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

Cottages in Crook County

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Check prices for these dates

In two weeks
10 Jul - 12 Jul
In two months
21 Aug - 23 Aug
In three months
18 Sep - 20 Sep
In four months
16 Oct - 18 Oct

Our top choices for Crook County cottages

Exterior detail

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, (141 reviews)
"Great location to downtown Bend. "
United States
Kristie R.
The price is AED 294
AED 781 total
includes taxes & fees
5 Jul - 6 Jul
Convenient & Cozy Cottage On Newport Near River, Downtown & Drake Park
Property grounds

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, (52 reviews)
"Great location, perfect size for a couple, great amenities! Would recommend!! "
United States
Jason K.
Aspen House- Sweet, Modern Downtown Cottage, 100+mbps Wifi, A/C, Walk Everywhere
Exterior

Pet Friendly Riverside Studio in Downtown Bend

Pet Friendly Riverside Studio in Downtown Bend
River West
9.6 out of 10, Exceptional, (14 reviews)
"Great experience cute studio rental and walkable to downtown Bend"
United States
Marc
Pet Friendly Riverside Studio in Downtown Bend
Exterior

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, (85 reviews)
"Wonderful convenient location, comfortable house that is well stocked. The fenced in back yard is great for those traveling with dogs. Highly recommended."
United States
Michael P.
Vintage Awbrey- Fireplace, Hot Tub, AC, 100+mbps Wifi, Bikes, Walk Downtown
Exterior

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, (127 reviews)
"The place is adorable, very well maintained and the shower pressure is fantastic! It’s in a great neighborhood that’s walking distance to so many great spots, including the river and bike/walking path that takes you toward downtown. We had a great time and would definitely stay here again. "
United States
Taren B.
Cinder Cone - Salt Hot Tub, Gas Fireplace, 100+ Mbps Wifi, Bikes, Very Walkable!
Exterior

Sweet craftsman bungalow in the heart of Bend

Sweet craftsman bungalow in the heart of Bend
River West
10.0 out of 10, Exceptional, (11 reviews)
"Great place. Central to everything. "
United States
Eric S.
Sweet craftsman bungalow in the heart of Bend
Exterior

First Street Rapids and River Trail

First Street Rapids and River Trail
River West
9.8 out of 10, Exceptional, (35 reviews)
"The place was easy to find, great location, very close to the river. The home was very cute and great for two couples. The beds were not great but that is my only complaint. "
United States
Ezra S.
First Street Rapids and River Trail
Exterior detail

Fir Millhouse - Lovely historic cottage in downtown Bend

Fir Millhouse - Lovely historic cottage in downtown Bend
Old Bend
10.0 out of 10, Exceptional, (5 reviews)
"Great property "
United States
Linda D.
Fir Millhouse - Lovely historic cottage in downtown Bend
Exterior

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)
"We thoroughly enjoyed our stay. Nice accommodations. "
United States
Wendie J.
Historic Downtown │Walk Everywhere │Private Hot Tub │One Block to River
Exterior

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
Exterior detail

Prime Location Near River, Downtown, Old Mill And All Your Favorite Breweries

Prime Location Near River, Downtown, Old Mill And All Your Favorite Breweries
Old Bend
9.4 out of 10, Exceptional, (176 reviews)
"Great location! "
United States
Rachel N.
Prime Location Near River, Downtown, Old Mill And All Your Favorite Breweries
Exterior detail

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, (1 review)
"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.
The price is AED 703
AED 1,252 total
includes taxes & fees
2 Jul - 3 Jul
Oak Millhouse - Beautifully restored home in Downtown Old Bend
Exterior

Cottage along Deschutes River Trail w Epic Views

Cottage along Deschutes River Trail w Epic Views
River West
10.0 out of 10, Exceptional, (4 reviews)
"Great place to stay. Centrally located. Right on the river. "
United States
Tracey T.
The price is AED 334
AED 882 total
includes taxes & fees
1 Jul - 2 Jul
Cottage along Deschutes River Trail w Epic Views
Exterior

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 AED 680
AED 1,139 total
includes taxes & fees
5 Jul - 6 Jul
Walk to downtown and amphitheater
Exterior

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
Exterior

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, (27 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
Exterior

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
Terrace/patio

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
Terrace/patio

Riverfront Cottage - Steam Room & Pet Friendly!

Riverfront Cottage - Steam Room & Pet Friendly!
River West
9.2 out of 10, Wonderful, (31 reviews)
"Was a nice view of the river and close to downtown. We enjoyed our stay."
United States
darlene r.
The price is AED 430
AED 1,050 total
includes taxes & fees
30 Jun - 1 Jul
Riverfront Cottage - Steam Room & Pet Friendly!
Exterior

Westside Cottage │Fenced Yards │Hot Tub │One Block to Galveston │Guest Favorite

Westside Cottage │Fenced Yards │Hot Tub │One Block to Galveston │Guest Favorite
River West
9.8 out of 10, Exceptional, (73 reviews)
"Yes perfect place to stay ."
United States
Arthur G.
Westside Cottage │Fenced Yards │Hot Tub │One Block to Galveston │Guest Favorite
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

Holiday Inn Express & Suites Bend South by IHG

Holiday Inn Express & Suites Bend South by IHG

10/10 Excellent
"I selected the Holiday Inn on the South end of Bend because the rates were reasonable and the reviewers love the place ! Well , after staying there for 4 days , I can verify that the reviews are totally right ! Great breakfast , clean place , friendly staff and terrific rooms !! Go ! One last remark , do say Hello to Carson at the desk ! This young man is just the best at customer service ! He goes the extra mile ! He has the rare innate skill of understanding and helping his customers ! You just can't teach that to someone ! It comes from within ! So do ask for him ! He is the best !!"
Mary 4-night trip
Posted 15 hours ago
Holiday Inn Express & Suites Bend South by IHG