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Crook County Vacation Rentals
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Our top choices for Crook County holiday rentals
Cabin in Terrebonne
Crooked River Ranch Cabins9.6 out of 10, Exceptional, (209)
"Everything was perfect!"
Micky
The price is RM339
RM364 total
includes taxes & fees
6 Jan - 7 Jan 2026
Aparthotel in River West
Wall Street Suites9.8 out of 10, Exceptional, (283)
"Loved this place!!!!"
Lisa
Cottage in Redmond
Eagle Crest Retreat w/ Great Wifi & Resort Access!10.0 out of 10, Exceptional, (1)
"Perfect place to stay with excellent communication about our stay. Great resort facilities with exercise equipment, swimming pools, indoor pickleball courts and tennis courts."
susan
The price is RM470
RM1,694 total
includes taxes & fees
4 Jan - 5 Jan 2026
Apartment in Summit West
The Aerie Suites by AvantStay – Modern Comfort with Mountain Views10.0 out of 10, Exceptional, (3)
"The Quilty of the condo. Beds were very comfortable. "
Steve
The price is RM684
RM1,897 total
includes taxes & fees
4 Jan - 5 Jan 2026
Cottage in Summit West
1115 Aerie Buyout 2 Units, Near Downtown Hot Tub + Mountain ViewThe price is RM1,777
RM4,111 total
includes taxes & fees
20 Jan - 21 Jan 2026
Apartment in River West
Rooftop Deck Walk to River Downtown Fire pitThe price is RM700
RM1,597 total
includes taxes & fees
4 Jan - 5 Jan 2026
Cottage in Redmond
Family-friendly Redmond Getaway: Walk to DtwnThe price is RM741
RM1,927 total
includes taxes & fees
2 Jan - 3 Jan 2026
Cottage in Summit West
2 Units Minutes to Old Bend Deck + Hot Tub 1216 Skyline Ranch by AvantstayThe price is RM1,862
RM4,236 total
includes taxes & fees
4 Jan - 5 Jan 2026
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.
Top Crook County Hotel Reviews
Country Inn & Suites by Radisson, Prineville, OR
10/10 Excellent
Find out more about Crook County
Holiday Apartments in Crook County
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