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

Crook County Holiday Rentals

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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 HK$2,067
HK$5,872 total
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
The price is HK$2,745
HK$4,279 total
includes taxes & fees
3 Sept - 4 Sept
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, (293 reviews)
"Such a great place!"
United States
Danika
The price is HK$848
HK$912 total
includes taxes & fees
3 Sept - 4 Sept
Crooked River Ranch Cabins
Exterior detail

4. 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 HK$1,051
HK$1,724 total
includes taxes & fees
2 Sept - 3 Sept
Cozy Downtown Redmond Cottage
Interior

5. 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, (16 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 HK$1,262
HK$2,601 total
includes taxes & fees
13 Aug - 14 Aug
Spectacular Smith Rock Views on 5 Acres - Quiet and Modern w/ King Beds
Interior

6. Downtown Hub - Dog Friendly

Downtown Hub - Dog Friendly
Redmond
10.0 out of 10, Exceptional, (65 reviews)
"It was a great place to spend our trip! Especially with the dog. "
United States
Daniel K.
The price is HK$1,059
HK$1,924 total
includes taxes & fees
5 Aug - 6 Aug
Downtown Hub - Dog Friendly
Outdoor dining

7. HOT TUB, Eagle Crest Condo on Golf Course, DOGS OK

HOT TUB, Eagle Crest Condo on Golf Course, DOGS OK
Redmond
9.8 out of 10, Exceptional, (22 reviews)
"Great location. Quiet and peaceful. Responsive host and easy check in and out. "
United States
Maureen K.
The price is HK$1,514
HK$3,152 total
includes taxes & fees
9 Aug - 10 Aug
HOT TUB, Eagle Crest Condo on Golf Course, DOGS OK
Coffee/tea maker, fridge, microwave, stovetop

8. Family-Friendly Redmond Getaway: Walk to Dtwn

Family-Friendly Redmond Getaway: Walk to Dtwn
Redmond
10.0 out of 10, Exceptional, (30 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.
The price is HK$1,294
HK$3,822 total
includes taxes & fees
18 Aug - 19 Aug
Family-Friendly Redmond Getaway: Walk to Dtwn
A wooden interior with a high ceiling and a view of a green landscape through large windows.

9. 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, (139 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 HK$1,426
HK$3,407 total
includes taxes & fees
2 Sept - 3 Sept
Remodeled cozy cabin on golf course with hot tub!
Golf

10. 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
Terrace/patio

11. Perfect Couples Getaway! Walk to Dwntwn, Galveston Corridor & Drake Park, Parking, Air Conditioning

Perfect Couples Getaway! Walk to Dwntwn, Galveston Corridor & Drake Park, Parking, Air Conditioning
Old Bend
9.8 out of 10, Exceptional, (112 reviews)
"The cottage was perfect, clean, convenient, well appointed, and allowed us to relax and have a great trip!"
United States
Cristin G.
The price is HK$600
HK$2,232 total
includes taxes & fees
5 Aug - 6 Aug
Perfect Couples Getaway! Walk to Dwntwn, Galveston Corridor & Drake Park, Parking, Air Conditioning
Exterior detail

12. 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, (145 reviews)
"Great location to downtown Bend. "
United States
Kristie R.
The price is HK$627
HK$1,702 total
includes taxes & fees
17 Aug - 18 Aug
Convenient & Cozy Cottage On Newport Near River, Downtown & Drake Park
Pool

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

Eagle Crest: Resort Amenities-Spa-9th Hole-Views!
Deschutes County
9.8 out of 10, Exceptional, (51 reviews)
"open living area"
United States
Laura
The price is HK$1,349
HK$3,151 total
includes taxes & fees
25 Aug - 26 Aug
Eagle Crest: Resort Amenities-Spa-9th Hole-Views!
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, (75 reviews)
"Great stay! "
United States
Kara P.
The price is HK$541
HK$1,652 total
includes taxes & fees
5 Aug - 6 Aug
Riverfront Condo - Pet Friendly Near Downtown
Exterior

15. Rustic Pet-Friendly Second Floor Condo

Rustic Pet-Friendly Second Floor Condo
River West
9.6 out of 10, Exceptional, (26 reviews)
"Very nice stay, clean and welcoming condo. "
United States
Carol W.
The price is HK$541
HK$1,687 total
includes taxes & fees
16 Aug - 17 Aug
Rustic Pet-Friendly Second Floor Condo
Coffee/tea maker, fridge, microwave, oven

16. Hillside Loft- Spacious Studio, 100+mbps Wifi, Gas Fireplace, AC, Balcony

Hillside Loft- Spacious Studio, 100+mbps Wifi, Gas Fireplace, AC, Balcony
River West
10.0 out of 10, Exceptional, (26 reviews)
"The loft space was perfect - close to everything! It was really clean, nicely laid out and appointed for my short stay in Bend. The patio was amazing for relaxing after a long day with a glass of wine in the sun with trees and birdsong - and especially at night under the stars. It had everything I needed!"
United States
Kimberly M.
The price is HK$1,089
HK$2,009 total
includes taxes & fees
5 Aug - 6 Aug
Hillside Loft- Spacious Studio, 100+mbps Wifi, Gas Fireplace, AC, Balcony
Property grounds

17. 1st Floor Studio, stunning view of Deschutes River

1st Floor Studio, stunning view of Deschutes River
River West
8.4 out of 10, Very good, (31 reviews)
"Convenient location, peaceful view of river, restful stay."
United States
Mary W.
1st Floor Studio, stunning view of Deschutes River
Terrace/patio

18. 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, (133 reviews)
"Perfect location and great space! "
United States
Claire K.
Historic Drake Cottage! Across from Mirror Pond. Heart of Bend, Walk to Downtown, Shops/Dining
Indoor pool, outdoor pool

19. Updated Eagle Crest Townhouse with resort amenities. Family friendly. Pond view!

Updated Eagle Crest Townhouse with resort amenities. Family friendly. Pond view!
Redmond
9.4 out of 10, Exceptional, (17 reviews)
"Nice location. "
United States
Inna
The price is HK$1,073
HK$3,064 total
includes taxes & fees
4 Aug - 5 Aug
Updated Eagle Crest Townhouse with resort amenities. Family friendly. Pond view!
Exterior

20. Eagle Crest Retreat | 6 Resort Passes Included

Eagle Crest Retreat | 6 Resort Passes Included
Redmond
10.0 out of 10, Exceptional, (18 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 HK$1,289
HK$4,245 total
includes taxes & fees
2 Sept - 3 Sept
Eagle Crest Retreat | 6 Resort Passes Included
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

Bend Inn & Suites

Bend Inn & Suites

8/10 Good
"Great! Had a nice stay!!"
Ryan 1-night trip
Posted 8 hours ago
Bend Inn & Suites