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Holiday Rentals in Crook County

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Featured Holiday Rentals in Crook County

Lake house at Prineville Reservoir
Exterior

Lake house at Prineville Reservoir

9.0 out of 10, Wonderful, (51)
"My sister and I spent 5-nights at this lovely house getting flowers and food together for a friend’s wedding. The space was perfect. The deck- an excellent way to unwind after working on wedding prep. The bed was super comfortable. A beautiful home with very responsive hosts. Thank you"
Lake house at Prineville Reservoir
Brasada Ranch Retreat w/ Hot Tub + Views Resort Access w/ Pools, Horseback Riding, Sports, and More Hat Rock Loop by Avantstay
House (1 Bedroom) | Interior

Brasada Ranch Retreat w/ Hot Tub + Views Resort Access w/ Pools, Horseback Riding, Sports, and More Hat Rock Loop by Avantstay

3.0 star property
Brasada Ranch Retreat w/ Hot Tub + Views Resort Access w/ Pools, Horseback Riding, Sports, and More Hat Rock Loop by Avantstay
Crooked River Ranch Cabins
View from room

Crooked River Ranch Cabins

3.0 star property
9.6 out of 10, Exceptional, (175)
"Amazing area, enjoyed the stay, very quiet and homey! Wished I had time to stay longer, next time through I’ll stay longer! "
The price is €90
includes taxes & fees
1 Oct - 2 Oct
Crooked River Ranch Cabins
Canyon Rim at Eagle Crest
Spa reception

Canyon Rim at Eagle Crest

4.5 star property
9.2 out of 10, Wonderful, (20)
"Great place!"
Canyon Rim at Eagle Crest
Wall Street Suites
Full-sized fridge, microwave, oven, stovetop

Wall Street Suites

3.0 star property
9.8 out of 10, Exceptional, (272)
"This was a great place to stay "
Wall Street Suites
Updated Mount Bachelor Village 2-bedroom Condo, Enjoy Resort Amenities! with AC
Exterior

Updated Mount Bachelor Village 2-bedroom Condo, Enjoy Resort Amenities! with AC

2.0 star property
9.6 out of 10, Exceptional, (28)
"Bend is fun. Nice clean place close to everything "
The price is €238
includes taxes & fees
20 Oct - 21 Oct
Updated Mount Bachelor Village 2-bedroom Condo, Enjoy Resort Amenities! with AC
Luxury in Bend, OR | Deluxe Queen close to Nature
Exterior

Luxury in Bend, OR | Deluxe Queen close to Nature

9.2 out of 10, Wonderful, (9)
"Great property and location"
The price is €151
includes taxes & fees
28 Sept - 29 Sept
Luxury in Bend, OR | Deluxe Queen close to Nature
Luxury in Bend, OR | Guestroom + Nature Experience
Exterior

Luxury in Bend, OR | Guestroom + Nature Experience

3.0 star property
9.0 out of 10, Wonderful, (35)
"Wonderful property, staff, and location!"
The price is €144
includes taxes & fees
28 Sept - 29 Sept
Luxury in Bend, OR | Guestroom + Nature Experience
Luxury in Bend, OR | Bunk Bed Room close to Nature
Exterior

Luxury in Bend, OR | Bunk Bed Room close to Nature

9.2 out of 10, Wonderful, (39)
"We had the best time and there is so much to do at the hotel. It’s located right on the river. Great food everywhere even if you want to just eat at the hotel. "
The price is €157
includes taxes & fees
28 Sept - 29 Sept
Luxury in Bend, OR | Bunk Bed Room close to Nature
Historic Belle Millhouse in Bend, OR. Walk to Downtown.vrbo
Exterior

Historic Belle Millhouse in Bend, OR. Walk to Downtown.vrbo

10.0 out of 10, Exceptional, (314)
"Wonderful cottage. 5 minute walk to downtown, had everything we needed, very comfortable. "
Historic Belle Millhouse in Bend, OR. Walk to Downtown.vrbo
Eagle Crest: Resort Amenities-Spa-9th Hole-Views!
Outdoor dining

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

9.8 out of 10, Exceptional, (31)
"Super nice place and convenient location for us! "
The price is €321
includes taxes & fees
29 Sept - 30 Sept
Eagle Crest: Resort Amenities-Spa-9th Hole-Views!
Bend River Retreat
Property grounds

Bend River Retreat

4.0 star property
9.8 out of 10, Exceptional, (152)
"The views from this home were amazing and the location was great with lots of walking trails and accessibility to Bend activities. Host was quick to respond to all needs. Accommodations were good for our group of 4 couples. "
Bend River Retreat
Lodge Vibes in the City - Large Log Home
Interior

Lodge Vibes in the City - Large Log Home

10.0 out of 10, Exceptional, (27)
"Great time"
Lodge Vibes in the City - Large Log Home
Golden Escape- Private Hot tub, Dog Friendly
Exterior detail

Golden Escape- Private Hot tub, Dog Friendly

9.4 out of 10, Exceptional, (89)
"Great location. Quiet, with a terrific bunkroom.Room for parents, grandparents and kids!"
Golden Escape- Private Hot tub, Dog Friendly
Cozy retreat near downtown, amphitheater, short walk to Deschutes river, has AC!
Outdoor pool

Cozy retreat near downtown, amphitheater, short walk to Deschutes river, has AC!

10.0 out of 10, Exceptional, (35)
"We had a great stay! Easy left to the hill and town was close, hot tubs were great "
Cozy retreat near downtown, amphitheater, short walk to Deschutes river, has AC!
Wren - Private Hot Tub & Deck, Family, Eagle Crest, Sunny Getaway!
Fridge, microwave, oven, stovetop

Wren - Private Hot Tub & Deck, Family, Eagle Crest, Sunny Getaway!

9.6 out of 10, Exceptional, (46)
"We are very thankful for our time at Wren. It’s clean, quiet, easy resort access and much more. We will be booking again. Thank you for allowing me and my family to stay here a second year. We gather every year in central Oregon and finding this spot feels like hitting the jackpot. Until next year! "
Wren - Private Hot Tub & Deck, Family, Eagle Crest, Sunny Getaway!
Cute, Quiet & Private Bungalow - Newly Remodeled
TV, fireplace

Cute, Quiet & Private Bungalow - Newly Remodeled

10.0 out of 10, Exceptional, (19)
"Wish we could have stayed longer. It was a perfect size/location for us, and the owners are amazing! Don’t hesitate to book this perfect space "
The price is €274
includes taxes & fees
12 Oct - 13 Oct
Cute, Quiet & Private Bungalow - Newly Remodeled
The Aerie Suites by AvantStay – Modern Comfort with Mountain Views
Apartment, Patio | Private kitchen

The Aerie Suites by AvantStay – Modern Comfort with Mountain Views

3.0 star property
10.0 out of 10, Exceptional, (2)
"The Quilty of the condo. Beds were very comfortable. "
The Aerie Suites by AvantStay – Modern Comfort with Mountain Views
Fabulous Eagle Crest Resort Juniper Meadow, Private Hot Tub, Golf Course, Pool
Outdoor dining

Fabulous Eagle Crest Resort Juniper Meadow, Private Hot Tub, Golf Course, Pool

10.0 out of 10, Exceptional, (134)
"Loved staying here! The owners were very accommodating and were available to answer any questions that I had. This corner unit was spacious, clean and the kitchen was well stocked. Great location and it was nice to have the hot tub. I’d like to come back in the summer! "
Fabulous Eagle Crest Resort Juniper Meadow, Private Hot Tub, Golf Course, Pool
Family friendly home w/private indoor pool and outdoor hot tub!
Outdoor spa tub

Family friendly home w/private indoor pool and outdoor hot tub!

9.6 out of 10, Exceptional, (39)
"The perfect spot for a family gathering! The amenities are over the top ! We loved our stay "
Family friendly home w/private indoor pool and outdoor hot tub!
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

10/10 Excellent
"I felt at home when I walked through the front door. I would be happy to call this place home. I wish I had more time here. "
Kasie 5-night trip
Posted 3 days ago
Bend Inn & Suites

Find out more about Crook County

Find out more about Crook County

Holiday Homes in Crook County

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