A snow-covered river with a waterfall surrounded by rocky cliffs and evergreen trees.

Holiday Rentals in Crook County

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Our top choices for Crook County holiday rentals

Smart TV, fireplace, offices, computer monitors

Peaceful Brasada Oasis | Hot Tub & Views

Peaceful Brasada Oasis | Hot Tub & Views
Powell Butte
10.0 out of 10, Exceptional, (1 review)
The price is €627
includes taxes & fees
14 Jul - 15 Jul
Peaceful Brasada Oasis | Hot Tub & Views
Exterior

Crooked River Ranch Cabins

Crooked River Ranch Cabins
3.0 star property
Terrebonne
9.6 out of 10, Exceptional, (269 reviews)
"Nice location, very convenient to the resort. Comfortable bed and quiet. Few details that could improve experience like making sure body wash container is refilled as it was empty."
United States
Steve
The price is €111
includes taxes & fees
7 Jul - 8 Jul
Crooked River Ranch Cabins
Interior

Clean, fully stocked home in Mitchell.

Clean, fully stocked home in Mitchell.
Mitchell
9.8 out of 10, Exceptional, (19 reviews)
"Super nice, clean home in a great spot for exploring John Day Fossil Beds. "
United States
Lori B.
The price is €266
includes taxes & fees
21 Jul - 22 Jul
Clean, fully stocked home in Mitchell.
Interior

Spectacular Smith Rock Views on 5 Acres - Quiet and Modern w/ King Beds

Spectacular Smith Rock Views on 5 Acres - Quiet and Modern w/ King Beds
Terrebonne
10.0 out of 10, Exceptional, (13 reviews)
"We had an amazing stay. This property was a dream. Location, views, comfort, style, everything we could want was provided. The views fom both the patio and the lookout deck were fantastic. We will return!"
United States
Kristine
The price is €237
includes taxes & fees
7 Jul - 8 Jul
Spectacular Smith Rock Views on 5 Acres - Quiet and Modern w/ King Beds
Exterior detail

Convenient & Cozy Cottage On Newport Near River, Downtown & Drake Park

Convenient & Cozy Cottage On Newport Near River, Downtown & Drake Park
River West
9.8 out of 10, Exceptional, (142 reviews)
"Great location to downtown Bend. "
United States
Kristie R.
The price is €195
includes taxes & fees
15 Jul - 16 Jul
Convenient & Cozy Cottage On Newport Near River, Downtown & Drake Park
TV, fireplace, DVD player

Serene & Secluded Eagle Crest Chalet

Serene & Secluded Eagle Crest Chalet
Redmond
The price is €463
includes taxes & fees
6 Jul - 7 Jul
Serene & Secluded Eagle Crest Chalet
Terrace/patio

Historic Drake Cottage! Across from Mirror Pond. Heart of Bend, Walk to Downtown, Shops/Dining

Historic Drake Cottage! Across from Mirror Pond. Heart of Bend, Walk to Downtown, Shops/Dining
Old Bend
9.8 out of 10, Exceptional, (131 reviews)
"Perfect location and great space! "
United States
Claire K.
The price is €276
includes taxes & fees
6 Jul - 7 Jul
Historic Drake Cottage! Across from Mirror Pond. Heart of Bend, Walk to Downtown, Shops/Dining
Exterior

Eagle Crest Desert Sky Retreat - HOT TUB, Dogs OK

Eagle Crest Desert Sky Retreat - HOT TUB, Dogs OK
Redmond
10.0 out of 10, Exceptional, (25 reviews)
"Very nice location and place! Host was very accommodating and helpful! Pet-friendly and comfortable! "
United States
Shawna S.
The price is €361
includes taxes & fees
6 Jul - 7 Jul
Eagle Crest Desert Sky Retreat - HOT TUB, Dogs OK
Seasonal outdoor pool, pool umbrellas, pool loungers

Alpine Studio at Mount Bachelor

Alpine Studio at Mount Bachelor
3.0 star property
Century West
6.8 out of 10, (8 reviews)
"This stay was great location and nice neighborhood"
United States
Micheala
Alpine Studio at Mount Bachelor
Exterior detail

Walk to downtown and amphitheater

Walk to downtown and amphitheater
River West
9.6 out of 10, Exceptional, (41 reviews)
"The Drake Club was great! Really nice little cottage that is well decorated and includes a great kitchen and bathroom. The location is excellent as you are a short walk/bike ride to everything Bend has to offer. The Drake Club is a great little spot in Bend and I would highly recommend it to anyone considering a stay in Bend!"
United States
Brian S.
The price is €239
includes taxes & fees
12 Jul - 13 Jul
Walk to downtown and amphitheater
Smart TV, fireplace, books

Cozy cabin just outside Sisters, pet friendly, great Mountain View’s, WiFi, & AC

Cozy cabin just outside Sisters, pet friendly, great Mountain View’s, WiFi, & AC
Plainview
10.0 out of 10, Exceptional, (15 reviews)
"Everything was amazing in this little cabin. The decor, the location, the amenities, the little personal touches she adds for each guest. I can’t say enough good things about this place. "
United States
Hannah P.
The price is €339
includes taxes & fees
27 Jul - 28 Jul
Cozy cabin just outside Sisters, pet friendly, great Mountain View’s, WiFi, & AC
Indoor pool, a heated pool

Newly Remodeled Top-floor Condo near Downtown Bend

Newly Remodeled Top-floor Condo near Downtown Bend
River West
9.2 out of 10, Wonderful, (30 reviews)
"Perfect location with a gorgeous view of the river from the deck. My dog loved Pioneer Park right next-door."
United States
Brenda D.
Newly Remodeled Top-floor Condo near Downtown Bend
A wooden interior with a high ceiling and a view of a green landscape through large windows.

Remodeled cozy cabin on golf course with hot tub!

Remodeled cozy cabin on golf course with hot tub!
Redmond
9.2 out of 10, Wonderful, (134 reviews)
"House was immaculately clean, roomy and perfectly functional for our family of 4 adults. We didn't cook or use the TVs but kitchen looked well stocked."
United States
Joel
The price is €408
includes taxes & fees
7 Jul - 8 Jul
Remodeled cozy cabin on golf course with hot tub!
Exterior

Eagle Crest Retreat | 6 Resort Passes Included

Eagle Crest Retreat | 6 Resort Passes Included
Redmond
10.0 out of 10, Exceptional, (16 reviews)
"We loved our stay at the Highland House. We will definitely stay here again. The Home was super clean and we loved the family room with all those amazing windows!! "
United States
allison g.
The price is €561
includes taxes & fees
3 Aug - 4 Aug
Eagle Crest Retreat | 6 Resort Passes Included
House (3 Bedrooms) | Interior

Charming Bend Home w/ Porch & Yard: Great Location

Charming Bend Home w/ Porch & Yard: Great Location
3.0 star property
Southwest Bend
The price is €374
includes taxes & fees
8 Jul - 9 Jul
Charming Bend Home w/ Porch & Yard: Great Location
Smart TV, fireplace, DVD player

Hillside Haven: Tranquil NW Studio Near the River

Hillside Haven: Tranquil NW Studio Near the River
River West
10.0 out of 10, Exceptional, (25 reviews)
"This was a very clean place to stay with everything I needed. It was very comfortable and at a reasonable price. Would definately stay here again next time in Bend"
United States
Brian H.
Hillside Haven: Tranquil NW Studio Near the River
Golf

Eagle Crest Retreat, HOT TUB, Dogs OK, EV Charger

Eagle Crest Retreat, HOT TUB, Dogs OK, EV Charger
Redmond
10.0 out of 10, Exceptional, (22 reviews)
"Great, cute property, tons of amenities near by and super cozy!"
United States
Alec C.
Eagle Crest Retreat, HOT TUB, Dogs OK, EV Charger
Exterior detail

Cozy Downtown Redmond Cottage

Cozy Downtown Redmond Cottage
Redmond
9.6 out of 10, Exceptional, (25 reviews)
"House was very clean and nice, felt like home. Great location and the host was very attentive and professional. "
United States
Nicholas W.
The price is €255
includes taxes & fees
13 Jul - 14 Jul
Cozy Downtown Redmond Cottage
Interior

Riverfront Condo w/ Pool and Hot Tub Access

Riverfront Condo w/ Pool and Hot Tub Access
River West
9.6 out of 10, Exceptional, (7 reviews)
"When visiting Bend we always stay in this complex . Best views of the river, easy access to river walk trail. This condo was very clean, comfortable, and easy check in. "
United States
Anonymous traveller
Riverfront Condo w/ Pool and Hot Tub Access
Fridge, microwave, oven, stovetop

King bed - Pet Friendly - Jameson's Place

King bed - Pet Friendly - Jameson's Place
Larkspur
9.8 out of 10, Exceptional, (51 reviews)
"Thank you for the great stay. It was a lovely place and made our work trip much more tolerable!"
United States
Tyler C.
King bed - Pet Friendly - Jameson's Place
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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Top Crook County Hotel Reviews

Campfire Hotel

Campfire Hotel

10/10 Excellent
"Campfire is the bomb. Amazing spot."
peter 1-night trip
Posted 2 hours ago
Campfire Hotel

Find out more about Crook County

Holiday Homes in Crook County

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