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

Search Crook County Cottage Rentals from CA $305

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Top Cities in Crook County

Our top choices for Crook County cottages

Aspen House- Sweet, Modern Downtown Cottage, 100+mbps Wifi, A/C, Walk Everywhere

Aspen House- Sweet, Modern Downtown Cottage, 100+mbps Wifi, A/C, Walk Everywhere
Old Bend
10.0 out of 10, Exceptional, (54 reviews)
"This is the perfect location between old bend and downtown! Everything was very homey and clean for our stay, we’ll be returning!"
United States
Brandon K.
Aspen House- Sweet, Modern Downtown Cottage, 100+mbps Wifi, A/C, Walk Everywhere

Pet Friendly Riverside Studio in Downtown Bend

Pet Friendly Riverside Studio in Downtown Bend
River West
9.4 out of 10, Exceptional, (15 reviews)
"Great experience cute studio rental and walkable to downtown Bend"
United States
Marc
The price is CA $98
CA $304 total
includes taxes & fees
Aug 2 - Aug 3
Pet Friendly Riverside Studio in Downtown Bend

Fir Millhouse - Lovely historic cottage in downtown Bend

Fir Millhouse - Lovely historic cottage in downtown Bend
Old Bend
9.8 out of 10, Exceptional, (6 reviews)
"Great property "
United States
Linda D.
The price is CA $149
CA $323 total
includes taxes & fees
Jul 19 - Jul 20
Fir Millhouse - Lovely historic cottage in downtown Bend

Vintage Awbrey- Fireplace, Hot Tub, AC, 100+mbps Wifi, Bikes, Walk Downtown

Vintage Awbrey- Fireplace, Hot Tub, AC, 100+mbps Wifi, Bikes, Walk Downtown
River West
10.0 out of 10, Exceptional, (89 reviews)
"Just lovely. A healthy yet beautiful stroll into town along the Deschutes River. Great vibe in town - shopping, restaurants. Convenient to many outdoor activities. Cant wait to return. "
United States
Colleen Dolan J.
Vintage Awbrey- Fireplace, Hot Tub, AC, 100+mbps Wifi, Bikes, Walk Downtown

Sweet craftsman bungalow in the heart of Bend

Sweet craftsman bungalow in the heart of Bend
River West
10.0 out of 10, Exceptional, (12 reviews)
"Great place. Central to everything. "
United States
Eric S.
Sweet craftsman bungalow in the heart of Bend

North Sister - Bungalow Charm, Fireplace, Queen bed, Parking

North Sister - Bungalow Charm, Fireplace, Queen bed, Parking
Old Bend
10.0 out of 10, Exceptional, (2 reviews)
"Perfect place for a night to work/visit Bend. Lovely neighborhood."
United States
Amy M.
North Sister - Bungalow Charm, Fireplace, Queen bed, Parking

Walk to downtown and amphitheater

Walk to downtown and amphitheater
River West
9.6 out of 10, Exceptional, (41 reviews)
"The Drake Club was great! Really nice little cottage that is well decorated and includes a great kitchen and bathroom. The location is excellent as you are a short walk/bike ride to everything Bend has to offer. The Drake Club is a great little spot in Bend and I would highly recommend it to anyone considering a stay in Bend!"
United States
Brian S.
The price is CA $246
CA $423 total
includes taxes & fees
Aug 2 - Aug 3
Walk to downtown and amphitheater

Riverfront Cottage - Steam Room & Pet Friendly!

Riverfront Cottage - Steam Room & Pet Friendly!
River West
9.2 out of 10, Wonderful, (35 reviews)
"Was a nice view of the river and close to downtown. We enjoyed our stay."
United States
darlene r.
The price is CA $139
CA $364 total
includes taxes & fees
Aug 2 - Aug 3
Riverfront Cottage - Steam Room & Pet Friendly!

Immaculate Downtown Cottage Retreat- EV charger. Walk downtown in 4 minutes

Immaculate Downtown Cottage Retreat- EV charger. Walk downtown in 4 minutes
River West
10.0 out of 10, Exceptional, (215 reviews)
"The entire experience of our stay was exceptional. The cottage is well located, very clean, well maintained and very well equipped, the air conditioning was very quiet and effective when needed. Outdoors, the parking was convenient and the rear patio overlooking a wooded rockery was fantastic with the occasional glimpse of deer in the garden. Our hosts were very welcoming and good company with a wealth of local hints and tips if you need them. It's a short stroll into down-town Bend and an...
United Kingdom
Stephen
Immaculate Downtown Cottage Retreat- EV charger. Walk downtown in 4 minutes

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, (143 reviews)
"Great location to downtown Bend. "
United States
Kristie R.
The price is CA $112
CA $305 total
includes taxes & fees
Jul 23 - Jul 24
Convenient & Cozy Cottage On Newport Near River, Downtown & Drake Park

Cinder Cone - Salt Hot Tub, Gas Fireplace, 100+ Mbps Wifi, Bikes, Very Walkable!

Cinder Cone - Salt Hot Tub, Gas Fireplace, 100+ Mbps Wifi, Bikes, Very Walkable!
River West
9.8 out of 10, Exceptional, (128 reviews)
"Really well maintained and clean property for us and our dog. Great that the backyard was setup so dog could roam."
United States
Martin P.
Cinder Cone - Salt Hot Tub, Gas Fireplace, 100+ Mbps Wifi, Bikes, Very Walkable!

Westside Vibes - walkable w/ salt water hot tub too!

Westside Vibes - walkable w/ salt water hot tub too!
River West
Westside Vibes - walkable w/ salt water hot tub too!

Cottage along Deschutes River Trail w Epic Views

Cottage along Deschutes River Trail w Epic Views
River West
10.0 out of 10, Exceptional, (5 reviews)
"Great place to stay. Centrally located. Right on the river. "
United States
Tracey T.
The price is CA $111
CA $320 total
includes taxes & fees
Jul 30 - Jul 31
Cottage along Deschutes River Trail w Epic Views

First Street Rapids and River Trail

First Street Rapids and River Trail
River West
9.8 out of 10, Exceptional, (37 reviews)
"The place is very clean and well set up with a full kitchen and laundry. A very comfortable 2 Bedroom place to stay with quick access to Hwy 97. "
United States
Andy R.
First Street Rapids and River Trail

Modern cottage charm & walk to Downtown Bend

Modern cottage charm & walk to Downtown Bend
River West
9.2 out of 10, Wonderful, (22 reviews)
"Relaxing and warm home that is super close to downtown Bend. The beds were comfortable and the hot tub was hot!"
United States
Sarah G.
Modern cottage charm & walk to Downtown Bend

Dog-Friendly Ranch Cottage w/ Yard ~ 13 Mi to Bend

Dog-Friendly Ranch Cottage w/ Yard ~ 13 Mi to Bend
Bend
10.0 out of 10, Exceptional, (28 reviews)
"Loved "The Bunkhouse" the perfect girls get away location and setting! Thanks Allison!"
United States
PENNY
Dog-Friendly Ranch Cottage w/ Yard ~ 13 Mi to Bend

Oak Millhouse - Beautifully restored home in Downtown Old Bend

Oak Millhouse - Beautifully restored home in Downtown Old Bend
Old Bend
10.0 out of 10, Exceptional, (2 reviews)
"I love this place! Clean, lovely, dead end street, backyard, close to town and great food, close to skiing, and great bathtub i will be staying here again"
United States
Loryn Z.
Oak Millhouse - Beautifully restored home in Downtown Old Bend

Historic Downtown Location │Heart of Bend │Walk Everywhere │Hot Tub │High Demand

Historic Downtown Location │Heart of Bend │Walk Everywhere │Hot Tub │High Demand
Old Bend
9.4 out of 10, Exceptional, (77 reviews)
"Great location, easy to walk everywhere and nice park for the dog across the street"
United States
Ryan B.
Historic Downtown Location │Heart of Bend │Walk Everywhere │Hot Tub │High Demand

Historic Downtown │Walk Everywhere │Private Hot Tub │One Block to River

Historic Downtown │Walk Everywhere │Private Hot Tub │One Block to River
River West
9.6 out of 10, Exceptional, (88 reviews)
"Wonderful location, clean, spacious home. "
United States
Diana R.
Historic Downtown │Walk Everywhere │Private Hot Tub │One Block to River

Trendy West Side │Walk to Breweries & Food Carts │Hot Tub │Fenced Outdoor Space

Trendy West Side │Walk to Breweries & Food Carts │Hot Tub │Fenced Outdoor Space
River West
10.0 out of 10, Exceptional, (65 reviews)
"Perfect Location!!"
United States
Rocky A.
Trendy West Side │Walk to Breweries & Food Carts │Hot Tub │Fenced Outdoor Space
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

Find out more about Crook County

Crook County Cottages information

Number of reviews
1,064
Accommodation
104 Cottages
Lowest Price
CA $305
Highest Price
CA $423

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