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.
Opens in a new windowSensational Designer's Townhouse in the heart of Eagle Crest.
Gym,Theatre Room, HotTub, Sauna, outdoor Pizza oven,grills,Walk to Old Mill

Gym,Theatre Room, HotTub, Sauna, outdoor Pizza oven,grills,Walk to Old Mill

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 Hayden Homes Amphitheater.
Opens in a new windowGym,Theatre Room, HotTub, Sauna, outdoor Pizza oven,grills,Walk to Old Mill
Central Location w/Private Hot Tub, Fenced Yard, AC

Central Location w/Private Hot Tub, Fenced Yard, AC

Bend
With a stay at this vacation home in Bend (Southeast Bend), you'll be within a 10-minute drive of Old Mill District and Hayden Homes Amphitheater.
Opens in a new windowCentral Location w/Private Hot Tub, Fenced Yard, AC
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Charming dog-friendly retreat near skiing/golf with views & fireplace

Charming dog-friendly retreat near skiing/golf with views & fireplace

Bend
With a stay at this vacation home in Bend (Century West), you'll be a 5-minute drive from Hayden Homes Amphitheater and 5 minutes from Old Mill District.
Opens in a new windowCharming dog-friendly retreat near skiing/golf with views & fireplace
Tetherow Executive Retreat, Private Hot Tub, Modern

Tetherow Executive Retreat, Private Hot Tub, Modern

Bend
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 windowTetherow Executive Retreat, Private Hot Tub, Modern
Luxury Eagle Crest Golf Retreat on Fairway - 3 King Suites, Hot Tub, Scenic Deck

Luxury Eagle Crest Golf Retreat on Fairway - 3 King Suites, Hot Tub, Scenic Deck

Redmond
When you stay at this vacation home in Redmond, you'll be next to a golf course, within a 5-minute drive of Eagle Ridge Sports Center and Spa and Eagle Crest ...
Opens in a new windowLuxury Eagle Crest Golf Retreat on Fairway - 3 King Suites, Hot Tub, Scenic Deck
Hot Tub, Updated, Outdoor Spaces, Steps to Old Mill and River

Hot Tub, Updated, Outdoor Spaces, Steps to Old Mill and River

Bend
With a stay at this vacation home in Bend (Southern Crossing), you'll be within a 15-minute walk of Hayden Homes Amphitheater and Deschutes River.
Opens in a new windowHot Tub, Updated, Outdoor Spaces, Steps to Old Mill and River
Bluebird Day - Kingfisher Bungalow

Bluebird Day - Kingfisher Bungalow

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 Hayden Homes Amphitheater.
Opens in a new windowBluebird Day - Kingfisher Bungalow
Cozy Downtown Redmond Cottage

Cozy Downtown Redmond Cottage

Redmond
The price is AU$274 per night from 8 Dec to 9 Dec
AU$274
8 Dec - 9 Dec
includes taxes & fees
Located in Redmond, this vacation home is within a 5-minute drive of Weigand Family Dog Park and Redmond Lockers and Custom Meats.
Opens in a new windowCozy Downtown Redmond Cottage
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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
1074 Holiday Homes
Lowest Price
AU$91
Highest Price
AU$274
Popular accommodation
Sensational Designer's Townhouse in the heart of Eagle Crest. , Gym,Theatre Room, HotTub, Sauna, outdoor Pizza oven,grills,Walk to Old Mill, Central Location w/Private Hot Tub, Fenced Yard, AC, Charming dog-friendly retreat near skiing/golf with views & fireplace, Tetherow Executive Retreat, Private Hot Tub, Modern, Luxury Eagle Crest Golf Retreat on Fairway - 3 King Suites, Hot Tub, Scenic Deck, Hot Tub, Updated, Outdoor Spaces, Steps to Old Mill and River, Bluebird Day - Kingfisher Bungalow, Cozy Downtown Redmond Cottage

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$152 per night from 13 Nov to 14 Nov
AU$152
13 Nov - 14 Nov
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
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$192 per night from 18 Nov to 19 Nov
AU$192
18 Nov - 19 Nov
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
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$91 per night from 7 Dec to 8 Dec
AU$91
7 Dec - 8 Dec
includes taxes & fees
With a stay at High Desert Inn in Prineville, you'll be 20.3 mi (32.7 km) from Deschutes County Fairgrounds Expo Center and 23.1 mi (37.1 km) from Smith Rock ...
Opens in a new windowHigh Desert Inn
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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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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.