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Prineville vacation rentals

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Top-rated vacation rentals in Prineville

Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.

Guesthouse in Prineville
The Biscuit Den, a unique 1 bdrm Attic Apt Retreat
The space is close to everything!Centrally located in the ❤️ of Prineville w/easy access to the Ochoco Mountains and Prineville Reservoir. Local hikes are a 2 min drive. Bend is about a 45 min drive. Smith Rock State Park is a scenic 20 min drive. Mtn bike trails in the Ochoco’s are 20-40 mins out. Converted attic space. Low clearance in some areas of the apartment. Curated breakfast items and snacks included (dietary preferences/needs accommodated) & laundry service available upon request.
$51 per night
Loft in Prineville
Gateway to Painted Hills! Downtown Prineville Loft
Completely renovated historic building in downtown Prineville. Walk to everything. Light filled, loft-style apartment featuring modern decor & furnishings. Great home base for your trip to Central Oregon. The Painted Hills are just less than an hour drive. Smith Rock is 25mins away. Designated bike storage available inside the loft. NOTE: The loft is on the 2nd floor of a walk-up building. There are approx. 25 steps leading up to the apartment and there is no elevator in the building.
$98 per night
Home in Prineville
Peaceful Central Oregon Retreat #2933
Peaceful and spacious getaway on the edge of town. Plenty of parking for your trailer, garage, spacious deck with patio table, BBQ, farmland views & games to enjoy. Cozy 2 bedrooms, 1.5 Bath with Queen beds and lovely linens, full kitchen, laundry and open living/dining rooms. Comfort and enjoyment is waiting for you! Short and long term stays available. Crooked River, Smith Rock, the Painted Hills, Bend, Redmond and Prineville all nearby. Great location for all Central Oregon fun!
$91 per night

Stay near Prineville's top sights

Photo of Club Pioneer
Club Pioneer17 locals recommend
Photo of Tastee Treet
Tastee Treet5 locals recommend
Photo of Dillon's Grill
Dillon's Grill15 locals recommend
Photo of Ochoco Creek Park
Ochoco Creek Park5 locals recommend
Photo of Crossroads BBQ Pit & Pub
Crossroads BBQ Pit & Pub3 locals recommend
Photo of The Sandwich Factory
The Sandwich Factory5 locals recommend

Prineville cabin rentals

Cabin in Prineville
Incredible Cabin Overlooking Lake
$264 per night
Cabin in Powell Butte
Brasada Ranch - Renovated - New Hot Tub - Gas Fire
$174 per night
Cabin in Powell Butte
2 Kings + Twin, New Hot Tub, SmartTvs, Fire Table
$224 per night
Cabin in Powell Butte
Brasada Ranch High Desert Luxury Cabin
$145 per night
Cabin in Redmond
Eagle Crest Retreat w/ Great WiFi & Resort Access!
$119 per night
Cabin in Terrebonne
Mountain View Cabin near Smith Rock - Pet-Friendly
$235 per night
Cabin in Powell Butte
O’Malley Cabin At Brasada Ranch
$280 per night
Cabin in Redmond
Hot Tub, Golf Course View, Cabin on the 17th green
$117 per night
Cabin in Crooked River Ranch
Classic Cozy Cabin with Awe-inspiring Views
$95 per night
Cabin in Eagle Crest
Bright Cabin with Shared Pool, Hot Tub & Resort Amenities
$176 per night
Cabin in Powell Butte
Brasada Ranch 2 Master BD/2.5B / Views / Hot Tub
$199 per night
Cabin in Terrebonne
Steelhead Falls Log Cabin
$304 per night
  1. Airbnb
  2. United States
  3. Oregon
  4. Crook County
  5. Prineville