Crook County Holiday Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Our top choices for Crook County holiday rentals

Cabin in Terrebonne

Crooked River Ranch Cabins
3.0 star property
9.6 out of 10, Exceptional, (222 reviews)
"It was a beautiful room and very clean. I will definitely come to the cabins again!! Thank you for a great stay!! "
United States
Lindsay
The price is HK$729
HK$784 total
includes taxes & fees
17 Mar - 18 Mar
Crooked River Ranch Cabins
10.0 out of 10, Exceptional, (9 reviews)
"Super nice, clean home in a great spot for exploring John Day Fossil Beds. "
United States
Lori B.
The price is HK$1,409
HK$2,143 total
includes taxes & fees
31 Mar - 1 Apr
Clean, fully stocked home in Mitchell.
10.0 out of 10, Exceptional, (22 reviews)
"Very nice location and place! Host was very accommodating and helpful! Pet-friendly and comfortable! "
United States
Shawna S.
The price is HK$1,027
HK$2,865 total
includes taxes & fees
17 Mar - 18 Mar
Eagle Crest Desert Sky Retreat - HOT TUB, Dogs OK
10.0 out of 10, Exceptional, (11 reviews)
"Beautiful property!"
United States
Chris M.
The price is HK$762
HK$3,550 total
includes taxes & fees
17 Mar - 18 Mar
Eagle Crest Retreat | 6 Resort Passes Included
9.8 out of 10, Exceptional, (30 reviews)
"Clean, convenient, well equipped and nicely furnished."
United States
Robert B.
The price is HK$669
HK$2,182 total
includes taxes & fees
17 Mar - 18 Mar
Romantic Resort Home Private Jacuzzi + Plush Robes
9.8 out of 10, Exceptional, (39 reviews)
"Beautiful area we will stay again"
United States
Tonya
The price is HK$1,233
HK$3,148 total
includes taxes & fees
17 Mar - 18 Mar
Eagle Crest: Resort Amenities-Spa-9th Hole-Views!
9.2 out of 10, Wonderful, (127 reviews)
"Wonderful property. Highly recommend "
United States
Ron D.
The price is HK$1,233
HK$3,159 total
includes taxes & fees
17 Mar - 18 Mar
Remodeled cozy cabin on golf course with hot tub!
10.0 out of 10, Exceptional, (9 reviews)
"Amazing views were the best part, of course! Owners communicated with us well and we felt taken care of! We had a great stay! "
United States
Tonya
The price is HK$930
HK$2,013 total
includes taxes & fees
30 Mar - 31 Mar
Spectacular Smith Rock Views on Property - Quiet and Modern w/ King Beds
9.8 out of 10, Exceptional, (18 reviews)
"Very clean and spacious. Comfortable all around. Very convenient location and surprisingly quite. Would definitely stay again. "
United States
Mark
The price is HK$1,008
HK$2,255 total
includes taxes & fees
23 Mar - 24 Mar
Spacious downtown pad - billiards/ping pong/sauna
9.8 out of 10, Exceptional, (42 reviews)
"Always a great place to stay! "
United States
Laura A.
The price is HK$599
HK$2,301 total
includes taxes & fees
18 Mar - 19 Mar
Impeccable Guest House, New Furnishing, Near Downtown. EV Charger, Dog Friendly, Deck, Enclosed Yard
10.0 out of 10, Exceptional, (14 reviews)
"This place is just lovely - cute inside, great yard, many thoughtful touches. We’d definitely stay here again! "
United States
Austin Q.
The price is HK$1,022
HK$2,953 total
includes taxes & fees
17 Mar - 18 Mar
Cozy cabin just outside Sisters, pet friendly, great Mountain View’s, WiFi, & AC
9.8 out of 10, Exceptional, (17 reviews)
"Awesome and extremely peaceful stay.......thank you and cheers....."
United States
Sara T.
The price is HK$775
HK$1,726 total
includes taxes & fees
18 Mar - 19 Mar
Adorable Tiny Home │East Side Near Park │Extended Stays Welcome │ Private Home
10.0 out of 10, Exceptional, (26 reviews)
"Great home! Very spacious and in a beautiful neighborhood! We enjoyed our stay!"
United States
Erica R.
The price is HK$1,015
HK$2,397 total
includes taxes & fees
19 Mar - 20 Mar
Gather! A Welcoming Home - King Beds - Pool Table!

Apartment in Century West

Frosty Summit Condo at Mount Bachelor
3.5 star property
10.0 out of 10, Exceptional, (3 reviews)
"Great outdoor options nearby. Mountain bike trails really close. Very comfortable condo located in Bachelor resorts. Pretty view of forest off the balcony. "
United States
Robert
The price is HK$846
HK$2,325 total
includes taxes & fees
20 Mar - 21 Mar
Frosty Summit Condo at Mount Bachelor

Holiday Home in Redmond

Cozy Downtown Redmond Cottage
9.4 out of 10, Exceptional, (20 reviews)
"The home was clean and in a great location. "
United States
LesLee W.
The price is HK$916
HK$1,445 total
includes taxes & fees
31 Mar - 1 Apr
Cozy Downtown Redmond Cottage

Holiday Home in Deschutes River Woods

Cabin in the woods
9.0 out of 10, Wonderful, (6 reviews)
"Great"
United States
David G.
The price is HK$1,050
HK$1,810 total
includes taxes & fees
17 Mar - 18 Mar
Cabin in the woods

Holiday Home in River West

Bluebird Day - Ogden Getaway
9.8 out of 10, Exceptional, (19 reviews)
"Wonderful accommodations in a great location!"
United States
Caroline W.
The price is HK$708
HK$1,838 total
includes taxes & fees
18 Mar - 19 Mar
Bluebird Day - Ogden Getaway
10.0 out of 10, Exceptional, (417 reviews)
"Fantastic spot, wouldn’t change a thing. The house is super well equipped, close to town, quiet and comfortable. "
United States
Kristin W.
The price is HK$1,198
HK$2,432 total
includes taxes & fees
17 Mar - 18 Mar
Central Oregon Escape - Mountain Views - Hot Tub - AC and Fireplace
9.6 out of 10, Exceptional, (47 reviews)
"We needed a one night stay and this house was perfect. "
United States
Nancy B.
The price is HK$810
HK$2,308 total
includes taxes & fees
17 Mar - 18 Mar
King bed - Pet Friendly - Jameson's Place
10.0 out of 10, Exceptional, (21 reviews)
"Great place. Love the location. "
United States
Julie C.
Eagle Crest Retreat, HOT TUB, Dogs OK, EV Charger
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Crook County Hotel Reviews