 3 Apr
includes taxes & fees
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.
Opens in a new windowWalk to downtown and Amphitheater
Georgia Cottage Lindy | Old Bend pet (dog) friendly walk everywhere!

Georgia Cottage Lindy | Old Bend pet (dog) friendly walk everywhere!

Bend OR
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.
Opens in a new windowGeorgia Cottage Lindy | Old Bend pet (dog) friendly walk everywhere!
Historic Belle Millhouse in Bend, OR.  Walk to Downtown.vrbo

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

Bend OR
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.
Opens in a new windowHistoric Belle Millhouse in Bend, OR. Walk to Downtown.vrbo
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 21.9 mi (35.3 km) from Old Mill District and 14.4 mi (23.2 km) from Pronghorn ...
Opens in a new windowExquisite Luxury Home with Panoramic Mountain Views & First-Class Amenities
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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
1070 Holiday Homes
Lowest Price
AU$96
Highest Price
AU$347
Popular accommodation
NW Hartford | 3 Bed, 1 Bath, NW Hawthorne | 2 Bed, 1 Bath, NW McCann | 2 Bed, 1 Bath, Sensational Designer's Townhouse in the heart of Eagle Crest. , NW Trenton Treehouse | River West | Pet (dog) Friendly, Walk to downtown and Amphitheater, Georgia Cottage Lindy | Old Bend pet (dog) friendly walk everywhere!, Historic Belle Millhouse in Bend, OR. Walk to Downtown.vrbo, Exquisite Luxury Home with Panoramic Mountain Views & First-Class Amenities

Top trending hotels in Prineville

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$196 per night from 31 Mar to 1 Apr
AU$196
31 Mar - 1 Apr
includes taxes & fees
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 ...
Opens in a new windowCountry Inn & Suites by Radisson, Prineville, OR
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$197 per night from 31 Mar to 1 Apr
AU$197
31 Mar - 1 Apr
includes taxes & fees
Located in Prineville, Best Western Prineville Inn is within a 5-minute drive of Ochoco Creek Park and A.R. Bowman Museum.
Opens in a new windowBest Western Prineville Inn
High Desert Inn

High Desert Inn

2 out of 5
123 NE 3rd Street Prineville OR
Fully refundableReserve now, pay when you stay
The price is AU$96 per night from 31 Mar to 1 Apr
AU$96
31 Mar - 1 Apr
includes taxes & fees
With a stay at High Desert Inn in Prineville, you'll be 18.7 mi (30.1 km) from Smith Rock State Park and 20.4 mi (32.8 km) from Deschutes County Fairgrounds ...
Opens in a new windowHigh Desert Inn
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Central Oregon Getaway! Incredible Lake and Mountain views! Dark Sky Area!

Central Oregon Getaway! Incredible Lake and Mountain views! Dark Sky Area!

Prineville OR
Located in Prineville, this cabin is in a rural location, a 1-minute drive from Crooked River and 9 minutes from Prineville Reservoir State Park.
Opens in a new windowCentral Oregon Getaway! Incredible Lake and Mountain views! Dark Sky Area!
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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.