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

Terrace/patio

1. 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 €614
includes taxes & fees
1 Sept - 2 Sept
Peaceful Brasada Oasis | Hot Tub & Views
Outdoor spa tub

2. Home on 7 Acres w BBQ, Hot Tub

Home on 7 Acres w BBQ, Hot Tub
Powell Butte
Home on 7 Acres w BBQ, Hot Tub
Exterior

3. Crooked River Ranch Cabins

Crooked River Ranch Cabins
3.0 star property
Terrebonne
9.6 out of 10, Exceptional, (307 reviews)
"Loved our one night stay. Rustic with impressive scenery"
United States
Ralph
The price is €100
includes taxes & fees
14 Sept - 15 Sept
Crooked River Ranch Cabins
Interior

4. Arch Building Lofts - Unit 6

Arch Building Lofts - Unit 6
Redmond
9.2 out of 10, Wonderful, (23 reviews)
"Great place to stay! "
United States
Chuck G.
Arch Building Lofts - Unit 6
Exterior detail

5. Cozy Downtown Redmond Cottage

Cozy Downtown Redmond Cottage
Redmond
9.6 out of 10, Exceptional, (26 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 €260
includes taxes & fees
26 Aug - 27 Aug
Cozy Downtown Redmond Cottage
Interior

6. Downtown Hub - Dog Friendly

Downtown Hub - Dog Friendly
Redmond
10.0 out of 10, Exceptional, (65 reviews)
"Great house great place to stay! "
United States
Matt w.
The price is €214
includes taxes & fees
31 Aug - 1 Sept
Downtown Hub - Dog Friendly
Coffee/tea maker, fridge, microwave, stovetop

7. Family-Friendly Redmond Getaway: Walk to Dtwn

Family-Friendly Redmond Getaway: Walk to Dtwn
Redmond
10.0 out of 10, Exceptional, (31 reviews)
"It was a great house that was very clean and the beds were comfortable. Had a great time and would stay again. "
United States
Randy S.
Family-Friendly Redmond Getaway: Walk to Dtwn
Exterior

8. 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, (26 reviews)
"Very nice location and place! Host was very accommodating and helpful! Pet-friendly and comfortable! "
United States
Shawna S.
The price is €334
includes taxes & fees
23 Aug - 24 Aug
Eagle Crest Desert Sky Retreat - HOT TUB, Dogs OK
Exterior detail

9. 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, (148 reviews)
"Great location to downtown Bend. "
United States
Kristie R.
The price is €190
includes taxes & fees
26 Aug - 27 Aug
Convenient & Cozy Cottage On Newport Near River, Downtown & Drake Park
A wooden interior with a high ceiling and a view of a green landscape through large windows.

10. 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, (141 reviews)
"We had a nice stay but I wouldn’t call it remodeled. All the appliances in the kitchen was super old and the fridge was falling apart and having a hard time keeping cool. Only 4 toilet rolls for the whole stay. But it was comfortable for the time we were there."
United States
Kerstin
The price is €375
includes taxes & fees
1 Sept - 2 Sept
Remodeled cozy cabin on golf course with hot tub!
Exterior

11. Eagle Crest Retreat | 6 Resort Passes Included

Eagle Crest Retreat | 6 Resort Passes Included
Redmond
10.0 out of 10, Exceptional, (19 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.
Eagle Crest Retreat | 6 Resort Passes Included
Paper towels, dining tables

12. Spacious downtown pad - billiards/ping pong/sauna

Spacious downtown pad - billiards/ping pong/sauna
Redmond
9.6 out of 10, Exceptional, (23 reviews)
"Location was nice being close to everything and the property was very inviting. If i come again, i would stay again if available = )"
United States
Sheila
The price is €387
includes taxes & fees
1 Sept - 2 Sept
Spacious downtown pad - billiards/ping pong/sauna
Interior

13. Adorable Tiny Home │East Side Near Park │Extended Stays Welcome │ Private Home

Adorable Tiny Home │East Side Near Park │Extended Stays Welcome │ Private Home
Orchard District
9.8 out of 10, Exceptional, (17 reviews)
"Awesome and extremely peaceful stay.......thank you and cheers....."
United States
Sara T.
Adorable Tiny Home │East Side Near Park │Extended Stays Welcome │ Private Home
Indoor pool, a heated pool

14. Riverfront Condo - Pet Friendly Near Downtown

Riverfront Condo - Pet Friendly Near Downtown
River West
9.2 out of 10, Wonderful, (76 reviews)
"Wonderful location and comfortable accommodations. I wouldn’t hesitate to stay again!"
United States
Keri K.
The price is €188
includes taxes & fees
31 Aug - 1 Sept
Riverfront Condo - Pet Friendly Near Downtown
Exterior

15. Bluebird Day - Ogden Getaway, Cozy 1BR, perfect for couples seeking adventure!

Bluebird Day - Ogden Getaway, Cozy 1BR, perfect for couples seeking adventure!
River West
9.8 out of 10, Exceptional, (23 reviews)
"We loved our stay in this tiny house. Quiet neighborhood yet only a block from The Newport Market and Backporch Roasters. Nice to stroll along the river with your coffee.Mattress and pillows excellent and big fluffy towels too.very clean.would love to come back"
United States
Ann C.
The price is €228
includes taxes & fees
13 Sept - 14 Sept
Bluebird Day - Ogden Getaway, Cozy 1BR, perfect for couples seeking adventure!
Property grounds

16. Ground level Condo near Downtown Bend

Ground level Condo near Downtown Bend
River West
8.8 out of 10, Excellent, (57 reviews)
"Nice location "
United States
Patrick D.
The price is €164
includes taxes & fees
23 Aug - 24 Aug
Ground level Condo near Downtown Bend
Property grounds

17. Ground Floor - Riverfront Studio

Ground Floor - Riverfront Studio
River West
9.8 out of 10, Exceptional, (27 reviews)
"Very nice place, would definitely recommend. Everything was clean and comfortable. Good location, too. "
United States
D.A. S.
Ground Floor - Riverfront Studio
Terrace/patio

18. Historic Drake Cottage - Walk to Downtown Bend - Drake Park Across the Street - Perfect for Couples

Historic Drake Cottage - Walk to Downtown Bend - Drake Park Across the Street - Perfect for Couples
Old Bend
9.4 out of 10, Exceptional, (96 reviews)
"Great stay. "
United States
John J.
Historic Drake Cottage - Walk to Downtown Bend - Drake Park Across the Street - Perfect for Couples
Pool

19. Eagle Crest: Resort Amenities-Spa-9th Hole-Views!

Eagle Crest: Resort Amenities-Spa-9th Hole-Views!
Deschutes County
9.8 out of 10, Exceptional, (53 reviews)
"open living area"
United States
Laura
The price is €334
includes taxes & fees
30 Aug - 31 Aug
Eagle Crest: Resort Amenities-Spa-9th Hole-Views!
Property grounds

20. Riverview Pet Friendly Condo in Downtown Bend

Riverview Pet Friendly Condo in Downtown Bend
River West
9.4 out of 10, Exceptional, (11 reviews)
"really great apartment, looking right at the river, we spent a lot of time on the balcony. so great, easy to get in and out, lots of parking to choose from, and so close to the river walk! would absolutely stay here again."
United States
Erica W.
Riverview Pet Friendly Condo in Downtown Bend
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

Riverhouse Lodge

Riverhouse Lodge

10/10 Excellent
"Very very good experience. Cute hotel by the lodge. The location was so good, you can buy everything and food within walking distance from the property. Wish we could spend more time here."
Vivian 1-night trip
Posted 6 hours ago
Riverhouse Lodge

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Holiday Homes in Crook County

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