Vacation rentals in Crook County

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Top-rated vacation rentals in Crook County

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

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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.

$55 per night

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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.

$110 per night

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Guest suite in Powell Butte

Panoramic Mountain View Oasis

Your high desert sanctuary awaits. Enjoy breathtaking panoramic mountain views from your second floor apartment, stargaze in the hot tub, cozy up outside by the wood-burning fireplace, and so much more! Only 2 miles from Brasada Ranch, convenient for weddings and events. Close to world-famous Smith Rock, centrally located between Bend, Redmond, and Prineville for a myriad of outdoor activities. Forget your worries in this serene and peaceful place!

$171 per night