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Holiday Homes in Crook County

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Check prices for these dates

Next weekend
8 Aug - 10 Aug
In two weeks
15 Aug - 17 Aug
In one month
29 Aug - 31 Aug
In two months
26 Sep - 28 Sep

Featured Holiday Homes in Crook County

The Old Mill Retreat Sleeps 6!
House, Multiple Beds, Patio, Garden View (The Old Mill Retreat) | Private kitchen | Fridge, microwave, oven, stovetop

The Old Mill Retreat Sleeps 6!

4.0 star property
The Old Mill Retreat Sleeps 6!
Harmony Hills Retreat
Enjoy cooking in this fully equipped kitchen with a refrigerator, dishwasher, microwave, and oven.

Harmony Hills Retreat

4.0 star property
10.0 out of 10, Exceptional, (3)
"I really enjoyed this property. Location was quiet and peaceful. The unit was super clean and decorated cute. I will definitely stay again. It had everything you needed."
Harmony Hills Retreat
Wren 2 Bedroom Home by RedAwning
Enjoy cooking in this kitchen with a central island and checkered floor, offering a view of the surrounding landscape.

Wren 2 Bedroom Home by RedAwning

3.0 star property
Wren 2 Bedroom Home by RedAwning
Big Bear Home features Private Entrance and Patio with Fire Pit by RedAwning
Relax on the serene patio surrounded by lush greenery and trees, featuring a wooden deck with seating and a decorative vase.

Big Bear Home features Private Entrance and Patio with Fire Pit by RedAwning

3.5 star property
Big Bear Home features Private Entrance and Patio with Fire Pit by RedAwning
Present Pheasant 2 Bedroom Home
Escape to Eagle Creek, where a serene stream flows through lush greenery and tall trees.

Present Pheasant 2 Bedroom Home

3.0 star property
10.0 out of 10, Exceptional, (1)
Present Pheasant 2 Bedroom Home
Charming Bend Sanctuary for 6!
House, Multiple Beds, Patio, Garden View (Hollygrape Hideaway) | Terrace/patio

Charming Bend Sanctuary for 6!

4.0 star property
9.0 out of 10, Wonderful, (2)
"Property is nice for a family and safe area. Maintained well. Great response. Not walking distance to restaurants or shopping which could be a plus. "
Charming Bend Sanctuary for 6!
Deer Park Cabin 3 Bedroom Home by RedAwning
Relax in this charming attic room with a fireplace, sofa, and rocking chair, offering a view of the outdoors.

Deer Park Cabin 3 Bedroom Home by RedAwning

3.0 star property
Deer Park Cabin 3 Bedroom Home by RedAwning
River Ridge 416b 1 Bedroom Condo by RedAwning
Relax by the pool surrounded by lush greenery and tall trees, with lounge chairs and umbrellas for a comfortable stay.

River Ridge 416b 1 Bedroom Condo by RedAwning

3.0 star property
River Ridge 416b 1 Bedroom Condo by RedAwning
Enchantment At Eagle Crest 2 Bedroom Townhouse by RedAwning
Relax by the tiered waterfall pool surrounded by lush surroundings.

Enchantment At Eagle Crest 2 Bedroom Townhouse by RedAwning

3.0 star property
2.0 out of 10, (2)
"Well, we weren't able to stay. We booked this place by accident as we found out after that they do not accept pets. Our credit card was charged on the 17th for a reservation that began on the 26th. When it was time to sign the reservation agreement (On the 18th), we realized they are not Pet Friendly - Our bad. But when we advised the folks about our mistake (with more than ample time to possibly get another guest), we were told we are out the entire amount of the reservation and were led to...
Enchantment At Eagle Crest 2 Bedroom Townhouse by RedAwning
Drake Park 3 Bedroom Home by RedAwning
Enter through the stone archway to a welcoming entrance with a bench and a potted plant.

Drake Park 3 Bedroom Home by RedAwning

4.0 star property
Drake Park 3 Bedroom Home by RedAwning
Diamond Retreat in Bend for 6!
Outdoor dining

Diamond Retreat in Bend for 6!

3.5 star property
10.0 out of 10, Exceptional, (1)
"Great property in a quiet subdivision that is conveniently located to everything. It was super clean and well maintained. The hosts communicated extremely well. Highly recommend!!! "
Diamond Retreat in Bend for 6!
Quiet River Bend Cabin by Avantstay 35 Mins to Mt Bachelor 10 Mins to Town Centre Hot Tub!
House (3 Bedrooms) | Interior

Quiet River Bend Cabin by Avantstay 35 Mins to Mt Bachelor 10 Mins to Town Centre Hot Tub!

3.5 star property
Quiet River Bend Cabin by Avantstay 35 Mins to Mt Bachelor 10 Mins to Town Centre Hot Tub!
Bends Artful Adventure 4 BDR
House, Multiple Beds, Patio, Garden View (Bend's Artful Adventure) | Outdoor dining

Bends Artful Adventure 4 BDR

4.0 star property
Bends Artful Adventure 4 BDR
Hot-tub, Pet-friendly, 30 min to Mt Bachelor!
Terrace/patio

Hot-tub, Pet-friendly, 30 min to Mt Bachelor!

4.5 star property
Hot-tub, Pet-friendly, 30 min to Mt Bachelor!
Pet-Friendly Pine Knoll Private Home with Hot Tub and Fire Pit by RedAwning
Guests can enjoy a view of the surrounding trees from the deck, which features a bench and a small table.

Pet-Friendly Pine Knoll Private Home with Hot Tub and Fire Pit by RedAwning

3.5 star property
Pet-Friendly Pine Knoll Private Home with Hot Tub and Fire Pit by RedAwning
Spacious Five Peaks Home with Soaking Tub and BBQ by RedAwning
Enjoy cooking in this well-lit kitchen with a stainless steel refrigerator, double sink, and ample storage space.

Spacious Five Peaks Home with Soaking Tub and BBQ by RedAwning

4.0 star property
Spacious Five Peaks Home with Soaking Tub and BBQ by RedAwning
Pet-Friendly Cairn Home features Private Hot Tub and Fire Pit on the Back Patio by RedAwning
Relax in a hot tub surrounded by a serene lawn and a charming wooden fence.

Pet-Friendly Cairn Home features Private Hot Tub and Fire Pit on the Back Patio by RedAwning

3.5 star property
Pet-Friendly Cairn Home features Private Hot Tub and Fire Pit on the Back Patio by RedAwning
Hot-tub, 30 min From Mt. Bachelor
Interior

Hot-tub, 30 min From Mt. Bachelor

4.0 star property
Hot-tub, 30 min From Mt. Bachelor
Geary Getaway 3 Bedroom Home by RedAwning
Enjoy meals in the kitchen with a central island, microwave, and stainless steel oven, overlooking the backyard view.

Geary Getaway 3 Bedroom Home by RedAwning

3.0 star property
Geary Getaway 3 Bedroom Home by RedAwning
1216 Skyline Ranch 200 Private Hot Tub w View Premier Downtown Location
Relax on the covered deck with a grill and comfortable seating.

1216 Skyline Ranch 200 Private Hot Tub w View Premier Downtown Location

2.0 star property
1216 Skyline Ranch 200 Private Hot Tub w View Premier Downtown Location
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

Red Lion Inn & Suites Deschutes River Bend

Red Lion Inn & Suites Deschutes River Bend

10/10 Excellent
"Great"
Esther 3-night trip
Posted 18 hours ago
Red Lion Inn & Suites Deschutes River Bend