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Holiday Rentals in Crook County

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Featured Holiday Rentals in Crook County

Brasada Ranch Luxury | Hot Tub & Chef’s Kitchen
Pool

Brasada Ranch Luxury | Hot Tub & Chef’s Kitchen

6.0 out of 10, (1)
"First, the house is beautiful! The views are great, the decor is clean & modern. We enjoyed the well-stocked coffee bar & watching the rabbits each morning—plus a surprise coyote one evening!However, a few things made the stay feel a bit disappointing. The windows were dirty, which distracted from the otherwise beautiful scenery. The decor, while stylish, went a bit too minimal & compromised functionality—for instance, no rugs at some doorways, meant tracking in mud after using the hot tub,...
Brasada Ranch Luxury | Hot Tub & Chef’s Kitchen
Lake house at Prineville Reservoir
Exterior

Lake house at Prineville Reservoir

9.0 out of 10, Wonderful, (48)
"This was our second time staying at here. Place is comfortable and has everything you need for a stay. Would recommend!"
Lake house at Prineville Reservoir
Lake Front House with Amazing View Near Bend Oregon
Smart TV, fireplace, table football, books

Lake Front House with Amazing View Near Bend Oregon

10.0 out of 10, Exceptional, (12)
"One of the nicest stays we’ve had. Barb was very accommodating and communicative as well."
Lake Front House with Amazing View Near Bend Oregon
Crooked River Ranch Cabins
View from room

Crooked River Ranch Cabins

3.0 star property
9.8 out of 10, Exceptional, (156)
"These cabins were great and perfect for me and my kids. Great outdoor play area and lots of room. "
The price is €100
includes taxes & fees
7 Sept - 8 Sept
Crooked River Ranch Cabins
Canyon Rim at Eagle Crest
Spa reception

Canyon Rim at Eagle Crest

4.5 star property
9.4 out of 10, Exceptional, (14)
"Great location close to pool and outdoor activities. Would love to stay again. "
Canyon Rim at Eagle Crest
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, (30)
"Great view right off the river"
The price is €158
includes taxes & fees
1 Sept - 2 Sept
Luxury in Bend, OR | Bunk Bed Room close to Nature
Luxury in Bend, OR | Guestroom + Nature Experience
Exterior

Luxury in Bend, OR | Guestroom + Nature Experience

3.0 star property
9.2 out of 10, Wonderful, (23)
"I love this place so beautiful "
The price is €145
includes taxes & fees
1 Sept - 2 Sept
Luxury in Bend, OR | Guestroom + Nature Experience
Wall Street Suites
Full-sized fridge, microwave, oven, stovetop

Wall Street Suites

3.0 star property
9.8 out of 10, Exceptional, (263)
"This was a great place to stay "
Wall Street Suites
Luxury in Bend, OR | Deluxe Queen close to Nature
Exterior

Luxury in Bend, OR | Deluxe Queen close to Nature

9.0 out of 10, Wonderful, (6)
"The overall location close to everything "
The price is €151
includes taxes & fees
1 Sept - 2 Sept
Luxury in Bend, OR | Deluxe Queen close to Nature
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, (1)
"The Quilty of the condo. Beds were very comfortable. "
The Aerie Suites by AvantStay – Modern Comfort with Mountain Views
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, (307)
"The house was in an easy 5 minute walk into downtown Bend! My wife, 2 friends, and myself had enough room in the house and had everything we needed for our 4 night stay. Would definitely stay again!"
Historic Belle Millhouse in Bend, OR. Walk to Downtown.vrbo
Adorable Bend townhome with ideal location, kitchenette & central AC
Property grounds

Adorable Bend townhome with ideal location, kitchenette & central AC

8.0 out of 10, Very good, (33)
"Great location and a fair price. "
The price is €151
includes taxes & fees
18 Aug - 19 Aug
Adorable Bend townhome with ideal location, kitchenette & central AC
"Otter Sight" Riverside Cottage - Just Steps from the Deschutes
Indoor pool, a heated pool

"Otter Sight" Riverside Cottage - Just Steps from the Deschutes

9.4 out of 10, Exceptional, (50)
"Quite with nice views "
"Otter Sight" Riverside Cottage - Just Steps from the Deschutes
Riverfront Studio With Spectacular River View. Pool Access. WiFi.
Property grounds

Riverfront Studio With Spectacular River View. Pool Access. WiFi.

9.4 out of 10, Exceptional, (3)
"The location is perfect for walks along the river, easy access to mountain bike rides, and close to town. "
Riverfront Studio With Spectacular River View. Pool Access. WiFi.
Gather! A Welcoming Home - King Beds - Pool Table!
Fridge, microwave, oven, stovetop

Gather! A Welcoming Home - King Beds - Pool Table!

10.0 out of 10, Exceptional, (12)
"The young people in our group enjoyed the pool table, and I appreciated the fact that the kitchen was well stocked with appliances and utensils."
Gather! A Welcoming Home - King Beds - Pool Table!
Lodge Vibes in the City - Large Log Home
Interior

Lodge Vibes in the City - Large Log Home

10.0 out of 10, Exceptional, (24)
"We needed an affordable space that would accommodate 3 adults with separate bath facilities, relatively near our meeting venue just outside of Bend. This was the perfect place (way better than 3 separate hotel rooms) and the owners were magnificent in their responsiveness and clear directions. The guest book was super helpful and comprehensive, too."
Lodge Vibes in the City - Large Log Home
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, (33)
"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!
Bend River Retreat
Property grounds

Bend River Retreat

4.0 star property
9.8 out of 10, Exceptional, (150)
"Like all the other reviews said, this rental home is amazing. We booked it to stay at when our Daughter got married in Bend and it worked out great. The view is breath taking. We would sit out on the deck and watch folks fly fish across the river. We slept 12 guests without any problem. The home is very well maintained. Parking can be tricky but you and work around it. The house came equipped with everything you could need. The only thing missing was a couple of small fishing poles and gear...
Bend River Retreat
"Leaf Your Troubles Behind"-Ground level condo near downtown Bend
Property grounds

"Leaf Your Troubles Behind"-Ground level condo near downtown Bend

9.0 out of 10, Wonderful, (45)
"A wonderful scenic and quiet getaway. The condo was very cozy, with a wonderful view of the river from the balcony. My wife and I really enjoyed the relaxing and peaceful location."
"Leaf Your Troubles Behind"-Ground level condo near downtown Bend
West Side, Walk to Newport and Downtown, Bocce Ball Court
Exterior

West Side, Walk to Newport and Downtown, Bocce Ball Court

9.6 out of 10, Exceptional, (53)
"We were in town for a softball tournament and this house was in a great location about 8-10 minutes from the fields. Very clean, generous size bedrooms and pet friendly!"
West Side, Walk to Newport and Downtown, Bocce Ball Court
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
"Beautiful hotel grounds "
Valerie 1-night trip
Posted 1 day ago
Riverhouse Lodge